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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (8) Show 9 proteins XML

enzymes (1)transporters (8) Show 9 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:41 UTC

Update Date

2022-03-07 02:49:13 UTC

HMDB ID

HMDB0002195

Secondary Accession Numbers

HMDB02195

Metabolite Identification

Common Name

Varanic acid

Description

Varanic acid is a bile acid that will accumulate in patients with deficiencies in the peroxisomal d-bifunctional protein. The final steps in bile acid biosynthesis take place in peroxisomes and involve oxidative cleavage of the side chain of C27-5beta-cholestanoic acids leading to the formation of the primary bile acids cholic acid and chenodeoxycholic acid. The enoyl-CoA hydratase and beta-hydroxy acyl-CoA dehydrogenase reactions involved in the chain shortening of C27-5beta-cholestanoic acids are catalyzed by peroxisomal d-bifunctional protein. (PMID: 9831634 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

Untitled Document-7
  Mrv0541 02231219252D          

 35 38  0  0  0  0            999 V2000
   -3.6801   -1.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801   -2.6060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9656   -3.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511   -2.6060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2511   -1.7810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9656   -1.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5366   -3.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8222   -2.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8222   -1.7810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5366   -1.3685    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1077   -1.3685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1077   -0.5435    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8222   -0.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5366   -0.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6769   -1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1618   -0.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6769   -0.2886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9319    0.4960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7388    0.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938    1.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007    1.6237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0143    2.4206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8112    2.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0247    3.4310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3945    2.0508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4309    3.0040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215    0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2388   -2.3644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636   -1.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511   -3.4310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3945   -3.0185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200   -0.7852    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3048   -2.0830    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    1.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3841    1.0404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
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 22 26  1  1  0  0  0
 12 27  1  1  0  0  0
  9 28  1  1  0  0  0
  5 29  1  1  0  0  0
  4 30  1  1  0  0  0
  2 31  1  6  0  0  0
 10 32  1  6  0  0  0
 11 33  1  6  0  0  0
 18 34  1  6  0  0  0
 21 35  1  6  0  0  0
M  END

HMDB0002195
     RDKit          3D
Varanic acid
 75 78  0  0  0  0  0  0  0  0999 V2000
    3.6241   -2.1594   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -0.8651    0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5303    0.2249    0.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7693    0.8294    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0155    0.0521    0.0439 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0048   -0.9834   -0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1721    0.9678   -0.4224 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9037    1.4071   -1.7214 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3199    2.1174    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5655    1.8920    1.7066 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1855    3.4110   -0.0018 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811   -1.1786    0.4138 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2477   -1.9147    1.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2487   -1.7081    2.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -1.0362    0.7759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0081   -0.3688    0.7590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1010   -1.3134    1.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4533   -0.6801    0.9856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    0.6179    0.2415 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7717    1.0683   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4880    0.1995   -1.0789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1906   -0.8277   -0.4062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6627   -0.3353   -2.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2465   -0.6543   -1.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5805    0.4407   -1.0268 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6199    1.6961   -1.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963    0.0371   -0.7157 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1759    1.1451   -0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2162    0.6643   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4759   -0.0855    0.5070 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5589    0.7719    1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822   -3.0151    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789   -2.2860    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035   -2.4355   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7834   -0.5109   -1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286    0.0100    1.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7704    1.1022    0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.7159    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5626    1.4398   -0.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3671   -0.3244    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5913   -1.7080   -0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0807    0.3424   -0.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2136    0.7058   -2.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8744    3.8643   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0908   -1.8721   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8788   -1.5809    2.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -2.9944    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140   -2.7374    2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011   -1.1898    2.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -1.7771   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1325    0.5538    1.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201   -2.3078    0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9780   -1.4706    2.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874   -1.3978    0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9726   -0.4681    1.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9329    1.4102    0.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3692    1.0612    0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8084    2.1358   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3061    0.8255   -1.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3266   -0.4855    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379   -1.2878   -2.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6654    0.3450   -3.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718   -0.7130   -2.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148   -1.6531   -1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664    1.9456   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342    1.4334   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0946    2.5434   -1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565   -0.8115   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4319    2.0376   -0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2776    1.4628   -2.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536    0.0923   -1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808    1.5782   -0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3119    0.3730    2.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    1.8633    1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937    0.7531    2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
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  9 10  2  0
  9 11  1  0
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 30 15  1  0
 27 16  1  0
 25 19  1  0
  1 32  1  0
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  2 35  1  6
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 31 74  1  0
 31 75  1  0
M  END

Untitled Document-7
  Mrv0541 02231219252D          

 35 38  0  0  0  0            999 V2000
   -3.6801   -1.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801   -2.6060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9656   -3.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511   -2.6060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2511   -1.7810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9656   -1.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5366   -3.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8222   -2.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8222   -1.7810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5366   -1.3685    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1077   -1.3685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1077   -0.5435    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.9319    0.4960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7388    0.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938    1.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8007    1.6237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0143    2.4206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8112    2.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0247    3.4310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4309    3.0040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215    0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2388   -2.3644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636   -1.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511   -3.4310    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3945   -3.0185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200   -0.7852    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3048   -2.0830    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    1.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3841    1.0404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  1  0  0  0  0
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 17 12  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 22 26  1  1  0  0  0
 12 27  1  1  0  0  0
  9 28  1  1  0  0  0
  5 29  1  1  0  0  0
  4 30  1  1  0  0  0
  2 31  1  6  0  0  0
 10 32  1  6  0  0  0
 11 33  1  6  0  0  0
 18 34  1  6  0  0  0
 21 35  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0002195

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CC[C@@H](O)[C@@H](O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C26H44O5/c1-15(4-9-22(28)23(29)24(30)31)19-7-8-20-18-6-5-16-14-17(27)10-12-25(16,2)21(18)11-13-26(19,20)3/h15-23,27-29H,4-14H2,1-3H3,(H,30,31)/t15-,16-,17-,18+,19-,20+,21+,22-,23-,25+,26-/m1/s1

> <INCHI_KEY>
NRDKNLGDNLHWHG-IYELHLJQSA-N

> <FORMULA>
C26H44O5

> <MOLECULAR_WEIGHT>
436.6246

> <EXACT_MASS>
436.318874518

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
51.20869193776398

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,6R)-2,3-dihydroxy-6-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptanoic acid

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
3.9652381229999993

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.263371978703038

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.048691821334989

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569579557624003

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
119.73699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
varanic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002195
     RDKit          3D
Varanic acid
 75 78  0  0  0  0  0  0  0  0999 V2000
    3.6241   -2.1594   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -0.8651    0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5303    0.2249    0.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7693    0.8294    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0155    0.0521    0.0439 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0048   -0.9834   -0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1721    0.9678   -0.4224 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9037    1.4071   -1.7214 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3199    2.1174    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5655    1.8920    1.7066 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1855    3.4110   -0.0018 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811   -1.1786    0.4138 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2477   -1.9147    1.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2487   -1.7081    2.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -1.0362    0.7759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0081   -0.3688    0.7590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1010   -1.3134    1.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4533   -0.6801    0.9856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    0.6179    0.2415 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7717    1.0683   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4880    0.1995   -1.0789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1906   -0.8277   -0.4062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6627   -0.3353   -2.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2465   -0.6543   -1.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5805    0.4407   -1.0268 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6199    1.6961   -1.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963    0.0371   -0.7157 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1759    1.1451   -0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2162    0.6643   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4759   -0.0855    0.5070 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5589    0.7719    1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822   -3.0151    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789   -2.2860    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035   -2.4355   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7834   -0.5109   -1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286    0.0100    1.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7704    1.1022    0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.7159    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5626    1.4398   -0.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3671   -0.3244    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5913   -1.7080   -0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0807    0.3424   -0.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2136    0.7058   -2.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8744    3.8643   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0908   -1.8721   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8788   -1.5809    2.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -2.9944    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140   -2.7374    2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011   -1.1898    2.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -1.7771   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1325    0.5538    1.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201   -2.3078    0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9780   -1.4706    2.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874   -1.3978    0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9726   -0.4681    1.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9329    1.4102    0.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3692    1.0612    0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8084    2.1358   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3061    0.8255   -1.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3266   -0.4855    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379   -1.2878   -2.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6654    0.3450   -3.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718   -0.7130   -2.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148   -1.6531   -1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664    1.9456   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342    1.4334   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0946    2.5434   -1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565   -0.8115   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4319    2.0376   -0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2776    1.4628   -2.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536    0.0923   -1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808    1.5782   -0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3119    0.3730    2.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    1.8633    1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937    0.7531    2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  1
 30 12  1  0
 30 15  1  0
 27 16  1  0
 25 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  6
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  1
  6 41  1  0
  7 42  1  6
  8 43  1  0
 11 44  1  0
 12 45  1  6
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  6
 16 51  1  1
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  1
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  6
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-7                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.870  -3.325   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.870  -4.865   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.536  -5.635   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.202  -4.865   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.202  -3.325   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.536  -2.555   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.868  -5.635   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.535  -4.865   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.535  -3.325   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.868  -2.555   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.201  -2.555   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.201  -1.015   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.535  -0.245   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.868  -1.015   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.264  -3.031   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.169  -1.785   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.264  -0.539   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.740   0.926   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.246   1.246   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.722   2.711   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.228   3.031   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.627   4.518   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.114   4.917   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.513   6.405   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.203   3.828   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.538   5.607   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.040   0.517   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      -0.446  -4.414   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0      -4.972  -1.991   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0      -4.202  -6.405   0.000  0.00  0.00           H+0
HETATM   31  O   UNK     0      -8.203  -5.635   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0      -3.957  -1.466   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.569  -3.888   0.000  0.00  0.00           H+0
HETATM   34  C   UNK     0       0.651   2.015   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.317   1.942   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   30                                             
CONECT    5    4    6   10   29                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   28                                             
CONECT   10    9    5   14   32                                             
CONECT   11    9   12   15   33                                             
CONECT   12   11   13   17   27                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17   19   34                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   35                                                  
CONECT   22   21   23   26                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   22                                                            
CONECT   27   12                                                            
CONECT   28    9                                                            
CONECT   29    5                                                            
CONECT   30    4                                                            
CONECT   31    2                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   18                                                            
CONECT   35   21                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0002195
HETATM    1  C1  UNL     1       3.624  -2.159  -0.095  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.874  -0.865   0.037  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.530   0.225   0.731  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.769   0.829   0.225  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.015   0.052   0.044  1.00  0.00           C  
HETATM    6  O1  UNL     1       6.005  -0.983  -0.860  1.00  0.00           O  
HETATM    7  C6  UNL     1       7.172   0.968  -0.422  1.00  0.00           C  
HETATM    8  O2  UNL     1       6.904   1.407  -1.721  1.00  0.00           O  
HETATM    9  C7  UNL     1       7.320   2.117   0.493  1.00  0.00           C  
HETATM   10  O3  UNL     1       7.566   1.892   1.707  1.00  0.00           O  
HETATM   11  O4  UNL     1       7.186   3.411  -0.002  1.00  0.00           O  
HETATM   12  C8  UNL     1       1.481  -1.179   0.414  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.248  -1.915   1.693  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.249  -1.708   2.005  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.715  -1.036   0.776  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.008  -0.369   0.759  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.101  -1.313   1.187  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.453  -0.680   0.986  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.392   0.618   0.241  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.772   1.068  -0.109  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.488   0.199  -1.079  1.00  0.00           C  
HETATM   22  O5  UNL     1      -7.191  -0.828  -0.406  1.00  0.00           O  
HETATM   23  C18 UNL     1      -5.663  -0.335  -2.191  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.246  -0.654  -1.828  1.00  0.00           C  
HETATM   25  C20 UNL     1      -3.581   0.441  -1.027  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.620   1.696  -1.869  1.00  0.00           C  
HETATM   27  C22 UNL     1      -2.196   0.037  -0.716  1.00  0.00           C  
HETATM   28  C23 UNL     1      -1.176   1.145  -0.936  1.00  0.00           C  
HETATM   29  C24 UNL     1       0.216   0.664  -0.740  1.00  0.00           C  
HETATM   30  C25 UNL     1       0.476  -0.085   0.507  1.00  0.00           C  
HETATM   31  C26 UNL     1       0.559   0.772   1.739  1.00  0.00           C  
HETATM   32  H1  UNL     1       2.882  -3.015   0.156  1.00  0.00           H  
HETATM   33  H2  UNL     1       4.379  -2.286   0.678  1.00  0.00           H  
HETATM   34  H3  UNL     1       3.904  -2.436  -1.130  1.00  0.00           H  
HETATM   35  H4  UNL     1       2.783  -0.511  -1.063  1.00  0.00           H  
HETATM   36  H5  UNL     1       3.729   0.010   1.832  1.00  0.00           H  
HETATM   37  H6  UNL     1       2.770   1.102   0.717  1.00  0.00           H  
HETATM   38  H7  UNL     1       5.086   1.716   0.907  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.563   1.440  -0.736  1.00  0.00           H  
HETATM   40  H9  UNL     1       6.367  -0.324   1.064  1.00  0.00           H  
HETATM   41  H10 UNL     1       6.591  -1.708  -0.521  1.00  0.00           H  
HETATM   42  H11 UNL     1       8.081   0.342  -0.467  1.00  0.00           H  
HETATM   43  H12 UNL     1       7.214   0.706  -2.347  1.00  0.00           H  
HETATM   44  H13 UNL     1       7.874   3.864  -0.569  1.00  0.00           H  
HETATM   45  H14 UNL     1       1.091  -1.872  -0.398  1.00  0.00           H  
HETATM   46  H15 UNL     1       1.879  -1.581   2.537  1.00  0.00           H  
HETATM   47  H16 UNL     1       1.459  -2.994   1.561  1.00  0.00           H  
HETATM   48  H17 UNL     1      -0.714  -2.737   2.024  1.00  0.00           H  
HETATM   49  H18 UNL     1      -0.401  -1.190   2.948  1.00  0.00           H  
HETATM   50  H19 UNL     1      -0.673  -1.777  -0.063  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.132   0.554   1.325  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.020  -2.308   0.710  1.00  0.00           H  
HETATM   53  H22 UNL     1      -2.978  -1.471   2.279  1.00  0.00           H  
HETATM   54  H23 UNL     1      -5.087  -1.398   0.454  1.00  0.00           H  
HETATM   55  H24 UNL     1      -4.973  -0.468   1.963  1.00  0.00           H  
HETATM   56  H25 UNL     1      -3.933   1.410   0.878  1.00  0.00           H  
HETATM   57  H26 UNL     1      -6.369   1.061   0.849  1.00  0.00           H  
HETATM   58  H27 UNL     1      -5.808   2.136  -0.444  1.00  0.00           H  
HETATM   59  H28 UNL     1      -7.306   0.826  -1.545  1.00  0.00           H  
HETATM   60  H29 UNL     1      -7.327  -0.486   0.523  1.00  0.00           H  
HETATM   61  H30 UNL     1      -6.138  -1.288  -2.542  1.00  0.00           H  
HETATM   62  H31 UNL     1      -5.665   0.345  -3.064  1.00  0.00           H  
HETATM   63  H32 UNL     1      -3.672  -0.713  -2.798  1.00  0.00           H  
HETATM   64  H33 UNL     1      -4.115  -1.653  -1.363  1.00  0.00           H  
HETATM   65  H34 UNL     1      -4.666   1.946  -2.123  1.00  0.00           H  
HETATM   66  H35 UNL     1      -3.134   1.433  -2.852  1.00  0.00           H  
HETATM   67  H36 UNL     1      -3.095   2.543  -1.402  1.00  0.00           H  
HETATM   68  H37 UNL     1      -1.856  -0.811  -1.366  1.00  0.00           H  
HETATM   69  H38 UNL     1      -1.432   2.038  -0.330  1.00  0.00           H  
HETATM   70  H39 UNL     1      -1.278   1.463  -2.007  1.00  0.00           H  
HETATM   71  H40 UNL     1       0.554   0.092  -1.637  1.00  0.00           H  
HETATM   72  H41 UNL     1       0.881   1.578  -0.732  1.00  0.00           H  
HETATM   73  H42 UNL     1       1.312   0.373   2.444  1.00  0.00           H  
HETATM   74  H43 UNL     1       0.675   1.863   1.524  1.00  0.00           H  
HETATM   75  H44 UNL     1      -0.394   0.753   2.353  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   12   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6    7   40
CONECT    6   41
CONECT    7    8    9   42
CONECT    8   43
CONECT    9   10   10   11
CONECT   11   44
CONECT   12   13   30   45
CONECT   13   14   46   47
CONECT   14   15   48   49
CONECT   15   16   30   50
CONECT   16   17   27   51
CONECT   17   18   52   53
CONECT   18   19   54   55
CONECT   19   20   25   56
CONECT   20   21   57   58
CONECT   21   22   23   59
CONECT   22   60
CONECT   23   24   61   62
CONECT   24   25   63   64
CONECT   25   26   27
CONECT   26   65   66   67
CONECT   27   28   68
CONECT   28   29   69   70
CONECT   29   30   71   72
CONECT   30   31
CONECT   31   73   74   75
END

HMDB0002195
     RDKit          3D
Varanic acid
 75 78  0  0  0  0  0  0  0  0999 V2000
    3.6241   -2.1594   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -0.8651    0.0372 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5303    0.2249    0.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7693    0.8294    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0155    0.0521    0.0439 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0048   -0.9834   -0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1721    0.9678   -0.4224 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9037    1.4071   -1.7214 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3199    2.1174    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5655    1.8920    1.7066 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1855    3.4110   -0.0018 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811   -1.1786    0.4138 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2477   -1.9147    1.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2487   -1.7081    2.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -1.0362    0.7759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0081   -0.3688    0.7590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1010   -1.3134    1.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4533   -0.6801    0.9856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3918    0.6179    0.2415 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7717    1.0683   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4880    0.1995   -1.0789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1906   -0.8277   -0.4062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6627   -0.3353   -2.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2465   -0.6543   -1.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5805    0.4407   -1.0268 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6199    1.6961   -1.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963    0.0371   -0.7157 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1759    1.1451   -0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2162    0.6643   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4759   -0.0855    0.5070 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5589    0.7719    1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8822   -3.0151    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789   -2.2860    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035   -2.4355   -1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7834   -0.5109   -1.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7286    0.0100    1.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7704    1.1022    0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.7159    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5626    1.4398   -0.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3671   -0.3244    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5913   -1.7080   -0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0807    0.3424   -0.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2136    0.7058   -2.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8744    3.8643   -0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0908   -1.8721   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8788   -1.5809    2.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -2.9944    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7140   -2.7374    2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011   -1.1898    2.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -1.7771   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1325    0.5538    1.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201   -2.3078    0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9780   -1.4706    2.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874   -1.3978    0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9726   -0.4681    1.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9329    1.4102    0.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3692    1.0612    0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8084    2.1358   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3061    0.8255   -1.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3266   -0.4855    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379   -1.2878   -2.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6654    0.3450   -3.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718   -0.7130   -2.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148   -1.6531   -1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664    1.9456   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342    1.4334   -2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0946    2.5434   -1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565   -0.8115   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4319    2.0376   -0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2776    1.4628   -2.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536    0.0923   -1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808    1.5782   -0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3119    0.3730    2.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    1.8633    1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937    0.7531    2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  1
 30 12  1  0
 30 15  1  0
 27 16  1  0
 25 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  6
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  1
  6 41  1  0
  7 42  1  6
  8 43  1  0
 11 44  1  0
 12 45  1  6
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  6
 16 51  1  1
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  1
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  6
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Varanate	Generator
3a,7a,12a,24-Tetrahydroxy-5b-cholestan-26-Oate	HMDB
3a,7a,12a,24-Tetrahydroxy-5b-cholestan-26-Oic acid	HMDB
3a,7a,12a,24-Tetrahydroxy-5b-cholestanoate	HMDB
3a,7a,12a,24-Tetrahydroxy-5b-cholestanoic acid	HMDB
3alpha,7alpha,12alpha, 24-Tetrahydroxy-5beta-cholest-26-Oate	HMDB
3alpha,7alpha,12alpha, 24-Tetrahydroxy-5beta-cholest-26-Oic acid	HMDB
Baranate	HMDB
Baranic acid	HMDB
(2R,3R,6R)-2,3-Dihydroxy-6-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptanoate	Generator, HMDB

Chemical Formula

C₂₆H₄₄O₅

Average Molecular Weight

436.6246

Monoisotopic Molecular Weight

436.318874518

IUPAC Name

(2R,3R,6R)-2,3-dihydroxy-6-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptanoic acid

Traditional Name

varanic acid

CAS Registry Number

1061-64-9

SMILES

[H][C@@]12CC[C@H]([C@H](C)CC[C@@H](O)[C@@H](O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C26H44O5/c1-15(4-9-22(28)23(29)24(30)31)19-7-8-20-18-6-5-16-14-17(27)10-12-25(16,2)21(18)11-13-26(19,20)3/h15-23,27-29H,4-14H2,1-3H3,(H,30,31)/t15-,16-,17-,18+,19-,20+,21+,22-,23-,25+,26-/m1/s1

InChI Key

NRDKNLGDNLHWHG-IYELHLJQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Trihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
Cholestane-skeleton
25-hydroxysteroid
Trihydroxy bile acid, alcohol, or derivatives
24-hydroxysteroid
Steroid acid
3-hydroxysteroid
Hydroxysteroid
3-alpha-hydroxysteroid
Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Monosaccharide
Alpha-hydroxy acid
Fatty acid
Fatty acyl
Hydroxy acid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0081 g/L	ALOGPS
logP	3.41	ALOGPS
logP	3.97	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	119.74 m³·mol⁻¹	ChemAxon
Polarizability	51.21 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	240.413	30932474
DeepCCS	[M+Na]+	214.613	30932474
AllCCS	[M+H]+	211.5	32859911
AllCCS	[M+H-H2O]+	209.7	32859911
AllCCS	[M+NH4]+	213.2	32859911
AllCCS	[M+Na]+	213.6	32859911
AllCCS	[M-H]-	206.3	32859911
AllCCS	[M+Na-2H]-	208.3	32859911
AllCCS	[M+HCOO]-	210.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.76 minutes	32390414
Predicted by Siyang on May 30, 2022	16.4216 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.74 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	82.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2935.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	256.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	226.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	179.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	608.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	733.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	715.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	123.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1263.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	591.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1761.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	413.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	498.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	267.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	256.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	48.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Varanic acid	[H][C@@]12CC[C@H]([C@H](C)CC[C@@H](O)[C@@H](O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	3472.1	Standard polar	33892256
Varanic acid	[H][C@@]12CC[C@H]([C@H](C)CC[C@@H](O)[C@@H](O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	3670.1	Standard non polar	33892256
Varanic acid	[H][C@@]12CC[C@H]([C@H](C)CC[C@@H](O)[C@@H](O)C(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C	3790.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Varanic acid,1TMS,isomer #1	C[C@H](CC[C@@H](O[Si](C)(C)C)[C@@H](O)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3773.9	Semi standard non polar	33892256
Varanic acid,1TMS,isomer #2	C[C@H](CC[C@@H](O)[C@@H](O[Si](C)(C)C)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3789.1	Semi standard non polar	33892256
Varanic acid,1TMS,isomer #3	C[C@H](CC[C@@H](O)[C@@H](O)C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3652.4	Semi standard non polar	33892256
Varanic acid,1TMS,isomer #4	C[C@H](CC[C@@H](O)[C@@H](O)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3768.6	Semi standard non polar	33892256
Varanic acid,2TMS,isomer #1	C[C@H](CC[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3775.0	Semi standard non polar	33892256
Varanic acid,2TMS,isomer #2	C[C@H](CC[C@@H](O[Si](C)(C)C)[C@@H](O)C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3657.0	Semi standard non polar	33892256
Varanic acid,2TMS,isomer #3	C[C@H](CC[C@@H](O[Si](C)(C)C)[C@@H](O)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3761.1	Semi standard non polar	33892256
Varanic acid,2TMS,isomer #4	C[C@H](CC[C@@H](O)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3697.0	Semi standard non polar	33892256
Varanic acid,2TMS,isomer #5	C[C@H](CC[C@@H](O)[C@@H](O[Si](C)(C)C)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3770.1	Semi standard non polar	33892256
Varanic acid,2TMS,isomer #6	C[C@H](CC[C@@H](O)[C@@H](O)C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3659.8	Semi standard non polar	33892256
Varanic acid,3TMS,isomer #1	C[C@H](CC[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3723.4	Semi standard non polar	33892256
Varanic acid,3TMS,isomer #2	C[C@H](CC[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3753.0	Semi standard non polar	33892256
Varanic acid,3TMS,isomer #3	C[C@H](CC[C@@H](O[Si](C)(C)C)[C@@H](O)C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3660.6	Semi standard non polar	33892256
Varanic acid,3TMS,isomer #4	C[C@H](CC[C@@H](O)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3694.7	Semi standard non polar	33892256
Varanic acid,4TMS,isomer #1	C[C@H](CC[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3675.2	Semi standard non polar	33892256
Varanic acid,1TBDMS,isomer #1	C[C@H](CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4016.4	Semi standard non polar	33892256
Varanic acid,1TBDMS,isomer #2	C[C@H](CC[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4027.3	Semi standard non polar	33892256
Varanic acid,1TBDMS,isomer #3	C[C@H](CC[C@@H](O)[C@@H](O)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	3920.7	Semi standard non polar	33892256
Varanic acid,1TBDMS,isomer #4	C[C@H](CC[C@@H](O)[C@@H](O)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	3994.7	Semi standard non polar	33892256
Varanic acid,2TBDMS,isomer #1	C[C@H](CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4233.2	Semi standard non polar	33892256
Varanic acid,2TBDMS,isomer #2	C[C@H](CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4140.7	Semi standard non polar	33892256
Varanic acid,2TBDMS,isomer #3	C[C@H](CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4187.9	Semi standard non polar	33892256
Varanic acid,2TBDMS,isomer #4	C[C@H](CC[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4159.9	Semi standard non polar	33892256
Varanic acid,2TBDMS,isomer #5	C[C@H](CC[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4215.0	Semi standard non polar	33892256
Varanic acid,2TBDMS,isomer #6	C[C@H](CC[C@@H](O)[C@@H](O)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4112.7	Semi standard non polar	33892256
Varanic acid,3TBDMS,isomer #1	C[C@H](CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C	4405.7	Semi standard non polar	33892256
Varanic acid,3TBDMS,isomer #2	C[C@H](CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4411.8	Semi standard non polar	33892256
Varanic acid,3TBDMS,isomer #3	C[C@H](CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4349.4	Semi standard non polar	33892256
Varanic acid,3TBDMS,isomer #4	C[C@H](CC[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4366.4	Semi standard non polar	33892256
Varanic acid,4TBDMS,isomer #1	C[C@H](CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C	4568.2	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0(0-0) uM	Infant (0-1 year old)	Both	Normal	27163928	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0(0-0.1) uM	Infant (0-1 year old)	Both	Severe acute malnutrition	27163928	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022897

KNApSAcK ID

Not Available

Chemspider ID

17216172

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6538

PubChem Compound

22833587

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Synthesis of diastereomers of 3 alpha,7 alpha,12 alpha, 24-tetrahydroxy- and 3 alpha,7 alpha,24-trihydroxy-5 beta-cholestan- 26-oic acids and their structures. Kurosawa T, Sato M, Nakano H, Tohma M. Steroids. 1996 Jul;61(7):421-8.

Material Safety Data Sheet (MSDS)

Not Available

General References

Casteels M, Schepers L, Parmentier G, Eyssen HJ, Mannaerts GP: Activation and peroxisomal beta-oxidation of fatty acids and bile acid intermediates in liver from Bombina orientalis and from the rat. Comp Biochem Physiol B. 1989;92(1):129-32. [PubMed:2706931 ]
Vreken P, van Rooij A, Denis S, van Grunsven EG, Cuebas DA, Wanders RJ: Sensitive analysis of serum 3alpha, 7alpha, 12alpha,24-tetrahydroxy- 5beta-cholestan-26-oic acid diastereomers using gas chromatography-mass spectrometry and its application in peroxisomal D-bifunctional protein deficiency. J Lipid Res. 1998 Dec;39(12):2452-8. [PubMed:9831634 ]
Clayton PT, Patel E, Lawson AM, Carruthers RA, Collins J: Bile acid profiles in peroxisomal 3-oxoacyl-coenzyme A thiolase deficiency. J Clin Invest. 1990 Apr;85(4):1267-73. [PubMed:2318981 ]

Enzymes

Enzyme Details

1. Gastrotropin

General function:: Involved in binding
Specific function:: Ileal protein which stimulates gastric acid and pepsinogen secretion. Seems to be able to bind to bile salts and bilirubins. Isoform 2 is essential for the survival of colon cancer cells to bile acid-induced apoptosis
Gene Name:: FABP6
Uniprot ID:: P51161
Molecular weight:: 14371.2

References

Kurz M, Brachvogel V, Matter H, Stengelin S, Thuring H, Kramer W: Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. Proteins. 2003 Feb 1;50(2):312-28. [PubMed:12486725 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B3

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotrexate and sulfobromophthalein (BSP)
Gene Name:: SLCO1B3
Uniprot ID:: Q9NPD5
Molecular weight:: 77402.2

Enzyme Details

2. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

References

Michalski C, Cui Y, Nies AT, Nuessler AK, Neuhaus P, Zanger UM, Klein K, Eichelbaum M, Keppler D, Konig J: A naturally occurring mutation in the SLC21A6 gene causing impaired membrane localization of the hepatocyte uptake transporter. J Biol Chem. 2002 Nov 8;277(45):43058-63. Epub 2002 Aug 23. [PubMed:12196548 ]

Enzyme Details

3. Canalicular multispecific organic anion transporter 2

General function:: Involved in ATP binding
Specific function:: May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:: ABCC3
Uniprot ID:: O15438
Molecular weight:: 169341.1

Enzyme Details

4. Bile salt export pump

General function:: Involved in ATP binding
Specific function:: Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes
Gene Name:: ABCB11
Uniprot ID:: O95342
Molecular weight:: 146405.8

Enzyme Details

5. Ileal sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: Plays a critical role in the sodium-dependent reabsorption of bile acids from the lumen of the small intestine. Plays a key role in cholesterol metabolism
Gene Name:: SLC10A2
Uniprot ID:: Q12908
Molecular weight:: 37697.4

References

Kramer W, Girbig F, Glombik H, Corsiero D, Stengelin S, Weyland C: Identification of a ligand-binding site in the Na+/bile acid cotransporting protein from rabbit ileum. J Biol Chem. 2001 Sep 21;276(38):36020-7. Epub 2001 Jul 10. [PubMed:11447228 ]

Enzyme Details

6. Sodium/bile acid cotransporter

General function:: Involved in bile acid:sodium symporter activity
Specific function:: The hepatic sodium/bile acid uptake system exhibits broad substrate specificity and transports various non-bile acid organic compounds as well. It is strictly dependent on the extracellular presence of sodium.
Gene Name:: SLC10A1
Uniprot ID:: Q14973
Molecular weight:: 38118.64

Enzyme Details

7. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

Enzyme Details

8. Solute carrier organic anion transporter family member 4A1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as the thyroid hormones T3 (triiodo-L-thyronine), T4 (thyroxine) and rT3, and of estrone-3-sulfate and taurocholate
Gene Name:: SLCO4A1
Uniprot ID:: Q96BD0
Molecular weight:: 77192.5

Showing metabocard for Varanic acid (HMDB0002195)

MOL for HMDB0002195 (Varanic acid)

3D MOL for HMDB0002195 (Varanic acid)

3D SDF for HMDB0002195 (Varanic acid)

3D-SDF for HMDB0002195 (Varanic acid)

PDB for HMDB0002195 (Varanic acid)

3D PDB for HMDB0002195 (Varanic acid)

SMILES for HMDB0002195 (Varanic acid)

INCHI for HMDB0002195 (Varanic acid)

Structure for HMDB0002195 (Varanic acid)

3D Structure for HMDB0002195 (Varanic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes

References

Transporters

References

References