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275271

Sigma-Aldrich

3,7-Dihydroxy-2-naphthoic acid

95%

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About This Item

Linear Formula:
(HO)2C10H5CO2H
CAS Number:
Molecular Weight:
204.18
Beilstein/REAXYS Number:
3288005
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Quality Level

assay

95%

form

powder

mp

265 °C±10 °C (dec.) (lit.)

SMILES string

OC(=O)c1cc2cc(O)ccc2cc1O

InChI

1S/C11H8O4/c12-8-2-1-6-5-10(13)9(11(14)15)4-7(6)3-8/h1-5,12-13H,(H,14,15)

InChI key

QMWOUSYSNFCKAZ-UHFFFAOYSA-N

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General description

3,7-Dihydroxy-2-naphthoic acid served as a substrate for the enzyme NcsB1 (an O-methyltransferase involved in the biosynthesis of the enediyne antitumor antibiotic neocarzinostatin) in the NcsB1-catalyzed O-methylation of 2,7-dihydroxy-5-methyl-1-naphthoic acid.

Application

3,7-Dihydroxy-2-naphthoic acid was used in the synthesis of 3-hydroxy-7-methoxy-2-naphthoic acid.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Yinggang Luo et al.
The Journal of biological chemistry, 283(21), 14694-14702 (2008-04-05)
Neocarzinostatin, a clinical anticancer drug, is the archetypal member of the chromoprotein family of enediyne antitumor antibiotics that are composed of a nonprotein chromophore and an apoprotein. The neocarzinostatin chromophore consists of a nine-membered enediyne core, a deoxyaminosugar, and a

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