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USNIC ACID

USNIC ACID Structure
CAS No.
125-46-2
Chemical Name:
USNIC ACID
Synonyms
usno;Usnic;USNEIN;USNIACIN;UNSICACID;SNIC ACID;USNIC ACID;Usnea acid;usninsaeure;2-USNICACID
CBNumber:
CB6237422
Molecular Formula:
C18H16O7
Molecular Weight:
344.32
MOL File:
125-46-2.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:13

USNIC ACID Properties

Melting point 200°C
alpha D16 +509.4° (c = 0.697 in chloroform)
Boiling point 399.43°C (rough estimate)
Density 1.2869 (rough estimate)
refractive index 495 ° (C=0.7, CHCl3)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility DMF:2.5(Max Conc. mg/mL);7.26(Max Conc. mM)
form A crystalline solid
pka 4.00±0.40(Predicted)
color White to yellow
Merck 9893
LogP 2.880
CAS DataBase Reference 125-46-2(CAS DataBase Reference)
EPA Substance Registry System Usnic acid (125-46-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H335
Precautionary statements  P261
Hazard Codes  T,N
Risk Statements  25-50/53
Safety Statements  22-24/25-61-60-45
RTECS  HP5270000
Toxicity LD50 i.v. in mice: 25 mg/kg (Gottlieb, Shaw)
NFPA 704
0
2 0

USNIC ACID Chemical Properties,Uses,Production

Chemical Properties

Crystalline, yellow solid. Insoluble in water; slightly soluble in alcohol and ether.

Uses

Usnic acid is a major metabolite from a number of lichen and fungal species and is perhaps one of the longest known microbial metabolites, first isolated in 1844. Usnic acid exhibits a broad range of biological activity, indeed it is easier to list the bioassays in which it does not exhibit activity. More often than not, potency is low and of limited value. Usnic acid is an important metabolite for dereplication in discovery research programs.

Definition

ChEBI: A member of the class of dibenzofurans that is dibenzo[b,d]furan-1(9bH)-one substituted by acetyl groups at positions 2 and 6, hydroxy groups at positions 3 and 7 and methyl groups at positions 8 and 9b.

Contact allergens

Usnic acid is a component of lichens, also used as a topical antibiotic. Allergic contact dermatitis from lichens occurs mainly occupationally in forestry and horticultural workers, and in lichen pickers.

Purification Methods

This very weak acid is the natural form which is recrystallised from Me2CO, MeOH or *C6H6. At 25o it is soluble in H2O (<0.01%), Me2CO (0.77%), EtOAc (0.88%), MeOCH2CH2OH (0.22%) and furfural (7.32%). [Curd & Robertson J Chem Soc 894 1937, Barton & Brunn J Chem Soc 603 1953, resolution: Dean et al. J Chem Soc 1250 1953, synthesis: Barton et al. J Chem Soc 538 1956, Beilstein 18/5 V 586.]

USNIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 302)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Saffron Agro Chem 09422755645 Maharashtra, India 1 58 Inquiry
Vikas Enterprises 09919625252 Uttar Pradesh, India 3 58 Inquiry
Oxford Pesticides 09890567748 Maharashtra, India 1 58 Inquiry
Rallis India Limited 09845294659 Karnataka, India 5 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Hebei Mojin Biotechnology Co., Ltd +8613288715578 China 12459 58 Inquiry
Hebei Kingfiner Technology Development Co.Ltd +86-15532196582 +86-15373005021 China 2989 58 Inquiry
Hangzhou ICH Biofarm Co., Ltd +86-0571-28186870; +undefined8613073685410 China 985 58 Inquiry
BINBO BIOLOGICAL CO.,LTD +8618629063126 China 346 58 Inquiry
Ouhuang Engineering Materials (Hubei) Co., Ltd +86-86177 China 2921 58 Inquiry
(+-)-uanicacid 2,6-diacetyl-1, 2,6-diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dione 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl-1,3(2h,9bh)-dibenzofurandione Usnic acid, usinic acid 10 GM and 25 GM Carbonusninic acid 2,6-diacetyl-7,9-dihydroxy-8,9b-diMethyldibenzo[b,d]furan-1,3(2H,9bH)-dione Usninic acid, Carbonusninic acid, Usno Usnic acid/Usnic acid sodium D-2,6-Diacetyl-7 3(2H,9bH)-Dibenzofurandione,2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl-1 9bh)-dibenzofurandione,2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl-3(2h usninsaeure usno Usnic 1,3(2H,9bH)-Dibenzofurandione, 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl- USNIC ACID, (+)-(RG) Usnein,Usniacin,Usninicacid UNSICACID 2-hydroxy-6-methylanisic acid USNINIC ACID USNEIN USNIACIN USNIC ACID Antibiotic lichen acid 2,6-DIACETYL-7,9-DIHYDROXY-8,9B-DIMETHYL-9BH-DIBENZOFURAN-1,3-DIONE Usnea acid Pine nut acid 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dione 2-USNICACID USNIC ACID USP/EP/BP SNIC ACID Usnic Acid, ≥ 98.0% 125-46-2 C18H16O7 CH3OC6H2OHCH3COOH Inhibitors chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Miscellaneous Natural Products 231-456-0