Summary

IMPPAT Phytochemical identifier: IMPHY010467

Phytochemical name: (1S,5R,6R,7S,11R,13S,17S,18S,19R)-5,17-dihydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.05,19.013,18]nonadec-14-ene-4,9,16-trione

Synonymous chemical names:
shinjudilactone

External chemical identifiers:
CID:10317384, ChEMBL:CHEMBL164428, ZINC:ZINC000006488796

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Chemical structure information

SMILES:
O=C1O[C@@H]2C[C@H]3C(=CC(=O)[C@H]([C@@]3([C@@H]3[C@@]42[C@@H](C1)[C@@H](C)[C@]3(O)C(=O)OC4)C)O)C

InChI:
InChI=1S/C20H24O7/c1-8-4-12(21)15(23)18(3)10(8)5-13-19-7-26-17(24)20(25,16(18)19)9(2)11(19)6-14(22)27-13/h4,9-11,13,15-16,23,25H,5-7H2,1-3H3/t9-,10+,11+,13-,15-,16-,18-,19-,20-/m1/s1

InChIKey:
XCAPDGKSNAMUQC-XRFSQBOSSA-N

DeepSMILES:
O=CO[C@@H]C[C@H]C=CC=O)[C@H][C@@]6[C@@H][C@]%10[C@@H]C%14)[C@@H]C)[C@]5O)C=O)OC7))))))))C))O))))C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CC2CC3OC(=O)CC4CC5C(=O)OCC43C5C2C1

Scaffold Graph/Node level:
OC1CCC2CC3OC(O)CC4CC5C(O)OCC43C5C2C1

Scaffold Graph level:
CC1CCC2CC3CC(C)CC4CC5C(C)CCC34C5C2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Naphthopyrans

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Quassinoids

NP-Likeness score: 3.926

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Chemical structure download