Summary

IMPPAT Phytochemical identifier: IMPHY010420

Phytochemical name: [(1R,2R,6S,8S,10S,12S)-8-methyl-3-methylidene-4,14-dioxo-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadec-13(16)-en-12-yl] acetate

Synonymous chemical names:
scandenolide

External chemical identifiers:
CID:101324872, ZINC:ZINC000238766919

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Chemical structure information

SMILES:
CC(=O)O[C@H]1C[C@@H]2O[C@@]2(C)C[C@H]2[C@H]([C@H]3C=C1C(=O)O3)C(=C)C(=O)O2

InChI:
InChI=1S/C17H18O7/c1-7-14-11-4-9(16(20)22-11)10(21-8(2)18)5-13-17(3,24-13)6-12(14)23-15(7)19/h4,10-14H,1,5-6H2,2-3H3/t10-,11+,12-,13-,14-,17-/m0/s1

InChIKey:
SLIMCFUYVZKJTC-GQIYNRNISA-N

DeepSMILES:
CC=O)O[C@H]C[C@@H]O[C@@]3C)C[C@H][C@H][C@H]C=C%11C=O)O5)))))C=C)C=O)O5

Functional groups:
C=C1CCOC1=O, CC(=O)OC, CC1=CCOC1=O, C[C@@H]1O[C@]1(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2CC3OC3CCC3=CC(OC3=O)C12

Scaffold Graph/Node level:
CC1C(O)OC2CC3OC3CCC3CC(OC3O)C21

Scaffold Graph level:
CC1CC2CC1CCC1CC1CC1CC(C)C(C)C21

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic acids and derivatives

ClassyFire Class: Carboxylic acids and derivatives

ClassyFire Subclass: Tricarboxylic acids and derivatives

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP Classifier Class: Germacrane sesquiterpenoids

NP-Likeness score: 3.524

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Chemical structure download