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Bruceantin

Bruceantin structure

CAS No:
41451-75-6
Formula:
C28H36O11
Chemical Name:
Bruceantin
Synonyms:
Picras-3-en-21-oic acid,15-[[(2E)-3,4-dimethyl-1-oxo-2-penten-1-yl]oxy]-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxo-,methyl ester,(11β,12α,15β)-;Picras-3-en-21-oic acid,15-[(3,4-dimethyl-1-oxo-2-pentenyl)oxy]-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxo-,methyl ester,[11β,12α,15β(E)]-;Picras-3-en-21-oic acid,15-[[(2E)-3,4-dimethyl-1-oxo-2-pentenyl]oxy]-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxo-,methyl ester,(11β,12α,15β)-;2H-3,11c-(Epoxymethano)phenanthro[10,1-bc]pyran,picras-3-en-21-oic acid deriv.;Bruceantin;NSC 165563;(-)-Bruceantin;NCI 165563
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Bruceantin(NSC165563) is first isolated from Brucea antidysenterica, a tree used in Ethiopia for the treatment of cancer, and activity was observed against B16 melanoma, colon 38, and L1210 and P388 leukemia in mice.IC50 value:Target: anticancerCell differentiation was induced and c-MYC was down-regulated, suggesting a mechanistic correlation between c-MYC down-regulation and induction of cell differentiation or cell death. Treatment of HL-60 and RPMI 8226 cell lines induced apoptosis, a

Bruceantin Basic Attributes

Molecular Weight：

548.581

Exact Mass：

548.58

Characteristics

PSA：

166

XLogP3：

2.96

Density：

1.4±0.1 g/cm3

Melting Point：

225-226 °C

Boiling Point：

731.0±60.0 °C at 760 mmHg

Flash Point：

239.4±26.4 °C

Refractive Index：

1.598

Toxicity：

LD50 in male, female mice (mg/kg): 1.95, 2.58 i.v. (Castles)

Specific rotation：

D25 -43° (c = 0.31 in pyridine)

Computed Properties

Molecular Weight:548.6
XLogP3:1.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:6
Exact Mass:548.22576196
Monoisotopic Mass:548.22576196
Topological Polar Surface Area:166
Heavy Atom Count:39
Complexity:1200
Undefined Atom Stereocenter Count:10
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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