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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:
31519-22-9
Molecular Weight:
204.18
EC Number:
250-674-7
MDL number:
MFCD00010370
UNSPSC Code:
12352100
PubChem Substance ID:
24856853
NACRES:
NA.22

Quality Level

100

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Site of prenylation reaction in synthesis of phylloquinone (vitamin K1) by spinach chloroplasts.
G Schultz et al.
European journal of biochemistry, 117(2), 329-332 (1981-07-01)
Biosynthesis of vitamin K (menaquinone) in bacteria.
R Bentley et al.
Microbiological reviews, 46(3), 241-280 (1982-09-01)
Pallavi P Murugkar et al.
Journal of oral microbiology, 12(1), 1814666-1814666 (2020-11-20)
The vast majority of bacteria on earth have not yet been cultivated. There are many bacterial phyla with no cultivated examples including most members of the Candidate Phylum Radiation with the exception of human oral isolates from the phylum Saccharibacteria.
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
M Matsubara et al.
Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA, 21(8), 1437-1447 (2009-10-09)
The main component of the metabolic by-products of fermentation by Propionibacterium freudenreichii ET-3 is 1,4-dihydroxy-2-naphthoic acid (DHNA), which has a naphthoquinone skeleton, as in vitamin K2. This study showed that DHNA improved bone mass reduction with osteoporosis model mice caused
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