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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:54:44 UTC

Update Date

2022-03-07 02:55:50 UTC

HMDB ID

HMDB0038587

Secondary Accession Numbers

HMDB38587

Metabolite Identification

Common Name

Hericerin

Description

Hericerin belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Hericerin has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make hericerin a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Hericerin.

Structure

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


  Mrv0541 05061310322D          

 31 33  0  0  0  0            999 V2000
    8.3536   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  9  2  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 13  2  0  0  0  0
 21 11  2  0  0  0  0
 21 12  1  0  0  0  0
 21 15  1  0  0  0  0
 22 17  2  0  0  0  0
 22 18  1  0  0  0  0
 23 14  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  2  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 26 25  2  0  0  0  0
 27 25  1  0  0  0  0
 28 16  1  0  0  0  0
 28 18  1  0  0  0  0
 28 27  1  0  0  0  0
 29 26  1  0  0  0  0
 30 27  2  0  0  0  0
 31  4  1  0  0  0  0
 31 24  1  0  0  0  0
M  END

HMDB0038587
     RDKit          3D
Hericerin
 64 66  0  0  0  0  0  0  0  0999 V2000
    0.3244   -3.5416   -3.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718   -2.4634   -3.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326   -1.7442   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -2.0719   -1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8745   -1.3145   -1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2795   -0.2843   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576    0.0161   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6859    1.0556    0.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682   -0.7133   -1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1939   -0.3714   -1.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623   -1.3504   -1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9472   -1.1403   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7339   -2.3254    0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2107    0.1908    0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    0.6140    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8373    1.9654    0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7234    2.1754    1.6611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5476    1.0353    2.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9299    3.5141    2.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2558    0.2922    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    1.2720    1.3668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4662   -0.4299    0.4106 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -0.2237    1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905    0.7667    0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8827    1.0049    0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9500    0.2016    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1552    0.4158    1.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2861    1.4252    2.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2022    2.2290    2.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9787    2.0178    1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2565   -1.4447   -0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5395   -3.1661   -4.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223   -4.3676   -3.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -3.8974   -4.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6246   -2.8833   -2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724    1.6039    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.6550   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3980   -0.4505   -2.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9613   -2.4186   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791   -2.1577    1.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1624   -3.2509    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854   -2.3730   -0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127    0.0940    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5005    0.9292   -0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3320   -0.1206    0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    0.6116   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    2.7812    0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1187    0.5623    1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8446    0.2930    2.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2673    1.3653    2.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3458    3.4288    3.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6781    4.1060    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9720    4.0953    2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875    0.0969    2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2796   -1.1852    1.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0214    1.7228    0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6963    0.4474   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8120   -0.5773   -0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0144   -0.2020    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2291    1.6088    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2537    3.0313    3.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1278    2.6536    2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3708   -2.4234   -0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9941   -1.3860   -1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 22 31  1  0
  9  3  1  0
 30 25  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  8 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 29 61  1  0
 30 62  1  0
 31 63  1  0
 31 64  1  0
M  END


  Mrv0541 05061310322D          

 31 33  0  0  0  0            999 V2000
    8.3536   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  9  2  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 13  2  0  0  0  0
 21 11  2  0  0  0  0
 21 12  1  0  0  0  0
 21 15  1  0  0  0  0
 22 17  2  0  0  0  0
 22 18  1  0  0  0  0
 23 14  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  2  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 26 25  2  0  0  0  0
 27 25  1  0  0  0  0
 28 16  1  0  0  0  0
 28 18  1  0  0  0  0
 28 27  1  0  0  0  0
 29 26  1  0  0  0  0
 30 27  2  0  0  0  0
 31  4  1  0  0  0  0
 31 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038587

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C\C=C(\C)CCC=C(C)C)C(O)=C2C(=O)N(CCC3=CC=CC=C3)CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H33NO3/c1-19(2)9-8-10-20(3)13-14-23-24(31-4)17-22-18-28(27(30)25(22)26(23)29)16-15-21-11-6-5-7-12-21/h5-7,9,11-13,17,29H,8,10,14-16,18H2,1-4H3/b20-13-

> <INCHI_KEY>
ULSKNVPXNYBAQZ-MOSHPQCFSA-N

> <FORMULA>
C27H33NO3

> <MOLECULAR_WEIGHT>
419.5558

> <EXACT_MASS>
419.246043927

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
50.049665209949275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-2,3-dihydro-1H-isoindol-1-one

> <ALOGPS_LOGP>
6.30

> <JCHEM_LOGP>
6.612644552333334

> <ALOGPS_LOGS>
-5.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.566942796276688

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.804896863322638

> <JCHEM_PKA_STRONGEST_BASIC>
-1.114512169590399

> <JCHEM_POLAR_SURFACE_AREA>
49.769999999999996

> <JCHEM_REFRACTIVITY>
129.34149999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.50e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3H-isoindol-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038587
     RDKit          3D
Hericerin
 64 66  0  0  0  0  0  0  0  0999 V2000
    0.3244   -3.5416   -3.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718   -2.4634   -3.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326   -1.7442   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -2.0719   -1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8745   -1.3145   -1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2795   -0.2843   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576    0.0161   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6859    1.0556    0.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682   -0.7133   -1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1939   -0.3714   -1.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623   -1.3504   -1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9472   -1.1403   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7339   -2.3254    0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2107    0.1908    0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    0.6140    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8373    1.9654    0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7234    2.1754    1.6611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5476    1.0353    2.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9299    3.5141    2.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2558    0.2922    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    1.2720    1.3668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4662   -0.4299    0.4106 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -0.2237    1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905    0.7667    0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8827    1.0049    0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9500    0.2016    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1552    0.4158    1.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2861    1.4252    2.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2022    2.2290    2.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9787    2.0178    1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2565   -1.4447   -0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5395   -3.1661   -4.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223   -4.3676   -3.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -3.8974   -4.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6246   -2.8833   -2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724    1.6039    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.6550   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3980   -0.4505   -2.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9613   -2.4186   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791   -2.1577    1.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1624   -3.2509    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854   -2.3730   -0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127    0.0940    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5005    0.9292   -0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3320   -0.1206    0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    0.6116   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    2.7812    0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1187    0.5623    1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8446    0.2930    2.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2673    1.3653    2.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3458    3.4288    3.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6781    4.1060    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9720    4.0953    2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875    0.0969    2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2796   -1.1852    1.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0214    1.7228    0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6963    0.4474   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8120   -0.5773   -0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0144   -0.2020    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2291    1.6088    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2537    3.0313    3.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1278    2.6536    2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3708   -2.4234   -0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9941   -1.3860   -1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 22 31  1  0
  9  3  1  0
 30 25  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  8 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 29 61  1  0
 30 62  1  0
 31 63  1  0
 31 64  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      15.593  -4.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.260  -6.693   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.925  -6.693   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.925  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.710  -2.636   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.940  -3.970   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.940  -1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.592  -5.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.926  -4.383   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.259  -4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.400  -3.970   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.090  -2.636   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.260  -5.153   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.925  -5.153   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.630  -2.636   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       1.220  -1.303   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0       4.924  -4.383   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.650  -4.013   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   31                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   12                                                       
CONECT    8    9   10                                                       
CONECT    9    8   19                                                       
CONECT   10    8   20                                                       
CONECT   11    6   21                                                       
CONECT   12    7   21                                                       
CONECT   13   14   20                                                       
CONECT   14   13   23                                                       
CONECT   15   16   21                                                       
CONECT   16   15   28                                                       
CONECT   17   22   24                                                       
CONECT   18   22   28                                                       
CONECT   19    1    2    9                                                  
CONECT   20    3   10   13                                                  
CONECT   21   11   12   15                                                  
CONECT   22   17   18   25                                                  
CONECT   23   14   24   26                                                  
CONECT   24   17   23   31                                                  
CONECT   25   22   26   27                                                  
CONECT   26   23   25   29                                                  
CONECT   27   25   28   30                                                  
CONECT   28   16   18   27                                                  
CONECT   29   26                                                            
CONECT   30   27                                                            
CONECT   31    4   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0038587
HETATM    1  C1  UNL     1       0.324  -3.542  -3.862  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.872  -2.463  -3.127  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.133  -1.744  -2.196  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.176  -2.072  -1.963  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.874  -1.314  -1.014  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.280  -0.284  -0.341  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.058   0.016  -0.610  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.686   1.056   0.058  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.768  -0.713  -1.538  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.194  -0.371  -1.805  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.062  -1.350  -1.146  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.947  -1.140  -0.221  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.734  -2.325   0.310  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.211   0.191   0.340  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.657   0.614   0.105  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.837   1.965   0.699  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.723   2.175   1.661  1.00  0.00           C  
HETATM   18  C16 UNL     1       7.548   1.035   2.150  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.930   3.514   2.277  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.256   0.292   0.563  1.00  0.00           C  
HETATM   21  O3  UNL     1      -2.097   1.272   1.367  1.00  0.00           O  
HETATM   22  N1  UNL     1      -3.466  -0.430   0.411  1.00  0.00           N  
HETATM   23  C19 UNL     1      -4.732  -0.224   1.109  1.00  0.00           C  
HETATM   24  C20 UNL     1      -5.591   0.767   0.321  1.00  0.00           C  
HETATM   25  C21 UNL     1      -6.883   1.005   0.991  1.00  0.00           C  
HETATM   26  C22 UNL     1      -7.950   0.202   0.672  1.00  0.00           C  
HETATM   27  C23 UNL     1      -9.155   0.416   1.293  1.00  0.00           C  
HETATM   28  C24 UNL     1      -9.286   1.425   2.222  1.00  0.00           C  
HETATM   29  C25 UNL     1      -8.202   2.229   2.534  1.00  0.00           C  
HETATM   30  C26 UNL     1      -6.979   2.018   1.910  1.00  0.00           C  
HETATM   31  C27 UNL     1      -3.256  -1.445  -0.580  1.00  0.00           C  
HETATM   32  H1  UNL     1      -0.539  -3.166  -4.474  1.00  0.00           H  
HETATM   33  H2  UNL     1      -0.022  -4.368  -3.230  1.00  0.00           H  
HETATM   34  H3  UNL     1       1.070  -3.897  -4.602  1.00  0.00           H  
HETATM   35  H4  UNL     1      -1.625  -2.883  -2.501  1.00  0.00           H  
HETATM   36  H5  UNL     1       0.172   1.604   0.749  1.00  0.00           H  
HETATM   37  H6  UNL     1       2.419   0.655  -1.541  1.00  0.00           H  
HETATM   38  H7  UNL     1       2.398  -0.450  -2.920  1.00  0.00           H  
HETATM   39  H8  UNL     1       2.961  -2.419  -1.472  1.00  0.00           H  
HETATM   40  H9  UNL     1       4.879  -2.158   1.399  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.162  -3.251   0.158  1.00  0.00           H  
HETATM   42  H11 UNL     1       5.685  -2.373  -0.245  1.00  0.00           H  
HETATM   43  H12 UNL     1       4.113   0.094   1.474  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.501   0.929  -0.022  1.00  0.00           H  
HETATM   45  H14 UNL     1       6.332  -0.121   0.604  1.00  0.00           H  
HETATM   46  H15 UNL     1       5.920   0.612  -0.955  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.232   2.781   0.334  1.00  0.00           H  
HETATM   48  H17 UNL     1       8.119   0.562   1.306  1.00  0.00           H  
HETATM   49  H18 UNL     1       6.845   0.293   2.604  1.00  0.00           H  
HETATM   50  H19 UNL     1       8.267   1.365   2.937  1.00  0.00           H  
HETATM   51  H20 UNL     1       7.346   3.429   3.303  1.00  0.00           H  
HETATM   52  H21 UNL     1       7.678   4.106   1.673  1.00  0.00           H  
HETATM   53  H22 UNL     1       5.972   4.095   2.343  1.00  0.00           H  
HETATM   54  H23 UNL     1      -4.587   0.097   2.139  1.00  0.00           H  
HETATM   55  H24 UNL     1      -5.280  -1.185   1.112  1.00  0.00           H  
HETATM   56  H25 UNL     1      -5.021   1.723   0.310  1.00  0.00           H  
HETATM   57  H26 UNL     1      -5.696   0.447  -0.719  1.00  0.00           H  
HETATM   58  H27 UNL     1      -7.812  -0.577  -0.058  1.00  0.00           H  
HETATM   59  H28 UNL     1     -10.014  -0.202   1.061  1.00  0.00           H  
HETATM   60  H29 UNL     1     -10.229   1.609   2.721  1.00  0.00           H  
HETATM   61  H30 UNL     1      -8.254   3.031   3.254  1.00  0.00           H  
HETATM   62  H31 UNL     1      -6.128   2.654   2.160  1.00  0.00           H  
HETATM   63  H32 UNL     1      -3.371  -2.423  -0.037  1.00  0.00           H  
HETATM   64  H33 UNL     1      -3.994  -1.386  -1.413  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   35
CONECT    5    6    6   31
CONECT    6    7   20
CONECT    7    8    9    9
CONECT    8   36
CONECT    9   10
CONECT   10   11   37   38
CONECT   11   12   12   39
CONECT   12   13   14
CONECT   13   40   41   42
CONECT   14   15   43   44
CONECT   15   16   45   46
CONECT   16   17   17   47
CONECT   17   18   19
CONECT   18   48   49   50
CONECT   19   51   52   53
CONECT   20   21   21   22
CONECT   22   23   31
CONECT   23   24   54   55
CONECT   24   25   56   57
CONECT   25   26   26   30
CONECT   26   27   58
CONECT   27   28   28   59
CONECT   28   29   60
CONECT   29   30   30   61
CONECT   30   62
CONECT   31   63   64
END

HMDB0038587
     RDKit          3D
Hericerin
 64 66  0  0  0  0  0  0  0  0999 V2000
    0.3244   -3.5416   -3.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718   -2.4634   -3.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326   -1.7442   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -2.0719   -1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8745   -1.3145   -1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2795   -0.2843   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576    0.0161   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6859    1.0556    0.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7682   -0.7133   -1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1939   -0.3714   -1.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623   -1.3504   -1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9472   -1.1403   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7339   -2.3254    0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2107    0.1908    0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570    0.6140    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8373    1.9654    0.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7234    2.1754    1.6611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5476    1.0353    2.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9299    3.5141    2.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2558    0.2922    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    1.2720    1.3668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4662   -0.4299    0.4106 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7317   -0.2237    1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5905    0.7667    0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8827    1.0049    0.9906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9500    0.2016    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1552    0.4158    1.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2861    1.4252    2.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2022    2.2290    2.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9787    2.0178    1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2565   -1.4447   -0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5395   -3.1661   -4.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223   -4.3676   -3.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -3.8974   -4.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6246   -2.8833   -2.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724    1.6039    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.6550   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3980   -0.4505   -2.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9613   -2.4186   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791   -2.1577    1.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1624   -3.2509    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854   -2.3730   -0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127    0.0940    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5005    0.9292   -0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3320   -0.1206    0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205    0.6116   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    2.7812    0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1187    0.5623    1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8446    0.2930    2.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2673    1.3653    2.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3458    3.4288    3.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6781    4.1060    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9720    4.0953    2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875    0.0969    2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2796   -1.1852    1.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0214    1.7228    0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6963    0.4474   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8120   -0.5773   -0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0144   -0.2020    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2291    1.6088    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2537    3.0313    3.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1278    2.6536    2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3708   -2.4234   -0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9941   -1.3860   -1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 22 31  1  0
  9  3  1  0
 30 25  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  8 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 29 61  1  0
 30 62  1  0
 31 63  1  0
 31 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-(3,7-Dimethyl-2,6-octadienyl)-2,3-dihydro-7-hydroxy-5-methoxy-2-(2-phenylethyl)-1H-isoindol-1-one, 9ci	HMDB

Chemical Formula

C₂₇H₃₃NO₃

Average Molecular Weight

419.5558

Monoisotopic Molecular Weight

419.246043927

IUPAC Name

6-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-2,3-dihydro-1H-isoindol-1-one

Traditional Name

6-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3H-isoindol-1-one

CAS Registry Number

140381-53-9

SMILES

COC1=C(C\C=C(\C)CCC=C(C)C)C(O)=C2C(=O)N(CCC3=CC=CC=C3)CC2=C1

InChI Identifier

InChI=1S/C27H33NO3/c1-19(2)9-8-10-20(3)13-14-23-24(31-4)17-22-18-28(27(30)25(22)26(23)29)16-15-21-11-6-5-7-12-21/h5-7,9,11-13,17,29H,8,10,14-16,18H2,1-4H3/b20-13-

InChI Key

ULSKNVPXNYBAQZ-MOSHPQCFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

Aromatic monoterpenoid
Bicyclic monoterpenoid
Isoindolone
Monoterpenoid
Isoindole
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Azacycle
Ether
Carboxylic acid derivative
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038587)
Cell membrane (HMDB: HMDB0038587)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038587)

Source

Exogenous

Exogenous (HMDB: HMDB0038587)

Food

Food (HMDB: HMDB0038587)

Plant (HMDB: HMDB0038587)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038587)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	138 - 140 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0073 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	0.0015 g/L	ALOGPS
logP	6.3	ALOGPS
logP	6.61	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	129.34 m³·mol⁻¹	ChemAxon
Polarizability	50.05 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	197.602	31661259
DarkChem	[M-H]-	197.409	31661259
DeepCCS	[M+H]+	204.622	30932474
DeepCCS	[M-H]-	202.264	30932474
DeepCCS	[M-2H]-	235.642	30932474
DeepCCS	[M+Na]+	210.816	30932474
AllCCS	[M+H]+	208.6	32859911
AllCCS	[M+H-H2O]+	206.2	32859911
AllCCS	[M+NH4]+	210.8	32859911
AllCCS	[M+Na]+	211.5	32859911
AllCCS	[M-H]-	207.0	32859911
AllCCS	[M+Na-2H]-	207.6	32859911
AllCCS	[M+HCOO]-	208.3	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.	9.99 minutes	32390414
Predicted by Siyang on May 30, 2022	22.0641 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.91 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	32.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3510.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	545.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	277.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	246.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	210.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	908.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	979.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1955.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	812.3 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	1737.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	634.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	604.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	229.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	405.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hericerin	COC1=C(C\C=C(\C)CCC=C(C)C)C(O)=C2C(=O)N(CCC3=CC=CC=C3)CC2=C1	4443.0	Standard polar	33892256
Hericerin	COC1=C(C\C=C(\C)CCC=C(C)C)C(O)=C2C(=O)N(CCC3=CC=CC=C3)CC2=C1	3171.0	Standard non polar	33892256
Hericerin	COC1=C(C\C=C(\C)CCC=C(C)C)C(O)=C2C(=O)N(CCC3=CC=CC=C3)CC2=C1	3415.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hericerin,1TMS,isomer #1	COC1=CC2=C(C(=O)N(CCC3=CC=CC=C3)C2)C(O[Si](C)(C)C)=C1C/C=C(/C)CCC=C(C)C	3324.0	Semi standard non polar	33892256
Hericerin,1TBDMS,isomer #1	COC1=CC2=C(C(=O)N(CCC3=CC=CC=C3)C2)C(O[Si](C)(C)C(C)(C)C)=C1C/C=C(/C)CCC=C(C)C	3522.7	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 - Hericerin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k96-7429300000-f8180204c3489e5a35b8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hericerin GC-MS (1 TMS) - 70eV, Positive	splash10-00bc-4111900000-f9a90e183e3d2414bd2d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hericerin 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 - Hericerin 10V, Positive-QTOF	splash10-00di-0414900000-9969af5b6a62949402b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 20V, Positive-QTOF	splash10-0ab9-3924100000-46be3ebb024d90e3a2df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 40V, Positive-QTOF	splash10-0a4i-6900000000-484770997fd26b0481e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 10V, Negative-QTOF	splash10-014i-0000900000-a751d7ce295e0eec3fe9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 20V, Negative-QTOF	splash10-014i-1154900000-42571e11d27d5a39b708	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 40V, Negative-QTOF	splash10-0007-6492000000-e38f06ceb416e0e6647c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 10V, Negative-QTOF	splash10-014i-0000900000-dd10e18085c0555c8467	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 20V, Negative-QTOF	splash10-014i-0066900000-1cde04e4d6dd92681aa6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 40V, Negative-QTOF	splash10-0g06-3359200000-6df7deffd4f4e7f483cd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 10V, Positive-QTOF	splash10-00di-0000900000-0b7017e418fabc9c9a2b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 20V, Positive-QTOF	splash10-01po-4269100000-5457dc079e4c802c77e8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hericerin 40V, Positive-QTOF	splash10-0a4i-4900000000-06b57c0a8e43acf64120	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB017977

KNApSAcK ID

Not Available

Chemspider ID

30777272

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752403

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1869631

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Hericerin (HMDB0038587)

MOL for HMDB0038587 (Hericerin)

3D MOL for HMDB0038587 (Hericerin)

3D SDF for HMDB0038587 (Hericerin)

3D-SDF for HMDB0038587 (Hericerin)

PDB for HMDB0038587 (Hericerin)

3D PDB for HMDB0038587 (Hericerin)

SMILES for HMDB0038587 (Hericerin)

INCHI for HMDB0038587 (Hericerin)

Structure for HMDB0038587 (Hericerin)

3D Structure for HMDB0038587 (Hericerin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra