Summary

IMPPAT Phytochemical identifier: IMPHY002268

Phytochemical name: [(2S,3R,6R,8S,11R,12R,18R)-18-(furan-3-yl)-2,11-dihydroxy-3,9,9,17-tetramethyl-5,10,20-trioxo-4,7,19-trioxahexacyclo[11.7.1.02,11.03,8.06,8.017,21]henicosa-1(21),13-dien-12-yl] acetate

Synonymous chemical names:
dukunolide c

External chemical identifiers:
CID:101419918

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Chemical structure information

SMILES:
CC(=O)O[C@@H]1C2=CCCC3(C2=C([C@@]2([C@@]1(O)C(=O)C(C)(C)[C@]14[C@]2(C)OC(=O)[C@@H]4O1)O)C(=O)O[C@H]3c1ccoc1)C

InChI:
InChI=1S/C28H28O11/c1-12(29)36-18-14-7-6-9-24(4)15(14)16(20(30)37-17(24)13-8-10-35-11-13)27(34)25(5)28(19(38-28)21(31)39-25)23(2,3)22(32)26(18,27)33/h7-8,10-11,17-19,33-34H,6,9H2,1-5H3/t17-,18+,19-,24?,25+,26-,27+,28+/m0/s1

InChIKey:
HOJFTRARYIFTJU-KGARTDGWSA-N

DeepSMILES:
CC=O)O[C@@H]C=CCCCC6=C[C@@][C@@]%10O)C=O)CC)C)[C@@][C@]6C)OC=O)[C@@H]5O6)))))))))O))C=O)O[C@H]6cccoc5))))))))))C

Functional groups:
CC(=O)OC, CC(C)=O, CC=C(C)C1=C(C)C(=O)OCC1, CO, C[C@@]12COC(=O)[C@@H]1O2, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC(c2ccoc2)C2CCC=C3CC4C(=O)CC56OC5C(=O)OC6C4C1=C32

Scaffold Graph/Node level:
OC1CC23OC2C(O)OC3C2C1CC1CCCC3C(C4CCOC4)OC(O)C2C13

Scaffold Graph level:
CC1CC23CC2C(C)CC3C2C1CC1CCCC3C(C4CCCC4)CC(C)C2C13

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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: Limonoids

NP-Likeness score: 2.181

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Chemical structure download