Summary

IMPPAT Phytochemical identifier: IMPHY003177

Phytochemical name: (1S,4aS,5R,6R,8R,8aR)-5-[2-(furan-3-yl)ethyl]-5,8-dihydroxy-1,4a,6-trimethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Synonymous chemical names:
marrubic acid

External chemical identifiers:
CID:237620, ZINC:ZINC000004792350

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Chemical structure information

SMILES:
O[C@@H]1C[C@@H](C)[C@]([C@@]2([C@@H]1[C@](C)(CCC2)C(=O)O)C)(O)CCc1cocc1

InChI:
InChI=1S/C20H30O5/c1-13-11-15(21)16-18(2,17(22)23)7-4-8-19(16,3)20(13,24)9-5-14-6-10-25-12-14/h6,10,12-13,15-16,21,24H,4-5,7-9,11H2,1-3H3,(H,22,23)/t13-,15-,16+,18+,19+,20-/m1/s1

InChIKey:
XNJHGRHUXRWGMG-OBHOOXMTSA-N

DeepSMILES:
O[C@@H]C[C@@H]C)[C@][C@@][C@@H]6[C@]C)CCC6)))C=O)O))))C))O)CCccocc5

Functional groups:
CC(=O)O, CO, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1cc(CCC2CCCC3CCCCC32)co1

Scaffold Graph/Node level:
C1CCC2C(C1)CCCC2CCC1CCOC1

Scaffold Graph level:
C1CCC(CCC2CCCC3CCCCC32)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Diterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Diterpenoids

NP Classifier Class: Labdane diterpenoids

NP-Likeness score: 2.958

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Chemical structure download