Summary

IMPPAT Phytochemical identifier: IMPHY002214

Phytochemical name: (1R,2S,5R,8S,9R,17R,18S,21R,24R,26S,27S)-5-hydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosa-11,14-diene-4,10,22,29-tetrone

Synonymous chemical names:
physalin b

External chemical identifiers:
CID:101650337

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Chemical structure information

SMILES:
O=C1O[C@@H]2C[C@]3([C@@H]1CO[C@]14C(=O)[C@H]3[C@@]3([C@@]2(C)OC(=O)[C@]3(O)CC[C@H]2[C@@H]4CC=C3[C@]2(C)C(=O)C=CC3)O1)C

InChI:
InChI=1S/C28H30O9/c1-23-11-18-25(3)28-19(23)20(30)27(37-28,34-12-16(23)21(31)35-18)15-8-7-13-5-4-6-17(29)24(13,2)14(15)9-10-26(28,33)22(32)36-25/h4,6-7,14-16,18-19,33H,5,8-12H2,1-3H3/t14-,15-,16+,18+,19+,23-,24-,25-,26+,27-,28-/m0/s1

InChIKey:
HVTFEHJSUSPQBK-DRUGUXLVSA-N

DeepSMILES:
O=CO[C@@H]C[C@][C@@H]6CO[C@@]C=O)[C@H]7[C@@][C@@]%11C)OC=O)[C@]5O)CC[C@H][C@@H]%12CC=C[C@]6C)C=O)C=CC6))))))))))))))))O5))))))))C

Functional groups:
CC=C(C)C, CC=CC(C)=O, CO, COC(C)=O, CO[C@@]1(C)OCCC1=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC2CC3C1COC14OC5(C(CCC6C7C(=O)C=CCC7=CCC61)C(=O)OC25)C3C4=O

Scaffold Graph/Node level:
OC1CCCC2CCC3C(CCC4C(O)OC5C6CC7C(COC38OC45C7C8O)C(O)O6)C12

Scaffold Graph level:
CC1CC2CC3C1CCC14CC5(C(CCC6C7C(C)CCCC7CCC61)C(C)CC25)C3C4C

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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: Physalins and derivatives

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Steroids

NP Classifier Class: Ergostane steroids

NP-Likeness score: 3.949

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Chemical structure download