STIGMATELLIN

STIGMATELLIN Structure
CAS No.
91682-96-1
Chemical Name:
STIGMATELLIN
Synonyms
STIGMATELLIN;(e,e,e)-)-8-hydroxy-3-methyl;Stigmatellin DISCONTINUED. Please see S686780.;chromone,5,7-dimethoxy-2-(4,6-dimethoxy-3,5,11-trimethyl-7,9,11-tridecatrienyl;2-(4,6-Dimethoxy-3,5,11-trimethyl-7,9,11-tridecatrienyl)-8-hydroxy-5,7-dimethoxy-3-methyl-4H-1-benzopyran-4-one;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-
CBNumber:
CB2354099
Molecular Formula:
C30H42O7
Molecular Weight:
514.65
MOL File:
91682-96-1.mol
MSDS File:
SDS
Modify Date:
2023/5/23 8:29:18

STIGMATELLIN 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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P264-P270-P301+P310-P321-P330-P405-P501
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

STIGMATELLIN Chemical Properties,Uses,Production

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.

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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. 91682-96-1 BioChemical Antibiotics Antibiotics A to Z Antibiotics N-S 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