NP-MRD: Showing NP-Card for 6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one (NP0296924)

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Record Information

Version

2.0

Created at

2022-09-10 06:49:04 UTC

Updated at

2022-09-10 06:49:05 UTC

NP-MRD ID

NP0296924

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one

Description

Hericenone B belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. 6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one is found in Hericium erinaceus. Based on a literature review very few articles have been published on Hericenone B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102208492D          

 32 34  0  0  0  0            999 V2000
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3409    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
 23 32  1  0  0  0  0
  5 32  1  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
    0.9848   -3.6879    2.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790   -2.9244    1.1241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1006   -2.3951    0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -2.6148    1.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4933   -2.0945    0.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4573   -1.3491   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2319   -1.1412   -1.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1538   -0.3938   -2.2750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0364   -1.6552   -0.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585   -1.3952   -1.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9985   -0.3843   -0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225   -0.5634   -0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314   -1.8162   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9017    0.5255    0.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1329    0.9850   -0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386    0.5125   -1.1023 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9080    2.0414    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0212    2.5254    0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5551    2.0089   -1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7500    3.6147    0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8174   -0.9525   -0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1451   -0.2461   -1.8792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6805   -1.4804    0.1186 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1175   -1.2698    0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5522   -0.0319    0.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9428    1.1941    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7377    1.6487    0.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2244    2.7977    0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320    3.5004   -0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0474    3.0178   -1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5931    1.8843   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8936   -2.1933    1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -3.0292    3.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9582   -4.1662    2.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -4.4916    2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3564   -3.1992    2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9609   -0.0047   -2.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0101   -1.1074   -2.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150   -2.3692   -1.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4516    0.5627   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170   -1.8403   -1.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4655   -2.7470   -0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -1.8231    0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2013    1.3774    0.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1756    0.2342    1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5684    2.4664    1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8551    2.1841   -2.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8152    0.9291   -1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5476    2.5027   -1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5698    3.0972    1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0650    4.0683    1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1459    4.3170    0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5040   -1.2162   -0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5987   -2.1445    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6552    0.0460    0.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3109   -0.0433    1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1977    1.1295    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2745    3.1567    0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4049    4.4074   -1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    3.5934   -2.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5528    1.5155   -1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0203   -1.7857    2.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1282   -3.2870    1.1024 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 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 23 32  1  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  2  0
 15 17  1  0
 17 18  2  3
 18 19  1  0
 18 20  1  0
  9  3  1  0
 32  5  1  0
 31 26  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 27 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  0
 32 62  1  0
 32 63  1  0
  8 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 17 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
M  END


  Mrv1652309102208492D          

 32 34  0  0  0  0            999 V2000
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3409    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
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 26 31  1  0  0  0  0
 23 32  1  0  0  0  0
  5 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296924

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(=O)N(CCC3=CC=CC=C3)C2)C(O)=C1C\C=C(/C)CC(=O)C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H31NO4/c1-18(2)14-22(29)15-19(3)10-11-23-24(32-4)16-21-17-28(27(31)25(21)26(23)30)13-12-20-8-6-5-7-9-20/h5-10,14,16,30H,11-13,15,17H2,1-4H3/b19-10+

> <INCHI_KEY>
ZJTHOPGQZOXEJX-VXLYETTFSA-N

> <FORMULA>
C27H31NO4

> <MOLECULAR_WEIGHT>
433.548

> <EXACT_MASS>
433.225308482

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
49.434043682473124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
5.793171973333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.597952422096235

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.804894585553494

> <JCHEM_PKA_STRONGEST_BASIC>
-1.641885330238242

> <JCHEM_POLAR_SURFACE_AREA>
66.84

> <JCHEM_REFRACTIVITY>
129.95959999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.865   4.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.865   5.923   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.199   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.199   2.073   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.865   1.303   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.533   1.303   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.533  -0.237   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.866  -1.007   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.199  -1.007   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.744   5.553   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      -1.173   2.843   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.793   0.175   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.333   0.175   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.103   1.509   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.333   2.843   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   32                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    6   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   32                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
CONECT   32   23    5                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₁NO₄

Average Mass

433.5480 Da

Monoisotopic Mass

433.22531 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(=O)N(CCC3=CC=CC=C3)C2)C(O)=C1C\C=C(/C)CC(=O)C=C(C)C

InChI Identifier

InChI=1S/C27H31NO4/c1-18(2)14-22(29)15-19(3)10-11-23-24(32-4)16-21-17-28(27(31)25(21)26(23)30)13-12-20-8-6-5-7-9-20/h5-10,14,16,30H,11-13,15,17H2,1-4H3/b19-10+

InChI Key

ZJTHOPGQZOXEJX-VXLYETTFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hericium erinaceus	LOTUS Database	35616633

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
Monoterpenoid
Isoindolone
Isoindole
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Vinylogous acid
Alpha,beta-unsaturated ketone
Tertiary carboxylic acid amide
Enone
Carboxamide group
Lactam
Ketone
Ether
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	5.79	ChemAxon
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.84 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	129.96 m³·mol⁻¹	ChemAxon
Polarizability	49.43 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00023976

Chemspider ID

78434889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14482559

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one (NP0296924)

MOL for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)

3D MOL for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)

3D SDF for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)

3D-SDF for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)

PDB for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)

3D PDB for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)

SMILES for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)

INCHI for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)

Structure for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)

3D Structure for NP0296924 (6-[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]-7-hydroxy-5-methoxy-2-(2-phenylethyl)-3h-isoindol-1-one)