yatansin

CAS: 14907-98-3 C26 H32 O11 MW: 520.53224000

Identification

Namebrusatol
CAS Number14907-98-3
FDA UNIISearch
Molecular FormulaC26 H32 O11
Molecular Weight520.53224000
MDL NumberMFCD01746220
Nikkaji NumberJ34.210F
Beilstein1444847
XlogP30.90 (est)

Regulatory

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)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for brusatol usage levels up tonot for fragrance use.
Recommendation for brusatol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

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 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.