2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion
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- CAS-Nr.
- 125-46-2
- Bezeichnung:
- 2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion
- Englisch Name:
- USNIC ACID
- Synonyma:
- Usnea acid;usno;Usnic;USNEIN;USNIACIN;UNSICACID;SNIC ACID;Usneaceae;USNIC ACID;usninsaeure
- CBNumber:
- CB6237422
- Summenformel:
- C18H16O7
- Molgewicht:
- 344.32
- MOL-Datei:
- 125-46-2.mol
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2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion Eigenschaften
- Schmelzpunkt:
- 200°C
- alpha
- D16 +509.4° (c = 0.697 in chloroform)
- Siedepunkt:
- 399.43°C (rough estimate)
- Dichte
- 1.2869 (rough estimate)
- Brechungsindex
- 495 ° (C=0.7, CHCl3)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Löslichkeit
- DMF:2.5(Max Conc. mg/mL);7.26(Max Conc. mM)
- Aggregatzustand
- A crystalline solid
- pka
- 4.00±0.40(Predicted)
- Farbe
- White to yellow
- Merck
- 9893
- Kosmetik-Inhaltsstoffe Funktionen
- ANTIMICROBIAL
- LogP
- 2.880
- CAS Datenbank
- 125-46-2(CAS DataBase Reference)
- EPA chemische Informationen
- Usnic acid (125-46-2)
2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion Chemische Eigenschaften,Einsatz,Produktion Methoden
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
Crystalline, yellow solid. Insoluble in water; slightly soluble in
alcohol and ether.
Verwenden
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.
Kontakt-Allergie
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.
läuterung methode
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.]
2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 361)Lieferanten
125-46-2(2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion)Verwandte Suche:
2,6-Diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3(2H,9bH)-dion, Mononatriumsalz
2-(1,1-Dimethylpropyl)phenol
6-tert-Butyl-2,4-xylenol
2-m-Tolylethanol
6-tert-Butyl-o-kresol
3-Methyl-1-phenylbutan-2-on
2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dion
(9bS)-2,6-Diacetyl-7,9-dihydroxy-8,9b-dimethyl(2H,9bH)-dibenzofuran-1,3-dion
Dibenzofuran
(9BR)-2,6-Diacetyl-7,9-dihydroxy-8,9b-dimethyl-(2H,9bH)-dibenzofuran-1,3-dion
1-Phenylpentan-2-on
- (+-)-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
- Pine nut acid
- 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dione
- 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
- 2-USNICACID
- USNIC ACID USP/EP/BP
- SNIC ACID
- Usnic Acid, ≥ 98.0%
- Pinecone acid/D-lichen acid
- Usneaceae
- Usnic extract
- Usnea acid
- 125-46-2
- C18H16O7
- CH3OC6H2OHCH3COOH
- Inhibitors
- 231-456-0
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Miscellaneous Natural Products
