Summary

IMPPAT Phytochemical identifier: IMPHY005219

Phytochemical name: methyl (1S,3R,5S,6R,8R,10R,11S,12S)-3-(furan-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.01,5.06,11]pentadecane-10-carboxylate

Synonymous chemical names:
diosbulbin a, diosbulbin-a, furanoid norditerpenes-diosbulbins a

External chemical identifiers:
CID:21723240, ZINC:ZINC000006032345

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Chemical structure information

SMILES:
COC(=O)[C@@H]1C[C@H](O)C[C@@H]2[C@@H]1[C@H]1OC(=O)[C@]3(C1)[C@@]2(C)C[C@@H](O3)c1cocc1

InChI:
InChI=1S/C20H24O7/c1-19-7-14(10-3-4-25-9-10)27-20(19)8-15(26-18(20)23)16-12(17(22)24-2)5-11(21)6-13(16)19/h3-4,9,11-16,21H,5-8H2,1-2H3/t11-,12+,13+,14+,15-,16+,19-,20+/m0/s1

InChIKey:
OPNWTAMLIMDKEY-UWGSWSTESA-N

DeepSMILES:
COC=O)[C@@H]C[C@H]O)C[C@@H][C@@H]6[C@H]OC=O)[C@]C5)[C@@]7C)C[C@@H]O5)ccocc5

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC2CC13OC(c1ccoc1)CC3C1CCCCC21

Scaffold Graph/Node level:
OC1OC2CC13OC(C1CCOC1)CC3C1CCCCC21

Scaffold Graph level:
CC1CC2CC13CC(C1CCCC1)CC3C1CCCCC21

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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: Colensane and Clerodane diterpenoids

NP-Likeness score: 2.914

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Chemical structure download