Summary

IMPPAT Phytochemical identifier: IMPHY002476

Phytochemical name: (4R,5S,15R)-15-[(2S,3R,4R)-3,4-dihydroxy-6-methyl-5-methylideneheptan-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-8-one

Synonymous chemical names:
dolicholide

External chemical identifiers:
CID:101608671

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Chemical structure information

SMILES:
O[C@H]([C@H]([C@H]1CCC2C1(C)CCC1C2COC(=O)C2C1(C)C[C@@H](O)[C@H](C2)O)C)[C@@H](C(=C)C(C)C)O

InChI:
InChI=1S/C28H46O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14,16-25,29-32H,3,7-13H2,1-2,4-6H3/t16-,17?,18+,19?,20?,21?,22-,23+,24+,25+,27?,28?/m0/s1

InChIKey:
PPFRJNLKWADOTL-SSIUHVNYSA-N

DeepSMILES:
O[C@H][C@H][C@H]CCCC5C)CCCC6COC=O)CC7C)C[C@@H]O)[C@H]C6)O))))))))))))))))))C))[C@@H]C=C)CC)C)))O

Functional groups:
C=C(C)C, CO, COC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OCC2C3CCCC3CCC2C2CCCCC12

Scaffold Graph/Node level:
OC1OCC2C3CCCC3CCC2C2CCCCC12

Scaffold Graph level:
CC1CCC2C3CCCC3CCC2C2CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Steroid lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Ergostane steroids

NP-Likeness score: 2.626

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Chemical structure download