brusatol
yatansin
Identification
| Name | brusatol |
| CAS Number | 14907-98-3 |
| FDA UNII | Search |
| Molecular Formula | C26 H32 O11 |
| Molecular Weight | 520.53224000 |
| MDL Number | MFCD01746220 |
| Nikkaji Number | J34.210F |
| Beilstein | 1444847 |
| XlogP3 | 0.90 (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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
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 deprivationâinduced myocardial injury in H9c2 cells through activation of the NFâE2ârelated 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.