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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:44:44 UTC

Update Date

2022-03-07 02:53:56 UTC

HMDB ID

HMDB0033972

Secondary Accession Numbers

HMDB33972

Metabolite Identification

Common Name

Asacoumarin A

Description

Asacoumarin A belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a small amount of articles have been published on Asacoumarin A.

Structure

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

  Mrv0541 05061307282D          

 29 30  0  0  0  0            999 V2000
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  2  0  0  0  0
  9  5  1  0  0  0  0
 10  7  2  0  0  0  0
 12 11  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  5  2  0  0  0  0
 17  3  1  0  0  0  0
 17 11  2  0  0  0  0
 17 13  1  0  0  0  0
 18  4  1  0  0  0  0
 18 14  2  0  0  0  0
 19  6  1  0  0  0  0
 19  7  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  8  1  0  0  0  0
 21 15  2  0  0  0  0
 22  9  1  0  0  0  0
 22 18  1  0  0  0  0
 23 15  1  0  0  0  0
 23 19  2  0  0  0  0
 24 10  1  0  0  0  0
 25 20  1  0  0  0  0
 26 22  1  0  0  0  0
 27 24  2  0  0  0  0
 28 12  1  0  0  0  0
 28 21  1  0  0  0  0
 29 23  1  0  0  0  0
 29 24  1  0  0  0  0
M  END

HMDB0033972
     RDKit          3D
Asacoumarin A
 59 60  0  0  0  0  0  0  0  0999 V2000
    7.7341    1.2450   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3208   -0.1512    0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2456   -1.0501    0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1442   -0.5845   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361    0.3276   -0.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339    0.6132   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926    1.2003    1.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245   -0.5156   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984   -1.7065    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394   -0.5162   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3717    0.5918   -1.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    0.0763   -2.5749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622    1.6477   -0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524    1.1186   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4827    0.0373    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7530    1.6238   -0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    1.2057    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558    0.7274   -0.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1921    0.3004   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5561    0.3219    1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8191   -0.1173    1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6953   -0.5744    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9368   -1.0090    0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8402   -1.4775   -0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4151   -1.4741   -1.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1559   -1.8740   -2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2003   -1.0434   -1.6859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3588   -0.6087   -0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0966   -0.1648   -1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7209    1.4856    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303    1.9993    0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8361    1.4644   -1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9012   -1.6125    0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9663   -0.4905    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7447   -1.8112    1.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8784   -1.6098    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1044   -0.0992   -1.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8081    1.2827   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4838    1.4785   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7600    0.7112    1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0848   -1.4630    1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4269   -2.0215    1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -2.5693    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -1.4242   -0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1694    1.0512   -2.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853   -0.9125   -2.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198    2.1036   -0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3063    2.4175   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677    0.3179    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5453   -0.1379    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -0.9006    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    2.4226   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108    2.1269    0.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9317    0.5015    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8952    0.6722    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1162   -0.1053    2.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2764   -1.0143    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8290   -1.8274    0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8656   -0.2054   -2.2371 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
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 19  1  0
 28 22  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 20 55  1  0
 21 56  1  0
 23 57  1  0
 24 58  1  0
 29 59  1  0
M  END

  Mrv0541 05061307282D          

 29 30  0  0  0  0            999 V2000
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  2  0  0  0  0
  9  5  1  0  0  0  0
 10  7  2  0  0  0  0
 12 11  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  5  2  0  0  0  0
 17  3  1  0  0  0  0
 17 11  2  0  0  0  0
 17 13  1  0  0  0  0
 18  4  1  0  0  0  0
 18 14  2  0  0  0  0
 19  6  1  0  0  0  0
 19  7  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  8  1  0  0  0  0
 21 15  2  0  0  0  0
 22  9  1  0  0  0  0
 22 18  1  0  0  0  0
 23 15  1  0  0  0  0
 23 19  2  0  0  0  0
 24 10  1  0  0  0  0
 25 20  1  0  0  0  0
 26 22  1  0  0  0  0
 27 24  2  0  0  0  0
 28 12  1  0  0  0  0
 28 21  1  0  0  0  0
 29 23  1  0  0  0  0
 29 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033972

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC(O)C(\C)=C/C(O)C\C(C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O5/c1-16(2)5-9-22(26)18(4)14-20(25)13-17(3)11-12-28-21-8-6-19-7-10-24(27)29-23(19)15-21/h5-8,10-11,14-15,20,22,25-26H,9,12-13H2,1-4H3/b17-11+,18-14-

> <INCHI_KEY>
NFXNEAJDYTXPLG-FPMGOWAVSA-N

> <FORMULA>
C24H30O5

> <MOLECULAR_WEIGHT>
398.492

> <EXACT_MASS>
398.20932407

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
44.724221427580844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{[(2E,6Z)-5,8-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}-2H-chromen-2-one

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
3.8447408553333338

> <ALOGPS_LOGS>
-4.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.020764275652681

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.364952501169974

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8797858534797465

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
117.7662

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-{[(2E,6Z)-5,8-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033972
     RDKit          3D
Asacoumarin A
 59 60  0  0  0  0  0  0  0  0999 V2000
    7.7341    1.2450   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3208   -0.1512    0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2456   -1.0501    0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1442   -0.5845   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361    0.3276   -0.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339    0.6132   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926    1.2003    1.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245   -0.5156   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984   -1.7065    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394   -0.5162   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3717    0.5918   -1.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    0.0763   -2.5749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622    1.6477   -0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524    1.1186   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4827    0.0373    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7530    1.6238   -0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    1.2057    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558    0.7274   -0.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1921    0.3004   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5561    0.3219    1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8191   -0.1173    1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6953   -0.5744    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9368   -1.0090    0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8402   -1.4775   -0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4151   -1.4741   -1.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1559   -1.8740   -2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2003   -1.0434   -1.6859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3588   -0.6087   -0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0966   -0.1648   -1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7209    1.4856    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303    1.9993    0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8361    1.4644   -1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9012   -1.6125    0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9663   -0.4905    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7447   -1.8112    1.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8784   -1.6098    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1044   -0.0992   -1.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8081    1.2827   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4838    1.4785   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7600    0.7112    1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0848   -1.4630    1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4269   -2.0215    1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -2.5693    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -1.4242   -0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1694    1.0512   -2.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853   -0.9125   -2.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198    2.1036   -0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3063    2.4175   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677    0.3179    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5453   -0.1379    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -0.9006    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    2.4226   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108    2.1269    0.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9317    0.5015    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8952    0.6722    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1162   -0.1053    2.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2764   -1.0143    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8290   -1.8274    0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8656   -0.2054   -2.2371 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
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 19  1  0
 28 22  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 20 55  1  0
 21 56  1  0
 23 57  1  0
 24 58  1  0
 29 59  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     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.336   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.002  10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.001  11.550   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -6.668   8.470   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5    9   16                                                       
CONECT    6    8   19                                                       
CONECT    7   10   19                                                       
CONECT    8    6   21                                                       
CONECT    9    5   22                                                       
CONECT   10    7   24                                                       
CONECT   11   12   17                                                       
CONECT   12   11   28                                                       
CONECT   13   17   20                                                       
CONECT   14   18   20                                                       
CONECT   15   21   23                                                       
CONECT   16    1    2    5                                                  
CONECT   17    3   11   13                                                  
CONECT   18    4   14   22                                                  
CONECT   19    6    7   23                                                  
CONECT   20   13   14   25                                                  
CONECT   21    8   15   28                                                  
CONECT   22    9   18   26                                                  
CONECT   23   15   19   29                                                  
CONECT   24   10   27   29                                                  
CONECT   25   20                                                            
CONECT   26   22                                                            
CONECT   27   24                                                            
CONECT   28   12   21                                                       
CONECT   29   23   24                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

COMPND    HMDB0033972
HETATM    1  C1  UNL     1       7.734   1.245  -0.031  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.321  -0.151   0.234  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.246  -1.050   0.954  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.144  -0.585  -0.169  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.236   0.328  -0.886  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.934   0.613  -0.221  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.193   1.200   1.048  1.00  0.00           O  
HETATM    8  C7  UNL     1       3.024  -0.516  -0.100  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.398  -1.706   0.745  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.839  -0.516  -0.742  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.372   0.592  -1.598  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.469   0.076  -2.575  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.662   1.648  -0.794  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.552   1.119  -0.081  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.483   0.037   0.936  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.753   1.624  -0.342  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.027   1.206   0.277  1.00  0.00           C  
HETATM   18  O3  UNL     1      -3.956   0.727  -0.680  1.00  0.00           O  
HETATM   19  C16 UNL     1      -5.192   0.300  -0.253  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.556   0.322   1.068  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.819  -0.117   1.481  1.00  0.00           C  
HETATM   22  C19 UNL     1      -7.695  -0.574   0.530  1.00  0.00           C  
HETATM   23  C20 UNL     1      -8.937  -1.009   0.912  1.00  0.00           C  
HETATM   24  C21 UNL     1      -9.840  -1.477  -0.045  1.00  0.00           C  
HETATM   25  C22 UNL     1      -9.415  -1.474  -1.356  1.00  0.00           C  
HETATM   26  O4  UNL     1     -10.156  -1.874  -2.269  1.00  0.00           O  
HETATM   27  O5  UNL     1      -8.200  -1.043  -1.686  1.00  0.00           O  
HETATM   28  C23 UNL     1      -7.359  -0.609  -0.808  1.00  0.00           C  
HETATM   29  C24 UNL     1      -6.097  -0.165  -1.180  1.00  0.00           C  
HETATM   30  H1  UNL     1       8.721   1.486   0.424  1.00  0.00           H  
HETATM   31  H2  UNL     1       7.030   1.999   0.376  1.00  0.00           H  
HETATM   32  H3  UNL     1       7.836   1.464  -1.122  1.00  0.00           H  
HETATM   33  H4  UNL     1       8.901  -1.612   0.226  1.00  0.00           H  
HETATM   34  H5  UNL     1       8.966  -0.490   1.596  1.00  0.00           H  
HETATM   35  H6  UNL     1       7.745  -1.811   1.571  1.00  0.00           H  
HETATM   36  H7  UNL     1       5.878  -1.610   0.032  1.00  0.00           H  
HETATM   37  H8  UNL     1       5.104  -0.099  -1.914  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.808   1.283  -1.086  1.00  0.00           H  
HETATM   39  H10 UNL     1       3.484   1.479  -0.794  1.00  0.00           H  
HETATM   40  H11 UNL     1       3.760   0.711   1.767  1.00  0.00           H  
HETATM   41  H12 UNL     1       4.085  -1.463   1.554  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.427  -2.022   1.204  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.728  -2.569   0.140  1.00  0.00           H  
HETATM   44  H15 UNL     1       1.229  -1.424  -0.580  1.00  0.00           H  
HETATM   45  H16 UNL     1       2.169   1.051  -2.210  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.585  -0.913  -2.594  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.320   2.104  -0.026  1.00  0.00           H  
HETATM   48  H19 UNL     1       0.306   2.418  -1.512  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.068   0.318   1.862  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.545  -0.138   1.317  1.00  0.00           H  
HETATM   51  H22 UNL     1      -0.857  -0.901   0.482  1.00  0.00           H  
HETATM   52  H23 UNL     1      -1.814   2.423  -1.081  1.00  0.00           H  
HETATM   53  H24 UNL     1      -3.511   2.127   0.718  1.00  0.00           H  
HETATM   54  H25 UNL     1      -2.932   0.502   1.114  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.895   0.672   1.829  1.00  0.00           H  
HETATM   56  H27 UNL     1      -7.116  -0.105   2.513  1.00  0.00           H  
HETATM   57  H28 UNL     1      -9.276  -1.014   1.939  1.00  0.00           H  
HETATM   58  H29 UNL     1     -10.829  -1.827   0.229  1.00  0.00           H  
HETATM   59  H30 UNL     1      -5.866  -0.205  -2.237  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    4
CONECT    3   33   34   35
CONECT    4    5   36
CONECT    5    6   37   38
CONECT    6    7    8   39
CONECT    7   40
CONECT    8    9   10   10
CONECT    9   41   42   43
CONECT   10   11   44
CONECT   11   12   13   45
CONECT   12   46
CONECT   13   14   47   48
CONECT   14   15   16   16
CONECT   15   49   50   51
CONECT   16   17   52
CONECT   17   18   53   54
CONECT   18   19
CONECT   19   20   20   29
CONECT   20   21   55
CONECT   21   22   22   56
CONECT   22   23   28
CONECT   23   24   24   57
CONECT   24   25   58
CONECT   25   26   26   27
CONECT   27   28
CONECT   28   29   29
CONECT   29   59
END

HMDB0033972
     RDKit          3D
Asacoumarin A
 59 60  0  0  0  0  0  0  0  0999 V2000
    7.7341    1.2450   -0.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3208   -0.1512    0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2456   -1.0501    0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1442   -0.5845   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361    0.3276   -0.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339    0.6132   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926    1.2003    1.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0245   -0.5156   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984   -1.7065    0.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394   -0.5162   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3717    0.5918   -1.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    0.0763   -2.5749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6622    1.6477   -0.7940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524    1.1186   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4827    0.0373    0.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7530    1.6238   -0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0273    1.2057    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558    0.7274   -0.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1921    0.3004   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5561    0.3219    1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8191   -0.1173    1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6953   -0.5744    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9368   -1.0090    0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8402   -1.4775   -0.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4151   -1.4741   -1.3563 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1559   -1.8740   -2.2689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2003   -1.0434   -1.6859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3588   -0.6087   -0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0966   -0.1648   -1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7209    1.4856    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303    1.9993    0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8361    1.4644   -1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9012   -1.6125    0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9663   -0.4905    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7447   -1.8112    1.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8784   -1.6098    0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1044   -0.0992   -1.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8081    1.2827   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4838    1.4785   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7600    0.7112    1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0848   -1.4630    1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4269   -2.0215    1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -2.5693    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -1.4242   -0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1694    1.0512   -2.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853   -0.9125   -2.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198    2.1036   -0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3063    2.4175   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677    0.3179    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5453   -0.1379    1.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -0.9006    0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    2.4226   -1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108    2.1269    0.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9317    0.5015    1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8952    0.6722    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1162   -0.1053    2.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2764   -1.0143    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8290   -1.8274    0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8656   -0.2054   -2.2371 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
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 19  1  0
 28 22  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 20 55  1  0
 21 56  1  0
 23 57  1  0
 24 58  1  0
 29 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₃₀O₅

Average Molecular Weight

398.492

Monoisotopic Molecular Weight

398.20932407

IUPAC Name

7-{[(2E,6Z)-5,8-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}-2H-chromen-2-one

Traditional Name

7-{[(2E,6Z)-5,8-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}chromen-2-one

CAS Registry Number

122617-02-1

SMILES

CC(C)=CCC(O)C(\C)=C/C(O)C\C(C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1

InChI Identifier

InChI=1S/C24H30O5/c1-16(2)5-9-22(26)18(4)14-20(25)13-17(3)11-12-28-21-8-6-19-7-10-24(27)29-23(19)15-21/h5-8,10-11,14-15,20,22,25-26H,9,12-13H2,1-4H3/b17-11+,18-14-

InChI Key

NFXNEAJDYTXPLG-FPMGOWAVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Farsesane sesquiterpenoid
Coumarin
Benzopyran
1-benzopyran
Fatty alcohol
Pyranone
Alkyl aryl ether
Benzenoid
Fatty acyl
Pyran
Heteroaromatic compound
Secondary alcohol
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033972)

Source

Endogenous

Endogenous (HMDB: HMDB0033972)

Plant

Plant (HMDB: HMDB0033972)

Animal

Animal (HMDB: HMDB0033972)

Exogenous

Food

Food (HMDB: HMDB0033972)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0033972)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033972)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033972)

Lipid metabolism pathway (HMDB: HMDB0033972)

Cellular process

Cell signaling (HMDB: HMDB0033972)

Biochemical process

Lipid transport (HMDB: HMDB0033972)

Role

Biological role

Energy source (HMDB: HMDB0033972)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033972)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.089 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	0.0042 g/L	ALOGPS
logP	3.93	ALOGPS
logP	3.84	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	14.36	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	117.77 m³·mol⁻¹	ChemAxon
Polarizability	44.72 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	194.721	31661259
DarkChem	[M-H]-	197.568	31661259
DeepCCS	[M+H]+	202.48	30932474
DeepCCS	[M-H]-	200.122	30932474
DeepCCS	[M-2H]-	233.756	30932474
DeepCCS	[M+Na]+	208.985	30932474
AllCCS	[M+H]+	202.4	32859911
AllCCS	[M+H-H2O]+	200.0	32859911
AllCCS	[M+NH4]+	204.7	32859911
AllCCS	[M+Na]+	205.4	32859911
AllCCS	[M-H]-	201.1	32859911
AllCCS	[M+Na-2H]-	201.7	32859911
AllCCS	[M+HCOO]-	202.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Asacoumarin A	CC(C)=CCC(O)C(\C)=C/C(O)C\C(C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1	4275.3	Standard polar	33892256
Asacoumarin A	CC(C)=CCC(O)C(\C)=C/C(O)C\C(C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1	3187.0	Standard non polar	33892256
Asacoumarin A	CC(C)=CCC(O)C(\C)=C/C(O)C\C(C)=C\COC1=CC2=C(C=CC(=O)O2)C=C1	3427.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Asacoumarin A,1TMS,isomer #1	CC(C)=CCC(O[Si](C)(C)C)/C(C)=C\C(O)C/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1	3386.4	Semi standard non polar	33892256
Asacoumarin A,1TMS,isomer #2	CC(C)=CCC(O)/C(C)=C\C(C/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1)O[Si](C)(C)C	3358.0	Semi standard non polar	33892256
Asacoumarin A,2TMS,isomer #1	CC(C)=CCC(O[Si](C)(C)C)/C(C)=C\C(C/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1)O[Si](C)(C)C	3319.3	Semi standard non polar	33892256
Asacoumarin A,1TBDMS,isomer #1	CC(C)=CCC(O[Si](C)(C)C(C)(C)C)/C(C)=C\C(O)C/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1	3602.8	Semi standard non polar	33892256
Asacoumarin A,1TBDMS,isomer #2	CC(C)=CCC(O)/C(C)=C\C(C/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1)O[Si](C)(C)C(C)(C)C	3583.4	Semi standard non polar	33892256
Asacoumarin A,2TBDMS,isomer #1	CC(C)=CCC(O[Si](C)(C)C(C)(C)C)/C(C)=C\C(C/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1)O[Si](C)(C)C(C)(C)C	3735.2	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 - Asacoumarin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ls-8889000000-b4dc1bc07d2d87b62aad	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asacoumarin A GC-MS (2 TMS) - 70eV, Positive	splash10-00b9-9232650000-80b1202b61b58d773295	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asacoumarin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asacoumarin A 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 - Asacoumarin A 10V, Positive-QTOF	splash10-01q9-0229000000-98a7c3168513c33209a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 20V, Positive-QTOF	splash10-03yr-1985000000-90727c14b874730cdc4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 40V, Positive-QTOF	splash10-0400-6930000000-45e41672deee17938f88	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 10V, Negative-QTOF	splash10-0002-0309000000-e3e6565f40a095a1aeef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 20V, Negative-QTOF	splash10-03di-0913000000-8e90fa7200fca0dc7c0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 40V, Negative-QTOF	splash10-02t9-1900000000-34673a10e8028f8c7c3d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 10V, Negative-QTOF	splash10-03dj-0409000000-6451e2be12d4baa73dcd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 20V, Negative-QTOF	splash10-03di-0901000000-ec0cb9251228784f9c69	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 40V, Negative-QTOF	splash10-0159-0900000000-2230d03754e361bd9943	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 10V, Positive-QTOF	splash10-03di-0339000000-50247d122c277c3c68b0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 20V, Positive-QTOF	splash10-03di-4937000000-ce747849468e7924d453	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asacoumarin A 40V, Positive-QTOF	splash10-03dl-8943000000-0a203c1095e840d5af15	2021-09-24	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

FDB012203

KNApSAcK ID

C00053921

Chemspider ID

35013681

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751507

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1839541

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 Asacoumarin A (HMDB0033972)

MOL for HMDB0033972 (Asacoumarin A)

3D MOL for HMDB0033972 (Asacoumarin A)

3D SDF for HMDB0033972 (Asacoumarin A)

3D-SDF for HMDB0033972 (Asacoumarin A)

PDB for HMDB0033972 (Asacoumarin A)

3D PDB for HMDB0033972 (Asacoumarin A)

SMILES for HMDB0033972 (Asacoumarin A)

INCHI for HMDB0033972 (Asacoumarin A)

Structure for HMDB0033972 (Asacoumarin A)

3D Structure for HMDB0033972 (Asacoumarin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra