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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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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Biosynthesis of vitamin K (menaquinone) in bacteria.
R Bentley et al.
Microbiological reviews, 46(3), 241-280 (1982-09-01)
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)
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.
Yung-Fu Wang et al.
Biotechnology and bioengineering, 101(3), 579-586 (2008-05-06)
The end-product profile of the glucose fermentation by Propionibacterium freudenreichii ET-3 changed on an electrochemical treatment, in which the culture vessel was filled with a carbon felt anode. Acetate and propionate were produced as final end products in a molar
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
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