Summary

IMPPAT Phytochemical identifier: IMPHY000703

Phytochemical name: (1R,5R,7R,8S)-4-hydroxy-8-methyl-1-(2-methylbutanoyl)-3,5,7-tris(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)bicyclo[3.3.1]non-3-ene-2,9-dione

Synonymous chemical names:
adhyperforin

External chemical identifiers:
CID:100925187

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Chemical structure information

SMILES:
CCC(C(=O)[C@]12C(=O)C(=C([C@@](C1=O)(CC=C(C)C)C[C@H]([C@]2(C)CCC=C(C)C)CC=C(C)C)O)CC=C(C)C)C

InChI:
InChI=1S/C36H54O4/c1-12-27(10)30(37)36-32(39)29(18-16-25(6)7)31(38)35(33(36)40,21-19-26(8)9)22-28(17-15-24(4)5)34(36,11)20-13-14-23(2)3/h14-16,19,27-28,38H,12-13,17-18,20-22H2,1-11H3/t27?,28-,34+,35-,36+/m1/s1

InChIKey:
MGKCAFQXBAFOSW-MFGNAIENSA-N

DeepSMILES:
CCCC=O)[C@]C=O)C=C[C@@]C6=O))CC=CC)C))))C[C@H][C@]8C)CCC=CC)C))))))CC=CC)C)))))))O))CC=CC)C))))))))C

Functional groups:
CC(C(C)=O)=C(C)O, CC(C)=O, CC=C(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CC2CCCC1C2=O

Scaffold Graph/Node level:
OC1CCC2CCCC1C2O

Scaffold Graph level:
CC1CCC2CCCC1C2C

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Monoterpenoids

NP Classifier Biosynthetic pathway: Polyketides, Terpenoids

NP Classifier Superclass: Meroterpenoids

NP Classifier Class: Polyprenylated cyclic polyketides (Hop meroterpenoids)

NP-Likeness score: 2.609

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Chemical structure download