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281255

Sigma-Aldrich

1,4-Dihydroxy-2-naphthoic acid

97%

Synonym(s):

1,4-Dihydroxy-2-carboxy naphthoic acid, 1,4-Dihydroxy-2-naphthalenecarboxylic acid, 1,4-Dihydroxy-2-naphthoate

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About This Item

Linear Formula:
(HO)2C10H5CO2H
CAS Number:
Molecular Weight:
204.18
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

220 °C (dec.) (lit.)

SMILES string

OC(=O)c1cc(O)c2ccccc2c1O

InChI

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

InChI key

VOJUXHHACRXLTD-UHFFFAOYSA-N

General description

1,4-Dihydroxy-2-naphthoic acid from Propionibacterium freudenreichii is known to promote the proliferation of Bifidobacterium. It has potential therapeutic application for psoriasis treatment.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Minjiao Chen et al.
Journal of bacteriology, 195(12), 2768-2775 (2013-04-09)
Escherichia coli is used as a model organism for elucidation of menaquinone biosynthesis, for which a hydrolytic step from 1,4-dihydroxy-2-naphthoyl-coenzyme A (DHNA-CoA) to 1,4-dihydroxy-2-naphthoate is still unaccounted for. Recently, a hotdog fold thioesterase has been shown to catalyze this conversion
Vitamin K biosynthesis in bacteria--precursors, intermediates, enzymes, and genes.
R Bentley et al.
Journal of natural products, 46(1), 44-59 (1983-01-01)
Toshio Furumoto
Bioscience, biotechnology, and biochemistry, 73(11), 2535-2537 (2009-11-10)
The incorporation of [1-(13)C]glucose into 2,3-epoxysesamone, the main prenylnaphthoquinone in a hairy root culture of Sesamum indicum, indicated that the naphthoquinone moiety and dimethylallyl group were respectively derived from o-succinylbenzoate produced through a shikimate pathway and non-mevalonate pathway. The labeling
Kumiko Nagata et al.
Helicobacter, 15(5), 422-429 (2010-11-19)
Triple therapy with amoxicillin, clarithromycin, and a proton-pump inhibitor is a common therapeutic strategy for the eradication of Helicobacter pylori (H. pylori). However, frequent appearance of clarithromycin-resistant strains is a therapeutic challenge. While various quinones are known to specifically inhibit
Chong-Fai Mok et al.
Evidence-based complementary and alternative medicine : eCAM, 2013, 792840-792840 (2013-05-22)
Psoriasis, which affects approximately 1-3% of the population worldwide, is a chronic inflammatory skin disorder characterized by epidermal keratinocytes hyperproliferation, abnormal differentiation, and inflammatory infiltration. Decrease in keratinocyte apoptosis is a specific pathogenic phenomenon in psoriasis. Chinese herbs have been

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