Summary

IMPPAT Phytochemical identifier: IMPHY011365

Phytochemical name: (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-carboxylic acid

Synonymous chemical names:
diosbulbin c, diosbulbin-c

External chemical identifiers:
CID:91895309, ZINC:ZINC000006032344, MolPort-035-705-825

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Chemical structure information

SMILES:
O[C@H]1C[C@@H](C(=O)O)[C@@H]2[C@@H](C1)[C@]1(C)C[C@@H](O[C@]31C[C@@H]2OC3=O)c1cocc1

InChI:
InChI=1S/C19H22O7/c1-18-6-13(9-2-3-24-8-9)26-19(18)7-14(25-17(19)23)15-11(16(21)22)4-10(20)5-12(15)18/h2-3,8,10-15,20H,4-7H2,1H3,(H,21,22)/t10-,11+,12+,13+,14-,15+,18-,19+/m0/s1

InChIKey:
UYALWPKCIMKALF-YHPVUIEZSA-N

DeepSMILES:
O[C@H]C[C@@H]C=O)O))[C@@H][C@@H]C6)[C@]C)C[C@@H]O[C@@]5C[C@@H]9OC5=O)))))))ccocc5

Functional groups:
CC(=O)O, 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: 2.989

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Chemical structure download