Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID006534

Phytochemical name: Usnic acid

Synonymous chemical names:
usnic acid, Usnic acid, usnic acidd-

External chemical identifiers:
CID:CID_5646, ChEMBL:CHEMBL1375951, ChEBI:CHEBI:2264, SureChEMBL:SCHEMBL177774, MolPort-001-832-622

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Chemical structure information

SMILES:
CC(=O)C1C(=O)C=C2C(C1=O)(C)c1c(O)c(C)c(c(c1O2)C(=O)C)O

InChI:
InChI=1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,11,22-23H,1-4H3

InChIKey:
CUCUKLJLRRAKFN-UHFFFAOYSA-N

DeepSMILES:
CC=O)CC=O)C=CCC6=O))C)ccO)cC)ccc6O9))C=O)C)))O

Functional groups:
CC(C)=O, cOC(=CC(=O)C)C, CC(=O)C, cO, cC(C)=O

Link to spectral information:
MSBNK-Washington_State_Univ-BML82321, MSBNK-Washington_State_Univ-BML00262, MSBNK-Washington_State_Univ-BML00269, MSBNK-Washington_State_Univ-BML00276, MSBNK-Washington_State_Univ-BML82322, MSBNK-Washington_State_Univ-BML82323

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=C2Oc3ccccc3C2C(=O)C1

Scaffold Graph/Node level:
OC1CC(O)C2C(C1)OC1CCCCC12

Scaffold Graph level:
CC1CC(C)C2C(C1)CC1CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Benzenoids

ClassyFire Class: Benzene and substituted derivatives

ClassyFire Subclass: Acetophenones

NP Classifier Biosynthetic pathway: Polyketides

NP Classifier Superclass: Aromatic polyketides

NP Classifier Class: Usnic acid and derivatives

NP-Likeness score: 1.804

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Chemical structure download