Summary

IMPPAT Phytochemical identifier: IMPHY003978

Phytochemical name: Shikonin

Synonymous chemical names:
arnebin-4, shikonin

External chemical identifiers:
CID:479503, ChEMBL:CHEMBL9470, ChEBI:81068, ZINC:ZINC000002015152, FDASRS:3IK6592UBW, SureChEMBL:SCHEMBL33969, MolPort-005-932-876

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Chemical structure information

SMILES:
CC(=CC[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)O)C

InChI:
InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m1/s1

InChIKey:
NEZONWMXZKDMKF-SNVBAGLBSA-N

DeepSMILES:
CC=CC[C@H]C=CC=O)ccC6=O))cO)ccc6O))))))))))O))))C

Functional groups:
CC1=CC(=O)ccC1=O, CC=C(C)C, CO, cO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CC(=O)c2ccccc21

Scaffold Graph/Node level:
OC1CCC(O)C2CCCCC12

Scaffold Graph level:
CC1CCC(C)C2CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Benzenoids

ClassyFire Class: Naphthalenes

ClassyFire Subclass: Naphthoquinones

NP Classifier Biosynthetic pathway: Polyketides

NP Classifier Superclass: Naphthalenes

NP Classifier Class: Naphthoquinones

NP-Likeness score: 2.146

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Chemical structure download