Summary

IMPPAT Phytochemical identifier: IMPHY000618

Phytochemical name: Cafestol

Synonymous chemical names:
cafestol

External chemical identifiers:
CID:108052, ChEMBL:CHEMBL1407645, ChEBI:3291, ZINC:ZINC000004097876, FDASRS:AC465T6Q6W, SureChEMBL:SCHEMBL93865, MolPort-044-561-186

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Chemical structure information

SMILES:
OC[C@@]1(O)C[C@@]23C[C@H]1CC[C@H]3[C@]1([C@H](CC2)c2ccoc2CC1)C

InChI:
InChI=1S/C20H28O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1

InChIKey:
DNJVYWXIDISQRD-HWUKTEKMSA-N

DeepSMILES:
OC[C@@]O)C[C@]C[C@H]5CC[C@H]6[C@][C@H]CC%10))cccoc5CC9))))))))C

Functional groups:
CO, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1cc2c(o1)CCC1C2CCC23CCC(CCC12)C3

Scaffold Graph/Node level:
C1CC2C(CCC3C2CCC24CCC(CCC32)C4)O1

Scaffold Graph level:
C1CC2CCC3C(CCC45CCC(CCC34)C5)C2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Naphthofurans

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Diterpenoids

NP Classifier Class: Norkaurane diterpenoids

NP-Likeness score: 3.298

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Chemical structure download