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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4)transporters (8) Show 12 proteins XML

enzymes (4)transporters (8) Show 12 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:08 UTC

HMDB ID

HMDB0001181

Secondary Accession Numbers

HMDB01181

Metabolite Identification

Common Name

4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol

Description

4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol, also known as 4a-methylzymosterol-4-carboxylate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

23724596
  Mrv1652301181921162D          

 32 35  0  0  1  0            999 V2000
    2.0919   -2.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5888   -3.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3485   -2.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5414    0.4353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5414   -0.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3617   -0.8078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3220    0.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550   -1.6671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8269   -0.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124   -0.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8269    0.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220   -0.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8035    0.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -2.1207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0992   -2.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8402   -1.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5969   -0.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5783    1.4709    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5414    1.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8081   -1.6731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8149   -0.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3680    0.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9985   -2.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3856    1.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1735   -2.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0274    2.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6419    2.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4492    2.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7055    3.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5127    3.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1545    3.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 21  1  1  1  0  0  0
  2 26  1  0  0  0  0
  3 26  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4 11  1  0  0  0  0
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  6 23  1  1  0  0  0
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  7 19  1  0  0  0  0
  8 15  1  0  0  0  0
  8 16  1  1  0  0  0
  9 10  2  0  0  0  0
  9 17  1  0  0  0  0
 10 14  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 15 21  1  0  0  0  0
 15 24  1  1  0  0  0
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 18 22  1  0  0  0  0
 19 25  1  0  0  0  0
 19 27  1  6  0  0  0
 21 22  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END

HMDB0001181
     RDKit          3D
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol
 78 81  0  0  0  0  0  0  0  0999 V2000
    8.4229    0.3292   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

23724596
  Mrv1652301181921162D          

 32 35  0  0  1  0            999 V2000
    2.0919   -2.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5888   -3.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001181

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@@H]1CC3)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H46O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h8,19,21-22,24-25,30H,7,9-17H2,1-6H3,(H,31,32)/t19-,21?,22?,24-,25+,27-,28-,29+/m1/s1

> <INCHI_KEY>
MYWAIWDQTCHPTH-YCIQJMEESA-N

> <FORMULA>
C29H46O3

> <MOLECULAR_WEIGHT>
442.6737

> <EXACT_MASS>
442.344695338

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
53.65357575633656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S,6S,7R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-6-carboxylic acid

> <ALOGPS_LOGP>
6.64

> <JCHEM_LOGP>
6.598317999999999

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.716008813949259

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.590055980466473

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0380298101870595

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
131.7868

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,6S,7R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001181
     RDKit          3D
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol
 78 81  0  0  0  0  0  0  0  0999 V2000
    8.4229    0.3292   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3072   -0.4859   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6004   -1.7389    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0477   -0.0953   -0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9371   -0.8867    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -0.3197    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272    0.9305    0.8208 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2640    2.0714    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    0.8132   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609    2.1792   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2605    1.8239   -1.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1118    0.3469   -0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.1602   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163    0.0422    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0533    0.6571    1.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    0.4010    1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332    0.0038    0.2055 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2200   -1.4897    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2393   -0.3618    0.5849 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2124   -1.7974    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9375    0.4919    1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0285    1.3610    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0874    0.5375    0.3642 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8549   -0.1969    1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4310   -0.3561   -0.6627 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8925   -1.7564   -0.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730    0.0417   -1.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5993   -0.7529   -2.7370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7506    1.3597   -2.3842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9478   -0.1883   -0.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3657   -1.0437   -1.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8892   -0.8635   -1.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3649    1.3867   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2945    0.3663   -1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3981   -0.1348   -0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2576   -2.5877   -0.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1209   -1.7457    1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6764   -1.8776    0.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8898    0.8122   -1.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3710   -1.8640    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2907   -1.2335   -0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823   -0.1985    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3576   -1.1370    1.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599    1.2042    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2587    1.8183    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9668    2.9938    1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2847    2.3784   -0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845    0.4787   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    2.8125   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3150    2.6734    0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3848    2.1580   -2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016    2.4058   -0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6314   -0.1080   -1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241    1.7747    1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4630    0.3174    2.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -0.4253    2.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8904    1.2924    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874   -1.9163   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949   -1.9664    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0435   -1.8095   -0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4982   -2.5233    0.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8350   -1.8936    1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -2.1064    1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741    1.1726    2.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4252   -0.1576    2.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6538    2.1142    0.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4789    1.9098    1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8169    1.2584   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4516   -0.2537    2.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0023   -1.7656   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8222   -2.0559    0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4724   -2.5125   -1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4084    2.0640   -2.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7664    0.8817   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701   -2.1161   -1.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8254   -0.6971   -2.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6164   -0.2576   -2.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504   -1.8267   -2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  6
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 17  9  1  0
 30 19  1  0
 17 12  1  0
 32 13  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  1
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  6
 24 69  1  0
 26 70  1  0
 26 71  1  0
 26 72  1  0
 29 73  1  0
 30 74  1  6
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
M  END

HEADER    PROTEIN                                 18-JAN-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 23724596                                          
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-JAN-19         0                                  
HETATM    1  O   UNK     0       3.905  -3.888   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.699  -6.626   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.384  -5.301   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      12.211   0.813   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.211  -0.727   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.142  -1.508   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.668   1.282   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.129  -3.112   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.877  -1.497   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.543  -0.727   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.877   1.582   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.668  -1.197   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.567   0.043   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.543   0.813   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.689  -3.959   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.519  -3.914   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.902  -3.101   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.714  -0.639   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.146   2.746   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.211   2.352   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.242  -3.123   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.254  -1.452   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.154   0.032   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.464  -5.289   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.653   3.063   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.924  -5.295   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.118   3.892   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.132   4.527   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.639   4.845   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.117   6.309   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      19.624   6.626   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.088   7.455   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   26                                                            
CONECT    3   26                                                            
CONECT    4    5    7   11   20                                             
CONECT    5    4    9   12                                                  
CONECT    6    8   10   18   23                                             
CONECT    7    4   13   19                                                  
CONECT    8    6   15   16                                                  
CONECT    9    5   10   17                                                  
CONECT   10    6    9   14                                                  
CONECT   11    4   14                                                       
CONECT   12    5   13                                                       
CONECT   13    7   12                                                       
CONECT   14   10   11                                                       
CONECT   15    8   21   24   26                                             
CONECT   16    8   17                                                       
CONECT   17    9   16                                                       
CONECT   18    6   22                                                       
CONECT   19    7   25   27                                                  
CONECT   20    4                                                            
CONECT   21    1   15   22                                                  
CONECT   22   18   21                                                       
CONECT   23    6                                                            
CONECT   24   15                                                            
CONECT   25   19   28                                                       
CONECT   26    2    3   15                                                  
CONECT   27   19                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0001181
HETATM    1  C1  UNL     1       8.423   0.329  -0.842  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.307  -0.486  -0.309  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.600  -1.739   0.433  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.048  -0.095  -0.495  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.937  -0.887   0.024  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.083  -0.320   1.084  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.327   0.931   0.821  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.264   2.071   0.514  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.232   0.813  -0.199  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.561   2.179  -0.403  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.261   1.824  -1.088  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.112   0.347  -0.981  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.249  -0.160  -0.793  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.816   0.042   0.389  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.053   0.657   1.486  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.408   0.401   1.504  1.00  0.00           C  
HETATM   17  C17 UNL     1       1.033   0.004   0.205  1.00  0.00           C  
HETATM   18  C18 UNL     1       1.220  -1.490   0.163  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.239  -0.362   0.585  1.00  0.00           C  
HETATM   20  C20 UNL     1      -3.212  -1.797   1.058  1.00  0.00           C  
HETATM   21  C21 UNL     1      -3.937   0.492   1.619  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.029   1.361   1.016  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.087   0.537   0.364  1.00  0.00           C  
HETATM   24  O1  UNL     1      -6.855  -0.197   1.282  1.00  0.00           O  
HETATM   25  C24 UNL     1      -5.431  -0.356  -0.663  1.00  0.00           C  
HETATM   26  C25 UNL     1      -5.893  -1.756  -0.404  1.00  0.00           C  
HETATM   27  C26 UNL     1      -5.973   0.042  -1.993  1.00  0.00           C  
HETATM   28  O2  UNL     1      -6.599  -0.753  -2.737  1.00  0.00           O  
HETATM   29  O3  UNL     1      -5.751   1.360  -2.384  1.00  0.00           O  
HETATM   30  C27 UNL     1      -3.948  -0.188  -0.720  1.00  0.00           C  
HETATM   31  C28 UNL     1      -3.366  -1.044  -1.794  1.00  0.00           C  
HETATM   32  C29 UNL     1      -1.889  -0.863  -1.935  1.00  0.00           C  
HETATM   33  H1  UNL     1       8.365   1.387  -0.516  1.00  0.00           H  
HETATM   34  H2  UNL     1       8.295   0.366  -1.963  1.00  0.00           H  
HETATM   35  H3  UNL     1       9.398  -0.135  -0.664  1.00  0.00           H  
HETATM   36  H4  UNL     1       7.258  -2.588  -0.190  1.00  0.00           H  
HETATM   37  H5  UNL     1       7.121  -1.746   1.446  1.00  0.00           H  
HETATM   38  H6  UNL     1       8.676  -1.878   0.611  1.00  0.00           H  
HETATM   39  H7  UNL     1       5.890   0.812  -1.065  1.00  0.00           H  
HETATM   40  H8  UNL     1       5.371  -1.864   0.407  1.00  0.00           H  
HETATM   41  H9  UNL     1       4.291  -1.233  -0.827  1.00  0.00           H  
HETATM   42  H10 UNL     1       4.682  -0.198   2.047  1.00  0.00           H  
HETATM   43  H11 UNL     1       3.358  -1.137   1.385  1.00  0.00           H  
HETATM   44  H12 UNL     1       2.860   1.204   1.820  1.00  0.00           H  
HETATM   45  H13 UNL     1       5.259   1.818   0.923  1.00  0.00           H  
HETATM   46  H14 UNL     1       3.967   2.994   1.097  1.00  0.00           H  
HETATM   47  H15 UNL     1       4.285   2.378  -0.534  1.00  0.00           H  
HETATM   48  H16 UNL     1       2.584   0.479  -1.170  1.00  0.00           H  
HETATM   49  H17 UNL     1       2.220   2.813  -1.021  1.00  0.00           H  
HETATM   50  H18 UNL     1       1.315   2.673   0.548  1.00  0.00           H  
HETATM   51  H19 UNL     1       0.385   2.158  -2.160  1.00  0.00           H  
HETATM   52  H20 UNL     1      -0.602   2.406  -0.707  1.00  0.00           H  
HETATM   53  H21 UNL     1       0.631  -0.108  -1.867  1.00  0.00           H  
HETATM   54  H22 UNL     1      -1.224   1.775   1.527  1.00  0.00           H  
HETATM   55  H23 UNL     1      -1.463   0.317   2.485  1.00  0.00           H  
HETATM   56  H24 UNL     1       0.625  -0.425   2.251  1.00  0.00           H  
HETATM   57  H25 UNL     1       0.890   1.292   1.970  1.00  0.00           H  
HETATM   58  H26 UNL     1       0.287  -1.916  -0.319  1.00  0.00           H  
HETATM   59  H27 UNL     1       1.195  -1.966   1.182  1.00  0.00           H  
HETATM   60  H28 UNL     1       2.044  -1.809  -0.467  1.00  0.00           H  
HETATM   61  H29 UNL     1      -3.498  -2.523   0.293  1.00  0.00           H  
HETATM   62  H30 UNL     1      -3.835  -1.894   1.994  1.00  0.00           H  
HETATM   63  H31 UNL     1      -2.182  -2.106   1.401  1.00  0.00           H  
HETATM   64  H32 UNL     1      -3.274   1.173   2.163  1.00  0.00           H  
HETATM   65  H33 UNL     1      -4.425  -0.158   2.378  1.00  0.00           H  
HETATM   66  H34 UNL     1      -4.654   2.114   0.323  1.00  0.00           H  
HETATM   67  H35 UNL     1      -5.479   1.910   1.877  1.00  0.00           H  
HETATM   68  H36 UNL     1      -6.817   1.258  -0.102  1.00  0.00           H  
HETATM   69  H37 UNL     1      -6.452  -0.254   2.166  1.00  0.00           H  
HETATM   70  H38 UNL     1      -7.002  -1.766  -0.624  1.00  0.00           H  
HETATM   71  H39 UNL     1      -5.822  -2.056   0.660  1.00  0.00           H  
HETATM   72  H40 UNL     1      -5.472  -2.512  -1.098  1.00  0.00           H  
HETATM   73  H41 UNL     1      -6.408   2.064  -2.125  1.00  0.00           H  
HETATM   74  H42 UNL     1      -3.766   0.882  -1.035  1.00  0.00           H  
HETATM   75  H43 UNL     1      -3.570  -2.116  -1.703  1.00  0.00           H  
HETATM   76  H44 UNL     1      -3.825  -0.697  -2.767  1.00  0.00           H  
HETATM   77  H45 UNL     1      -1.616  -0.258  -2.849  1.00  0.00           H  
HETATM   78  H46 UNL     1      -1.350  -1.827  -2.072  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4    4
CONECT    3   36   37   38
CONECT    4    5   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8    9   44
CONECT    8   45   46   47
CONECT    9   10   17   48
CONECT   10   11   49   50
CONECT   11   12   51   52
CONECT   12   13   17   53
CONECT   13   14   14   32
CONECT   14   15   19
CONECT   15   16   54   55
CONECT   16   17   56   57
CONECT   17   18
CONECT   18   58   59   60
CONECT   19   20   21   30
CONECT   20   61   62   63
CONECT   21   22   64   65
CONECT   22   23   66   67
CONECT   23   24   25   68
CONECT   24   69
CONECT   25   26   27   30
CONECT   26   70   71   72
CONECT   27   28   28   29
CONECT   29   73
CONECT   30   31   74
CONECT   31   32   75   76
CONECT   32   77   78
END

HMDB0001181
     RDKit          3D
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol
 78 81  0  0  0  0  0  0  0  0999 V2000
    8.4229    0.3292   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3072   -0.4859   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6004   -1.7389    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0477   -0.0953   -0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9371   -0.8867    0.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -0.3197    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3272    0.9305    0.8208 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2640    2.0714    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    0.8132   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609    2.1792   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2605    1.8239   -1.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1118    0.3469   -0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.1602   -0.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163    0.0422    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0533    0.6571    1.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    0.4010    1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332    0.0038    0.2055 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2200   -1.4897    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2393   -0.3618    0.5849 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2124   -1.7974    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9375    0.4919    1.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0285    1.3610    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0874    0.5375    0.3642 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8549   -0.1969    1.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4310   -0.3561   -0.6627 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8925   -1.7564   -0.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730    0.0417   -1.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5993   -0.7529   -2.7370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7506    1.3597   -2.3842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9478   -0.1883   -0.7196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3657   -1.0437   -1.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8892   -0.8635   -1.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3649    1.3867   -0.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2945    0.3663   -1.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3981   -0.1348   -0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2576   -2.5877   -0.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1209   -1.7457    1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6764   -1.8776    0.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8898    0.8122   -1.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3710   -1.8640    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2907   -1.2335   -0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823   -0.1985    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3576   -1.1370    1.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599    1.2042    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2587    1.8183    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9668    2.9938    1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2847    2.3784   -0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845    0.4787   -1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197    2.8125   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3150    2.6734    0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3848    2.1580   -2.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016    2.4058   -0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6314   -0.1080   -1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241    1.7747    1.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4630    0.3174    2.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -0.4253    2.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8904    1.2924    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874   -1.9163   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949   -1.9664    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0435   -1.8095   -0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4982   -2.5233    0.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8350   -1.8936    1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -2.1064    1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2741    1.1726    2.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4252   -0.1576    2.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6538    2.1142    0.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4789    1.9098    1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8169    1.2584   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4516   -0.2537    2.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0023   -1.7656   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8222   -2.0559    0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4724   -2.5125   -1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4084    2.0640   -2.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7664    0.8817   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701   -2.1161   -1.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8254   -0.6971   -2.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6164   -0.2576   -2.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3504   -1.8267   -2.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 14 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  6
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 17  9  1  0
 30 19  1  0
 17 12  1  0
 32 13  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  1
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  0
 16 57  1  0
 18 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  6
 24 69  1  0
 26 70  1  0
 26 71  1  0
 26 72  1  0
 29 73  1  0
 30 74  1  6
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4alpha-Carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol	Kegg
4Α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol	Generator
4a-Methylzymosterol-4-carboxylate	HMDB
4a-Methylzymosterol-4-carboxylic acid	HMDB
4alpha-Methylzymosterol-4-carboxylic acid	HMDB
4Α-methylzymosterol-4-carboxylate	HMDB
4Α-methylzymosterol-4-carboxylic acid	HMDB
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol	Generator

Chemical Formula

C₂₉H₄₆O₃

Average Molecular Weight

442.6737

Monoisotopic Molecular Weight

442.344695338

IUPAC Name

(2S,5S,6S,7R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-6-carboxylic acid

Traditional Name

(2S,5S,6S,7R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-ene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@@H]1CC3)C(O)=O

InChI Identifier

InChI=1S/C29H46O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h8,19,21-22,24-25,30H,7,9-17H2,1-6H3,(H,31,32)/t19-,21?,22?,24-,25+,27-,28-,29+/m1/s1

InChI Key

MYWAIWDQTCHPTH-YCIQJMEESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cholesterol-skeleton
Cholestane-skeleton
4-carboxy steroid
Steroid acid
3-hydroxysteroid
3-beta-hydroxysteroid
Hydroxysteroid
15-hydroxysteroid
Steroid
Beta-hydroxy acid
Hydroxy acid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001181)

Source

Endogenous

Endogenous (HMDB: HMDB0001181)

Animal

Animal (HMDB: HMDB0001181)

Exogenous

Food

Food (HMDB: HMDB0001181)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0001181)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0001181)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0001181)
Bloch Pathway (Cholesterol Biosynthesis) (PathBank: SMP0121057)

Lipid metabolism pathway (HMDB: HMDB0001181)

Cellular process

Cell signaling (HMDB: HMDB0001181)

Biochemical process

Lipid transport (HMDB: HMDB0001181)

Role

Biological role

Energy source (HMDB: HMDB0001181)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001181)

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	0.0022 g/L	ALOGPS
logP	6.64	ALOGPS
logP	6.6	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.59	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	131.79 m³·mol⁻¹	ChemAxon
Polarizability	53.65 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	206.954	31661259
DarkChem	[M-H]-	202.486	31661259
AllCCS	[M+H]+	213.054	32859911
AllCCS	[M-H]-	213.489	32859911
DeepCCS	[M-2H]-	240.01	30932474
DeepCCS	[M+Na]+	215.712	30932474
AllCCS	[M+H]+	213.1	32859911
AllCCS	[M+H-H2O]+	211.2	32859911
AllCCS	[M+NH4]+	214.8	32859911
AllCCS	[M+Na]+	215.2	32859911
AllCCS	[M-H]-	213.5	32859911
AllCCS	[M+Na-2H]-	215.6	32859911
AllCCS	[M+HCOO]-	218.1	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	9.9 minutes	32390414
Predicted by Siyang on May 30, 2022	23.0443 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.49 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	48.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3534.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	536.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	281.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	215.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	551.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	913.5 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	1013.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1784.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	680.2 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	1786.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	636.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	581.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	241.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	556.9 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	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol	C[C@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@@H]1CC3)C(O)=O	3313.0	Standard polar	33892256
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol	C[C@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@@H]1CC3)C(O)=O	3360.0	Standard non polar	33892256
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol	C[C@H](CCC=C(C)C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@](C)([C@@H]1CC3)C(O)=O	3553.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol,1TMS,isomer #1	CC(C)=CCC[C@@H](C)C1CCC2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@](C)(C(=O)O)[C@@H]1CC3	3559.8	Semi standard non polar	33892256
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol,1TMS,isomer #2	CC(C)=CCC[C@@H](C)C1CCC2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O)[C@@](C)(C(=O)O[Si](C)(C)C)[C@@H]1CC3	3501.8	Semi standard non polar	33892256
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol,2TMS,isomer #1	CC(C)=CCC[C@@H](C)C1CCC2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)[C@@](C)(C(=O)O[Si](C)(C)C)[C@@H]1CC3	3507.0	Semi standard non polar	33892256
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)C1CCC2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O)[C@@H]1CC3	3788.0	Semi standard non polar	33892256
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol,1TBDMS,isomer #2	CC(C)=CCC[C@@H](C)C1CCC2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O)[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)[C@@H]1CC3	3755.3	Semi standard non polar	33892256
4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol,2TBDMS,isomer #1	CC(C)=CCC[C@@H](C)C1CCC2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)[C@@H]1CC3	3991.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-1009500000-fd4813acad9d82910023	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol GC-MS (2 TMS) - 70eV, Positive	splash10-00di-3001290000-49cf623a8c01d727af89	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 10V, Positive-QTOF	splash10-004i-0003900000-ede2074ebef5c7b4f5ef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 20V, Positive-QTOF	splash10-056r-3009600000-668782b6420b243b39ab	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 40V, Positive-QTOF	splash10-0ar9-4129200000-aa72815365e75b94ccbc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 10V, Negative-QTOF	splash10-0006-0003900000-8cabb8e5bbac4a6dfdf5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 20V, Negative-QTOF	splash10-002e-0009500000-4c342723259093956de9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 40V, Negative-QTOF	splash10-0059-1009200000-1be86c464989109fde9d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 10V, Negative-QTOF	splash10-0006-0000900000-a071385ec6b10bec9802	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 20V, Negative-QTOF	splash10-0006-0005900000-7395cb3ac36e70ff026a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 40V, Negative-QTOF	splash10-00ku-3004900000-d631319845841e3d35f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 10V, Positive-QTOF	splash10-0006-0005900000-201f4ae9e2e8593bb420	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 20V, Positive-QTOF	splash10-0gwo-4249500000-9b29d5f0aa9ef228b757	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol 40V, Positive-QTOF	splash10-0a4l-9778000000-4438f729f0f6c14e77d9	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

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

FDB022471

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C15808

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6062

PubChem Compound

23724596

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

4MZYM_INT1

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Methylsterol monooxygenase 1

General function:: Involved in iron ion binding
Specific function:: Not Available
Gene Name:: MSMO1
Uniprot ID:: Q15800
Molecular weight:: 19470.325

Reactions

4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADPH + Hydrogen Ion + Oxygen → 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol + NADP + Water	details

Enzyme Details

2. Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: Not Available
Gene Name:: NSDHL
Uniprot ID:: Q15738
Molecular weight:: 41899.99

Reactions

4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol + NADP → 3-Keto-4-methylzymosterol + NADPH + Hydrogen Ion + Carbon dioxide	details

Enzyme Details

3. 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 ]

Enzyme Details

4. Uncharacterized protein C5orf4

General function:: Not Available
Specific function:: Not Available
Gene Name:: C5orf4
Uniprot ID:: Q96IV6
Molecular weight:: Not Available

Reactions

4,4-Dimethyl-5a-cholesta-8,24-dien-3-b-ol + NADPH + Hydrogen Ion + Oxygen → 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol + NADP + Water	details

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

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

Showing metabocard for 4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol (HMDB0001181)

MOL for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

3D MOL for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

3D SDF for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

3D-SDF for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

PDB for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

3D PDB for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

SMILES for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

INCHI for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

Structure for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

3D Structure for HMDB0001181 (4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

References

Reactions

Transporters

References

References