Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID000387

Phytochemical name: Lapachol

Synonymous chemical names:
Tecomin, Lapachol, 2-hydroxy-3(3-methyl-2-butenyl)-1,4-naphthaquinone (lapachol), tecomin, lapachol

External chemical identifiers:
CID:CID_3884, ZINC:ZINC000078934733, SureChEMBL:SCHEMBL157256

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Chemical structure information

SMILES:
CC(=CCC1=C(O)c2c(C(=O)C1=O)cccc2)C

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

InChIKey:
CWPGNVFCJOPXFB-UHFFFAOYSA-N

DeepSMILES:
CC=CCC=CO)ccC=O)C6=O)))cccc6))))))))))C

Functional groups:
CC=C(C)C, CC1=C(O)ccC(=O)C1=O

Link to spectral information:
MSBNK-Fiocruz-FIO00567, MSBNK-Fiocruz-FIO00566, MSBNK-Fiocruz-FIO00565, MSBNK-Fiocruz-FIO00564, MSBNK-Fiocruz-FIO00563, MSBNK-Fiocruz-FIO00561, MSBNK-Fiocruz-FIO00560, MSBNK-Fiocruz-FIO00559, MSBNK-Fiocruz-FIO00558, MSBNK-Fiocruz-FIO00562

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=Cc2ccccc2C1=O

Scaffold Graph/Node level:
OC1CCC2CCCCC2C1O

Scaffold Graph level:
CC1CCC2CCCCC2C1C

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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: 1.333

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Chemical structure download