Basic information Safety Supplier Related

STIGMATELLIN

Basic information Safety Supplier Related

STIGMATELLIN Basic information

Product Name:
STIGMATELLIN
Synonyms:
  • 2-(4,6-Dimethoxy-3,5,11-trimethyl-7,9,11-tridecatrienyl)-8-hydroxy-5,7-dimethoxy-3-methyl-4H-1-benzopyran-4-one
  • STIGMATELLIN
  • (e,e,e)-)-8-hydroxy-3-methyl
  • chromone,5,7-dimethoxy-2-(4,6-dimethoxy-3,5,11-trimethyl-7,9,11-tridecatrienyl
  • 4H-1-Benzopyran-4-one, 2-(4,6-dimethoxy-3,5,11-trimethyl-7,9,11-tridecatrien-1-yl)-8-hydroxy-5,7-dimethoxy-3-methyl-
  • Stigmatellin DISCONTINUED. Please see S686780.
CAS:
91682-96-1
MF:
C30H42O7
MW:
514.65
Product Categories:
  • Antibiotics
  • Antibiotics A to
  • Antibiotics by Application
  • Antibiotics N-SAntibiotics
  • AntifungalAntibiotics
  • Antineoplastic and Immunosuppressive AntibioticsAntibiotics
  • Chemical Structure Class
  • Inhibits an EnzymeAntibiotics
  • Mechanism of Action
  • Miscellaneous
  • Spectrum of Activity
Mol File:
91682-96-1.mol
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STIGMATELLIN Chemical Properties

Melting point:
129°C
Boiling point:
520.22°C (rough estimate)
Density 
1.0924 (rough estimate)
refractive index 
1.5800 (estimate)
storage temp. 
−20°C
pka
8.67±0.40(Predicted)
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Safety Information

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
GB7972000
8-10-23
HazardClass 
6.1(a)
PackingGroup 
II

MSDS

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STIGMATELLIN Usage And Synthesis

Uses

Stigmatellin is a cytochrome bc1 complex inhibitor.

Definition

ChEBI: A member of the class of chromones that is isolated from Stigmatella aurantiaca Sg a15.

Purification Methods

Stigmatellin A is stable in aqueous solution at neutral pH but decomposes at pH <5. It is purified by recrystallisation from toluene/hexane. It has UV max: nm () 248sh (4,100), 258 (59,500), 267 (65,500)max: 3550m, 1645chs, 1635ss, 1620ss, 1590s, 1510m and 905m cm-1. It gives colour reactions at 110o with vanillin/H2SO4 (grey), Ce(IV)/(NH4)2SO4 (yellow) and phosphomolybdate (blue-grey). [H.fle et al. Justus Liebigs Ann Chem 1882 1984.] It inhibits electron transport [Jagow & Link Methods Enzymol 126 253 1986, Robertson et al. Biochemistry 32 1310 1933], and has antibiotic properties [Kunze et al. J Antibiot 37 454 1984]. The 7t,9t,11c-isomer is Stigmatellin B.

STIGMATELLINSupplier

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