EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

brusatol
yatansin

Supplier Sponsors

CAS Number: 14907-98-3Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J34.210F
Beilstein Number:1444847
MDL:MFCD01746220
XlogP3:0.90 (est)
Molecular Weight:520.53224000
Formula:C26 H32 O11
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 724.29 °C. @ 760.00 mm Hg (est)
Flash Point: 468.00 °F. TCC ( 242.20 °C. ) (est)
logP (o/w): 0.393 (est)
Soluble in:
 water, 108 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Brusatol 98%
BOC Sciences
For experimental / research use only.
BRUSATOL >98%
Odor: characteristic
Use: significant inhibit lymphocytic leukemia cells RNA and protein synthesis and hexokinase enzyme anti-tumor
Carbosynth
For experimental / research use only.
Brusatol
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for brusatol usage levels up to:
 not for fragrance use.
 
Recommendation for brusatol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :73432
National Institute of Allergy and Infectious Diseases:Data
Chemidplus:0014907983
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):73432
Pubchem (sid):135033681
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C08754
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Wikipedia2:View2
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
(11b,12a,15b)-13,20-epoxy-3,11,12-trihydroxy-15-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxopicras-3-en-21-oic acid, methyl ester
 picras-3-en-21-oic acid, 13,20-epoxy-3,11,12-trihydroxy-15-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxo-, methyl ester, (11b,12a,15b)-
 picras-3-en-21-oic acid, 13,20-epoxy-3,11,12-trihydroxy-15-[(3-methyl-1-oxo-2-buten-1-yl)oxy]-2,16-dioxo-, methyl ester, (11b,12a,15b)-
 picras-3-en-21-oicacid,13,20-epoxy-3,11,12-trihydroxy-15-[(3-methyl-1-oxo-2-buten-1-yl)oxy]-2,16-dioxo-,methyl ester, (11b,12a,15b)-
 yatansin
 

Articles:

PubMed:Effect of Tacrine-3-caffeic Acid, A Novel Multifunctional Anti-Alzheimer's Dimer, Against Oxidative-Stress-Induced Cell Death in HT22 Hippocampal Neurons: Involvement of Nrf2/HO-1 Pathway.
PubMed:Hydrogen gas protects against serum and glucose deprivation‑induced myocardial injury in H9c2 cells through activation of the NF‑E2‑related factor 2/heme oxygenase 1 signaling pathway.
PubMed:Brusatol.
PubMed:[Quantitative determination of contents of three components in Brucea javanica by HPLC].
PubMed:One new pregnane glycoside from the seeds of cultivated Brucea javanica.
PubMed:Seven quassinoids from Fructus Bruceae with cytotoxic effects on pancreatic adenocarcinoma cell lines.
PubMed:Brusatol enhances the efficacy of chemotherapy by inhibiting the Nrf2-mediated defense mechanism.
PubMed:Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.
PubMed:In vitro antitrypanosomal activities of quassinoid compounds from the fruits of a medicinal plant, Brucea javanica.
PubMed:New quassinoids, javanicolides C and D and javanicosides B--F, from seeds of Brucea javanica.
PubMed:Brusatol-induced HL-60 cell differentiation involves NF-kappaB activation.
PubMed:[Studies on the chemical components of Brucea javanica].
PubMed:Brusatol-mediated induction of leukemic cell differentiation and G(1) arrest is associated with down-regulation of c-myc.
PubMed:Discovery of cancer preventive agents from natural products: from plants to prevention.
PubMed:Novel esters of glaucarubolone as inducers of terminal differentiation of promyelocytic HL-60 cells and inhibitors of 7,12-dimethylbenz[a]anthracene-induced preneoplastic lesion formation in mouse mammary organ culture.
PubMed:Conversion of quassinoids for enhancement of inhibitory effect against Epstein-Barr virus early antigen activation. Introduction of lipophilic side chain and esterification of diosphenol.
PubMed:Synthesis of cytotoxic fluorinated quassinoids.
PubMed:A lignan and four terpenoids from Brucea javanica that induce differentiation with cultured HL-60 promyelocytic leukemia cells.
PubMed:Quassinoids exhibit greater selectivity against Plasmodium falciparum than against Entamoeba histolytica, Giardia intestinalis or Toxoplasma gondii in vitro.
PubMed:Antimalarial agents, 4. Synthesis of a brusatol analog and biological activity of brusatol-related compounds.
PubMed:Antitumor agents, 65. Brusatol and cleomiscosin-A, antileukemic principles from Brucea javanica.
PubMed:Reversibility of protein synthesis inhibition by quassinoid antineoplastic agents in a rabbit reticulocyte system.
PubMed:Anti-inflammatory agents III: Structure-activity relationships of brusatol and related quassinoids.
PubMed:Antitumor agents LIX: effects of quassinoids on protein synthesis of a number of murine tumors and normal cells.
PubMed:Antitumor agents XLVIII: Structure-activity relationships of quassinoids as in vitro protein synthesis inhibitors of P-388 lymphocytic leukemia tumor cell metabolism.
PubMed:Antitumor agents XLVI: In vitro effects of esters of brusatol, bisbrusatol, and related compounds on nucleic acid and protein synthesis of P-388 lymphocytic leukemia cells.
PubMed:Antitumor agents XLV: Bisbrusatolyl and brusatolyl esters and related compounds as novel potent antileukemic agents.
PubMed:Antitumor agents XLII: Comparison of antileukemic activity of helenalin, brusatol, and bruceantin and their esters on different strains of P-388 lymphocytic leukemic cells.
PubMed:Mechanism of eukaryotic protein synthesis inhibition by brusatol.
PubMed:Antitumor agents. XXXIV: Mechanism of action of bruceoside A and brusatol on nucleic acid metabolism of P-388 lymphocytic leukemia cells.
PubMed:Antitumor agents. XXXV: Effects of brusatol, bruceoside A, and bruceantin on P-388 lymphocytic leukemia cell respiration.
 
Notes:
quassinoid from b. javanica.
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