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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:33:48 UTC

Update Date

2022-03-07 02:52:22 UTC

HMDB ID

HMDB0029959

Secondary Accession Numbers

HMDB29959

Metabolite Identification

Common Name

Asiminenin A

Description

Asiminenin A belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a small amount of articles have been published on Asiminenin A.

Structure

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


  Mrv0541 05061304562D          

 43 44  0  0  0  0            999 V2000
  -13.3329   13.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2597    9.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9973   12.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1768   12.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6919   13.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8714   13.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3865   13.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5660   13.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0811   14.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2606   14.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9250   13.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1322    9.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8466    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4100   12.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968    9.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    9.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0744   12.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6228    9.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8871    9.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4190    9.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4392    9.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1335    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0979   11.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2197   10.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045   10.3798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6130   11.9680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1547    8.3173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066   10.9274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0267   10.5469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9554   10.3753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
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 42 37  1  0  0  0  0
 43 35  1  0  0  0  0
 43 36  1  0  0  0  0
M  END

HMDB0029959
     RDKit          3D
Asiminenin A
109110  0  0  0  0  0  0  0  0999 V2000
   14.2070    1.2525   -1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1203    0.1029   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8796   -0.6952   -0.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6243    0.1341   -0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5445    0.7015    0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3258    1.5352    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0360    0.7605    0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9610   -0.3964    1.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7156   -1.2153    1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4665   -0.3811    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430   -1.1772    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632   -0.9703    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2224    0.1274   -0.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620    1.0510   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
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 18 74  1  0
 18 75  1  0
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 20 78  1  0
 21 79  1  0
 22 80  1  0
 23 81  1  0
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 24 83  1  0
 24 84  1  0
 25 85  1  0
 25 86  1  0
 26 87  1  0
 26 88  1  0
 27 89  1  0
 27 90  1  0
 28 91  1  0
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 29 93  1  0
 29 94  1  0
 30 95  1  0
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 31 97  1  0
 31 98  1  0
 32 99  1  0
 32100  1  0
 33101  1  0
 34102  1  0
 35103  1  0
 35104  1  0
 37105  1  0
 38106  1  0
 39107  1  0
 39108  1  0
 39109  1  0
M  END


  Mrv0541 05061304562D          

 43 44  0  0  0  0            999 V2000
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    7.2597    9.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.6919   13.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8714   13.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3865   13.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5660   13.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0811   14.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2606   14.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9250   13.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1322    9.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8466    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4100   12.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968    9.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    9.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0744   12.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0112    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2756    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2539   12.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4190    9.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7045    9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7045   10.3798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6066   10.9274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0267   10.5469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9554   10.3753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  2  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 27 26  1  0  0  0  0
 30  2  1  0  0  0  0
 30 28  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 32 23  1  0  0  0  0
 32 29  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  1  0  0  0  0
 35 26  1  0  0  0  0
 35 33  1  0  0  0  0
 36 27  1  0  0  0  0
 36 34  1  0  0  0  0
 37 31  1  0  0  0  0
 38 32  1  0  0  0  0
 39 33  1  0  0  0  0
 40 34  1  0  0  0  0
 41 37  2  0  0  0  0
 42 30  1  0  0  0  0
 42 37  1  0  0  0  0
 43 35  1  0  0  0  0
 43 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029959

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCC\C=C/CCC(O)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C37H66O6/c1-3-4-5-6-7-8-9-10-11-15-18-21-24-33(39)35-26-27-36(43-35)34(40)25-22-19-16-13-12-14-17-20-23-32(38)29-31-28-30(2)42-37(31)41/h15,18,28,30,32-36,38-40H,3-14,16-17,19-27,29H2,1-2H3/b18-15-

> <INCHI_KEY>
OZWNHDYKRQUFSF-SDXDJHTJSA-N

> <FORMULA>
C37H66O6

> <MOLECULAR_WEIGHT>
606.9163

> <EXACT_MASS>
606.485939844

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
76.38848972473103

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2,13-dihydroxy-13-{5-[(4Z)-1-hydroxypentadec-4-en-1-yl]oxolan-2-yl}tridecyl)-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
8.35

> <JCHEM_LOGP>
9.62018883833333

> <ALOGPS_LOGS>
-6.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.376091731122344

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.846994813768447

> <JCHEM_PKA_STRONGEST_BASIC>
-2.722022871174217

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
177.9923

> <JCHEM_ROTATABLE_BOND_COUNT>
27

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.74e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,13-dihydroxy-13-{5-[(4Z)-1-hydroxypentadec-4-en-1-yl]oxolan-2-yl}tridecyl)-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029959
     RDKit          3D
Asiminenin A
109110  0  0  0  0  0  0  0  0999 V2000
   14.2070    1.2525   -1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1203    0.1029   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8796   -0.6952   -0.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6243    0.1341   -0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5445    0.7015    0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3258    1.5352    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0360    0.7605    0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9610   -0.3964    1.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7156   -1.2153    1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4665   -0.3811    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430   -1.1772    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632   -0.9703    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2224    0.1274   -0.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0620    1.0510   -0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857    0.4799   -0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7840    1.6034    0.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339   -0.0507   -1.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6337   -1.4758   -1.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414   -2.2833   -0.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3511   -1.2826   -0.4380 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9146   -3.0069    0.1521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8303   -0.9154   -0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8669   -0.3565    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9665    0.5661    1.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.2663   -0.3242   -1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.8985   -1.3420    0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2032   -2.1622    1.4667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1741   -0.2409   -1.3142 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1438    1.2486   -2.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3529    1.1790   -2.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1470    2.1982   -1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2193    0.4801    0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9966   -0.5329   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9232   -1.1153   -1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8214   -1.5332   -0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5157    0.9173   -1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7740   -0.6017   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6548   -0.1219    1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4294    1.3801    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3481    2.3803    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3134    1.8962    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2191    1.4847    0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8690    0.4869   -0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8553   -1.0750    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0335   -0.0476    2.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7477   -2.0973    2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6187   -1.5826    0.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4926    0.5663    1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4190   -1.6870    0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5334   -0.2151    0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    2.1044    0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6771   -1.7148   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3247   -1.6833   -2.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3431   -3.1638   -1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3156   -2.5908    0.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3092   -1.0012    0.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7365   -2.3333   -1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155   -3.1920    0.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7442   -1.4513   -0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967   -1.2149    1.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9676   -0.0168    1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    2.5213    0.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9260    2.4999    0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4840    1.8012   -1.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6436    1.3987   -2.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4595    0.1067   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6477    1.7152    0.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8535    2.8264   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1770    1.3206   -2.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8945    1.7814   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1380   -0.6840   -1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1233   -0.8119    0.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.1249    0.5615    1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6216   -0.8734    2.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4233   -2.1564    1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9091   -0.7816    2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8899    0.7129   -1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9392   -0.3355   -2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2540    1.8973   -0.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0820    1.9859   -2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6309    1.3463   -1.2172 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 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  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  2  0
 20 43  1  0
 43 17  1  0
 41 36  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  2 47  1  0
  2 48  1  0
  3 49  1  0
  3 50  1  0
  4 51  1  0
  4 52  1  0
  5 53  1  0
  5 54  1  0
  6 55  1  0
  6 56  1  0
  7 57  1  0
  7 58  1  0
  8 59  1  0
  8 60  1  0
  9 61  1  0
  9 62  1  0
 10 63  1  0
 10 64  1  0
 11 65  1  0
 12 66  1  0
 13 67  1  0
 13 68  1  0
 14 69  1  0
 14 70  1  0
 15 71  1  0
 16 72  1  0
 17 73  1  0
 18 74  1  0
 18 75  1  0
 19 76  1  0
 19 77  1  0
 20 78  1  0
 21 79  1  0
 22 80  1  0
 23 81  1  0
 23 82  1  0
 24 83  1  0
 24 84  1  0
 25 85  1  0
 25 86  1  0
 26 87  1  0
 26 88  1  0
 27 89  1  0
 27 90  1  0
 28 91  1  0
 28 92  1  0
 29 93  1  0
 29 94  1  0
 30 95  1  0
 30 96  1  0
 31 97  1  0
 31 98  1  0
 32 99  1  0
 32100  1  0
 33101  1  0
 34102  1  0
 35103  1  0
 35104  1  0
 37105  1  0
 38106  1  0
 39107  1  0
 39108  1  0
 39109  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -24.888  25.196   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.551  18.193   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -24.262  23.789   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -22.730  23.628   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -21.825  24.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -20.293  24.713   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -19.388  25.959   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -17.857  25.798   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -16.951  27.044   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -15.420  26.883   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -14.793  25.476   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.247  17.066   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.087  17.836   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.580  17.836   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -15.699  24.230   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.421  17.066   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.914  17.066   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -15.072  22.823   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.754  17.836   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.248  17.836   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -13.541  22.662   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.088  17.066   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.582  17.066   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -12.914  21.255   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.422  17.836   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -11.526  18.354   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.496  17.209   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.989  17.209   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.249  17.066   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.020  18.354   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.583  17.836   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.915  17.836   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -11.383  21.094   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -7.755  17.066   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -10.756  19.688   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -9.089  17.836   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.743  19.367   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       6.915  19.376   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -10.478  22.340   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -7.755  15.526   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       8.599  20.398   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      11.250  19.688   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -9.250  19.367   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   30                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   15                                                       
CONECT   12   13   14                                                       
CONECT   13   12   16                                                       
CONECT   14   12   17                                                       
CONECT   15   11   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   21                                                       
CONECT   19   16   22                                                       
CONECT   20   17   23                                                       
CONECT   21   18   24                                                       
CONECT   22   19   25                                                       
CONECT   23   20   32                                                       
CONECT   24   21   33                                                       
CONECT   25   22   34                                                       
CONECT   26   27   35                                                       
CONECT   27   26   36                                                       
CONECT   28   30   31                                                       
CONECT   29   31   32                                                       
CONECT   30    2   28   42                                                  
CONECT   31   28   29   37                                                  
CONECT   32   23   29   38                                                  
CONECT   33   24   35   39                                                  
CONECT   34   25   36   40                                                  
CONECT   35   26   33   43                                                  
CONECT   36   27   34   43                                                  
CONECT   37   31   41   42                                                  
CONECT   38   32                                                            
CONECT   39   33                                                            
CONECT   40   34                                                            
CONECT   41   37                                                            
CONECT   42   30   37                                                       
CONECT   43   35   36                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

COMPND    HMDB0029959
HETATM    1  C1  UNL     1      14.207   1.252  -1.624  1.00  0.00           C  
HETATM    2  C2  UNL     1      14.120   0.103  -0.633  1.00  0.00           C  
HETATM    3  C3  UNL     1      12.880  -0.695  -0.874  1.00  0.00           C  
HETATM    4  C4  UNL     1      11.624   0.134  -0.728  1.00  0.00           C  
HETATM    5  C5  UNL     1      11.544   0.701   0.667  1.00  0.00           C  
HETATM    6  C6  UNL     1      10.326   1.535   0.879  1.00  0.00           C  
HETATM    7  C7  UNL     1       9.036   0.760   0.662  1.00  0.00           C  
HETATM    8  C8  UNL     1       8.961  -0.396   1.605  1.00  0.00           C  
HETATM    9  C9  UNL     1       7.716  -1.215   1.437  1.00  0.00           C  
HETATM   10  C10 UNL     1       6.467  -0.381   1.701  1.00  0.00           C  
HETATM   11  C11 UNL     1       5.243  -1.177   1.555  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.263  -0.970   0.718  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.222   0.127  -0.248  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.062   1.051  -0.054  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.686   0.480  -0.100  1.00  0.00           C  
HETATM   16  O1  UNL     1       0.784   1.603   0.121  1.00  0.00           O  
HETATM   17  C16 UNL     1       1.234  -0.051  -1.418  1.00  0.00           C  
HETATM   18  C17 UNL     1       1.634  -1.476  -1.709  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.741  -2.283  -0.769  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.351  -1.283  -0.438  1.00  0.00           C  
HETATM   21  C20 UNL     1      -1.682  -1.937  -0.713  1.00  0.00           C  
HETATM   22  O2  UNL     1      -1.915  -3.007   0.152  1.00  0.00           O  
HETATM   23  C21 UNL     1      -2.830  -0.915  -0.566  1.00  0.00           C  
HETATM   24  C22 UNL     1      -2.867  -0.357   0.816  1.00  0.00           C  
HETATM   25  C23 UNL     1      -3.966   0.566   1.103  1.00  0.00           C  
HETATM   26  C24 UNL     1      -4.144   1.858   0.433  1.00  0.00           C  
HETATM   27  C25 UNL     1      -4.371   1.941  -1.020  1.00  0.00           C  
HETATM   28  C26 UNL     1      -5.586   1.183  -1.535  1.00  0.00           C  
HETATM   29  C27 UNL     1      -6.800   1.732  -0.868  1.00  0.00           C  
HETATM   30  C28 UNL     1      -8.103   1.144  -1.295  1.00  0.00           C  
HETATM   31  C29 UNL     1      -8.266  -0.324  -1.090  1.00  0.00           C  
HETATM   32  C30 UNL     1      -8.205  -0.838   0.273  1.00  0.00           C  
HETATM   33  C31 UNL     1      -9.137  -0.500   1.344  1.00  0.00           C  
HETATM   34  O3  UNL     1      -8.573  -1.206   2.522  1.00  0.00           O  
HETATM   35  C32 UNL     1     -10.522  -0.990   1.366  1.00  0.00           C  
HETATM   36  C33 UNL     1     -11.551  -0.686   0.422  1.00  0.00           C  
HETATM   37  C34 UNL     1     -11.647   0.067  -0.612  1.00  0.00           C  
HETATM   38  C35 UNL     1     -12.985   0.003  -1.244  1.00  0.00           C  
HETATM   39  C36 UNL     1     -13.541   1.421  -1.191  1.00  0.00           C  
HETATM   40  O4  UNL     1     -13.691  -0.884  -0.460  1.00  0.00           O  
HETATM   41  C37 UNL     1     -12.899  -1.342   0.559  1.00  0.00           C  
HETATM   42  O5  UNL     1     -13.203  -2.162   1.467  1.00  0.00           O  
HETATM   43  O6  UNL     1      -0.174  -0.241  -1.314  1.00  0.00           O  
HETATM   44  H1  UNL     1      15.144   1.249  -2.187  1.00  0.00           H  
HETATM   45  H2  UNL     1      13.353   1.179  -2.329  1.00  0.00           H  
HETATM   46  H3  UNL     1      14.147   2.198  -1.053  1.00  0.00           H  
HETATM   47  H4  UNL     1      14.219   0.480   0.415  1.00  0.00           H  
HETATM   48  H5  UNL     1      14.997  -0.533  -0.809  1.00  0.00           H  
HETATM   49  H6  UNL     1      12.923  -1.115  -1.881  1.00  0.00           H  
HETATM   50  H7  UNL     1      12.821  -1.533  -0.154  1.00  0.00           H  
HETATM   51  H8  UNL     1      11.516   0.917  -1.490  1.00  0.00           H  
HETATM   52  H9  UNL     1      10.774  -0.602  -0.837  1.00  0.00           H  
HETATM   53  H10 UNL     1      11.655  -0.122   1.394  1.00  0.00           H  
HETATM   54  H11 UNL     1      12.429   1.380   0.800  1.00  0.00           H  
HETATM   55  H12 UNL     1      10.348   2.380   0.179  1.00  0.00           H  
HETATM   56  H13 UNL     1      10.313   1.896   1.923  1.00  0.00           H  
HETATM   57  H14 UNL     1       8.219   1.485   0.936  1.00  0.00           H  
HETATM   58  H15 UNL     1       8.869   0.487  -0.388  1.00  0.00           H  
HETATM   59  H16 UNL     1       9.855  -1.075   1.502  1.00  0.00           H  
HETATM   60  H17 UNL     1       9.033  -0.048   2.676  1.00  0.00           H  
HETATM   61  H18 UNL     1       7.748  -2.097   2.096  1.00  0.00           H  
HETATM   62  H19 UNL     1       7.619  -1.583   0.389  1.00  0.00           H  
HETATM   63  H20 UNL     1       6.493   0.566   1.165  1.00  0.00           H  
HETATM   64  H21 UNL     1       6.574  -0.076   2.797  1.00  0.00           H  
HETATM   65  H22 UNL     1       5.163  -2.050   2.247  1.00  0.00           H  
HETATM   66  H23 UNL     1       3.419  -1.687   0.762  1.00  0.00           H  
HETATM   67  H24 UNL     1       4.326  -0.280  -1.277  1.00  0.00           H  
HETATM   68  H25 UNL     1       5.158   0.780  -0.168  1.00  0.00           H  
HETATM   69  H26 UNL     1       3.121   1.911  -0.795  1.00  0.00           H  
HETATM   70  H27 UNL     1       3.175   1.485   0.989  1.00  0.00           H  
HETATM   71  H28 UNL     1       1.533  -0.215   0.712  1.00  0.00           H  
HETATM   72  H29 UNL     1       1.241   2.104   0.865  1.00  0.00           H  
HETATM   73  H30 UNL     1       1.412   0.629  -2.250  1.00  0.00           H  
HETATM   74  H31 UNL     1       2.677  -1.715  -1.578  1.00  0.00           H  
HETATM   75  H32 UNL     1       1.325  -1.683  -2.771  1.00  0.00           H  
HETATM   76  H33 UNL     1       0.343  -3.164  -1.317  1.00  0.00           H  
HETATM   77  H34 UNL     1       1.316  -2.591   0.120  1.00  0.00           H  
HETATM   78  H35 UNL     1      -0.309  -1.001   0.636  1.00  0.00           H  
HETATM   79  H36 UNL     1      -1.736  -2.333  -1.747  1.00  0.00           H  
HETATM   80  H37 UNL     1      -1.116  -3.192   0.724  1.00  0.00           H  
HETATM   81  H38 UNL     1      -2.653  -0.127  -1.316  1.00  0.00           H  
HETATM   82  H39 UNL     1      -3.744  -1.451  -0.840  1.00  0.00           H  
HETATM   83  H40 UNL     1      -2.897  -1.215   1.575  1.00  0.00           H  
HETATM   84  H41 UNL     1      -1.853   0.117   1.079  1.00  0.00           H  
HETATM   85  H42 UNL     1      -3.964   0.811   2.241  1.00  0.00           H  
HETATM   86  H43 UNL     1      -4.968  -0.017   1.065  1.00  0.00           H  
HETATM   87  H44 UNL     1      -3.214   2.521   0.622  1.00  0.00           H  
HETATM   88  H45 UNL     1      -4.926   2.500   0.999  1.00  0.00           H  
HETATM   89  H46 UNL     1      -4.630   3.079  -1.198  1.00  0.00           H  
HETATM   90  H47 UNL     1      -3.484   1.801  -1.610  1.00  0.00           H  
HETATM   91  H48 UNL     1      -5.644   1.399  -2.642  1.00  0.00           H  
HETATM   92  H49 UNL     1      -5.459   0.107  -1.449  1.00  0.00           H  
HETATM   93  H50 UNL     1      -6.648   1.715   0.230  1.00  0.00           H  
HETATM   94  H51 UNL     1      -6.853   2.826  -1.147  1.00  0.00           H  
HETATM   95  H52 UNL     1      -8.177   1.321  -2.410  1.00  0.00           H  
HETATM   96  H53 UNL     1      -8.895   1.781  -0.860  1.00  0.00           H  
HETATM   97  H54 UNL     1      -9.138  -0.684  -1.656  1.00  0.00           H  
HETATM   98  H55 UNL     1      -7.397  -0.814  -1.660  1.00  0.00           H  
HETATM   99  H56 UNL     1      -7.123  -0.812   0.687  1.00  0.00           H  
HETATM  100  H57 UNL     1      -8.296  -1.995   0.156  1.00  0.00           H  
HETATM  101  H58 UNL     1      -9.125   0.562   1.674  1.00  0.00           H  
HETATM  102  H59 UNL     1      -7.622  -0.873   2.569  1.00  0.00           H  
HETATM  103  H60 UNL     1     -10.423  -2.156   1.477  1.00  0.00           H  
HETATM  104  H61 UNL     1     -10.909  -0.782   2.448  1.00  0.00           H  
HETATM  105  H62 UNL     1     -10.890   0.713  -1.018  1.00  0.00           H  
HETATM  106  H63 UNL     1     -12.939  -0.335  -2.297  1.00  0.00           H  
HETATM  107  H64 UNL     1     -13.254   1.897  -0.216  1.00  0.00           H  
HETATM  108  H65 UNL     1     -13.082   1.986  -2.008  1.00  0.00           H  
HETATM  109  H66 UNL     1     -14.631   1.346  -1.217  1.00  0.00           H  
CONECT    1    2   44   45   46
CONECT    2    3   47   48
CONECT    3    4   49   50
CONECT    4    5   51   52
CONECT    5    6   53   54
CONECT    6    7   55   56
CONECT    7    8   57   58
CONECT    8    9   59   60
CONECT    9   10   61   62
CONECT   10   11   63   64
CONECT   11   12   12   65
CONECT   12   13   66
CONECT   13   14   67   68
CONECT   14   15   69   70
CONECT   15   16   17   71
CONECT   16   72
CONECT   17   18   43   73
CONECT   18   19   74   75
CONECT   19   20   76   77
CONECT   20   21   43   78
CONECT   21   22   23   79
CONECT   22   80
CONECT   23   24   81   82
CONECT   24   25   83   84
CONECT   25   26   85   86
CONECT   26   27   87   88
CONECT   27   28   89   90
CONECT   28   29   91   92
CONECT   29   30   93   94
CONECT   30   31   95   96
CONECT   31   32   97   98
CONECT   32   33   99  100
CONECT   33   34   35  101
CONECT   34  102
CONECT   35   36  103  104
CONECT   36   37   37   41
CONECT   37   38  105
CONECT   38   39   40  106
CONECT   39  107  108  109
CONECT   40   41
CONECT   41   42   42
END

HMDB0029959
     RDKit          3D
Asiminenin A
109110  0  0  0  0  0  0  0  0999 V2000
   14.2070    1.2525   -1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1203    0.1029   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8796   -0.6952   -0.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6243    0.1341   -0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5445    0.7015    0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3258    1.5352    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0360    0.7605    0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9610   -0.3964    1.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7156   -1.2153    1.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4665   -0.3811    1.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430   -1.1772    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632   -0.9703    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₇H₆₆O₆

Average Molecular Weight

606.9163

Monoisotopic Molecular Weight

606.485939844

IUPAC Name

3-(2,13-dihydroxy-13-{5-[(4Z)-1-hydroxypentadec-4-en-1-yl]oxolan-2-yl}tridecyl)-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

3-(2,13-dihydroxy-13-{5-[(4Z)-1-hydroxypentadec-4-en-1-yl]oxolan-2-yl}tridecyl)-5-methyl-5H-furan-2-one

CAS Registry Number

168075-11-4

SMILES

CCCCCCCCCC\C=C/CCC(O)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O

InChI Identifier

InChI=1S/C37H66O6/c1-3-4-5-6-7-8-9-10-11-15-18-21-24-33(39)35-26-27-36(43-35)34(40)25-22-19-16-13-12-14-17-20-23-32(38)29-31-28-30(2)42-37(31)41/h15,18,28,30,32-36,38-40H,3-14,16-17,19-27,29H2,1-2H3/b18-15-

InChI Key

OZWNHDYKRQUFSF-SDXDJHTJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
Long chain fatty alcohol
2-furanone
Dihydrofuran
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029959)
Membrane (HMDB: HMDB0029959)

Source

Endogenous

Endogenous (HMDB: HMDB0029959)

Exogenous

Exogenous (HMDB: HMDB0029959)

Food

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	58 - 59 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7.1e-07 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00027 g/L	ALOGPS
logP	8.35	ALOGPS
logP	9.62	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	13.85	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	27	ChemAxon
Refractivity	177.99 m³·mol⁻¹	ChemAxon
Polarizability	76.39 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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]+	254.134	31661259
DarkChem	[M-H]-	248.371	31661259
DeepCCS	[M+H]+	262.029	30932474
DeepCCS	[M-H]-	259.671	30932474
DeepCCS	[M-2H]-	292.555	30932474
DeepCCS	[M+Na]+	268.122	30932474
AllCCS	[M+H]+	265.6	32859911
AllCCS	[M+H-H2O]+	264.4	32859911
AllCCS	[M+NH4]+	266.6	32859911
AllCCS	[M+Na]+	266.9	32859911
AllCCS	[M-H]-	248.4	32859911
AllCCS	[M+Na-2H]-	254.0	32859911
AllCCS	[M+HCOO]-	260.3	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.	8.96 minutes	32390414
Predicted by Siyang on May 30, 2022	29.1621 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.84 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4917.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	443.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	324.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	209.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	852.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1410.6 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	1066.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	193.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2851.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	936.1 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	2704.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	948.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	670.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	331.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	531.0 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	9.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Asiminenin A	CCCCCCCCCC\C=C/CCC(O)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O	4588.4	Standard polar	33892256
Asiminenin A	CCCCCCCCCC\C=C/CCC(O)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O	4028.0	Standard non polar	33892256
Asiminenin A	CCCCCCCCCC\C=C/CCC(O)C1CCC(O1)C(O)CCCCCCCCCCC(O)CC1=CC(C)OC1=O	4576.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Asiminenin A,1TMS,isomer #1	CCCCCCCCCC/C=C\CCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCCCCCCC(O)CC2=CC(C)OC2=O)O1	4664.9	Semi standard non polar	33892256
Asiminenin A,1TMS,isomer #2	CCCCCCCCCC/C=C\CCC(O)C1CCC(C(CCCCCCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4661.6	Semi standard non polar	33892256
Asiminenin A,1TMS,isomer #3	CCCCCCCCCC/C=C\CCC(O)C1CCC(C(O)CCCCCCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4687.0	Semi standard non polar	33892256
Asiminenin A,2TMS,isomer #1	CCCCCCCCCC/C=C\CCC(O[Si](C)(C)C)C1CCC(C(CCCCCCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4589.7	Semi standard non polar	33892256
Asiminenin A,2TMS,isomer #2	CCCCCCCCCC/C=C\CCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4587.8	Semi standard non polar	33892256
Asiminenin A,2TMS,isomer #3	CCCCCCCCCC/C=C\CCC(O)C1CCC(C(CCCCCCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1	4584.4	Semi standard non polar	33892256
Asiminenin A,3TMS,isomer #1	CCCCCCCCCC/C=C\CCC(O[Si](C)(C)C)C1CCC(C(CCCCCCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1	4518.3	Semi standard non polar	33892256
Asiminenin A,1TBDMS,isomer #1	CCCCCCCCCC/C=C\CCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCCCCCCCCC(O)CC2=CC(C)OC2=O)O1	4881.3	Semi standard non polar	33892256
Asiminenin A,1TBDMS,isomer #2	CCCCCCCCCC/C=C\CCC(O)C1CCC(C(CCCCCCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	4881.1	Semi standard non polar	33892256
Asiminenin A,1TBDMS,isomer #3	CCCCCCCCCC/C=C\CCC(O)C1CCC(C(O)CCCCCCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	4912.0	Semi standard non polar	33892256
Asiminenin A,2TBDMS,isomer #1	CCCCCCCCCC/C=C\CCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(CCCCCCCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	5034.4	Semi standard non polar	33892256
Asiminenin A,2TBDMS,isomer #2	CCCCCCCCCC/C=C\CCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCCCCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	5045.5	Semi standard non polar	33892256
Asiminenin A,2TBDMS,isomer #3	CCCCCCCCCC/C=C\CCC(O)C1CCC(C(CCCCCCCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1	5048.4	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 - Asiminenin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-1597330000-6ca41454084244107540	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (1 TMS) - 70eV, Positive	splash10-0g02-2492433000-2f08aa896dec6d41ab0b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asiminenin A GC-MS ("Asiminenin A,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-20	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 - Asiminenin A 10V, Positive-QTOF	splash10-052r-0111093000-6a05d4aa9e4e28f8a0e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 20V, Positive-QTOF	splash10-01ow-1941340000-1f4884ab5d777c001aea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 40V, Positive-QTOF	splash10-01ow-4942030000-798933ff35d7a79086b4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 10V, Negative-QTOF	splash10-0a4i-1110069000-55477bbf8ba778f3dc8b	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 20V, Negative-QTOF	splash10-0002-9232131000-8e132fcdcbc584d66eec	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 40V, Negative-QTOF	splash10-01b9-5198130000-3250751e892f10c44668	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 10V, Negative-QTOF	splash10-0a4i-2100009000-c627267bd6065d41b4eb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 20V, Negative-QTOF	splash10-0bt9-5677559000-c39bab3e51d8397ba4c2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 40V, Negative-QTOF	splash10-02t9-9233020000-36d202d0c5873ac7629a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 10V, Positive-QTOF	splash10-00dr-1121491000-72047383c900d9b4135e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 20V, Positive-QTOF	splash10-00y0-6101291000-52eb110ff22b52cc3c35	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asiminenin A 40V, Positive-QTOF	splash10-0006-9101000000-6f4a3e00e67c86517ef8	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB001247

KNApSAcK ID

C00044100

Chemspider ID

35013104

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750930

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1812511

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Asiminenin A (HMDB0029959)

MOL for HMDB0029959 (Asiminenin A)

3D MOL for HMDB0029959 (Asiminenin A)

3D SDF for HMDB0029959 (Asiminenin A)

3D-SDF for HMDB0029959 (Asiminenin A)

PDB for HMDB0029959 (Asiminenin A)

3D PDB for HMDB0029959 (Asiminenin A)

SMILES for HMDB0029959 (Asiminenin A)

INCHI for HMDB0029959 (Asiminenin A)

Structure for HMDB0029959 (Asiminenin A)

3D Structure for HMDB0029959 (Asiminenin A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra