Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID009497

Phytochemical name: alpha-Lapachone

Synonymous chemical names:
alpha-lapachone

External chemical identifiers:
CID:CID_72732, ChEMBL:CHEMBL441441, ZINC:ZINC000001628348, FDASRS:VPE3AOX9QV, SureChEMBL:SCHEMBL102553, MolPort-001-846-255

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Chemical structure information

SMILES:
O=C1C2=C(CCC(O2)(C)C)C(=O)c2c1cccc2

InChI:
InChI=1S/C15H14O3/c1-15(2)8-7-11-12(16)9-5-3-4-6-10(9)13(17)14(11)18-15/h3-6H,7-8H2,1-2H3

InChIKey:
PJWHOPKRRBUSDH-UHFFFAOYSA-N

DeepSMILES:
O=CC=CCCCO6)C)C))))C=O)cc6cccc6

Functional groups:
COC1=C(C)C(=O)ccC1=O

Link to spectral information:
MSBNK-Fiocruz-FIO00320, MSBNK-Fiocruz-FIO00319, MSBNK-Fiocruz-FIO00321, MSBNK-Fiocruz-FIO00317, MSBNK-Fiocruz-FIO00318

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C2=C(OCCC2)C(=O)c2ccccc21

Scaffold Graph/Node level:
OC1C2CCCCC2C(O)C2OCCCC12

Scaffold Graph level:
CC1C2CCCCC2C(C)C2CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Naphthopyrans

ClassyFire Subclass: Naphthopyranones

NP Classifier Biosynthetic pathway: Polyketides

NP Classifier Superclass: Naphthalenes

NP Classifier Class: Naphthoquinones

NP-Likeness score: 1.547

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Chemical structure download