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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

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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Yoshikiyo Okada et al.
Journal of leukocyte biology, 94(3), 473-480 (2013-06-27)
The anti-inflammatory mechanism of prebiotics has recently been shown to have an impact on the host immune system. DHNA from Propionibacterium freudenreichii is known to promote the proliferation of Bifidobacterium and can ameliorate colitis, although its mode of action remains
Junichi Sakai et al.
Bioorganic & medicinal chemistry, 16(9), 4854-4859 (2008-04-05)
Ac-DNLD-CHO is a novel caspase-3 specific peptide inhibitor that was rationally designed by our computational strategy. The specificity was shown to be due to the specific interaction of NLD moiety with the active site of caspase-3 on the basis of
Y Saito et al.
Journal of biochemistry, 89(5), 1445-1452 (1981-05-01)
1,4-Dihydroxy-2-naphthoate:polyprenyltransferase was detected in the membrane fraction from Micrococcus luteus. The specificity of the enzyme ws so tolerant as regards the prenyl-donating substrate that prenyl pyrophosphates ranging in chain length from C15 to C45 were active as substrates. The monophosphate
D J Shaw et al.
Journal of bacteriology, 152(3), 1132-1137 (1982-12-01)
Four independent menaquinone (vitamin K(2))-deficient mutants of Escherichia coli, blocked in the conversion of o-succinylbenzoate (OSB) to 1,4-dihydroxy-2-naphthoate (DHNA), were found to represent two distinct classes. Enzymatic complementation was observed when a cell-free extract of one mutant was mixed with
Masayuki Uchida et al.
Regulatory toxicology and pharmacology : RTP, 60(2), 262-267 (2010-12-22)
Propionibacterium freudenreichii ET-3 (7025) culture, a cell-free product of whey fermentation by P. freudenreichii ET-3, has been shown to promote the growth of Bifidobacteria through the action of 1,4-dihydroxy-2-naphthoic acid (DHNA). Here we report the results of two clinical studies
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