Bruceantin

Modify Date: 2024-01-02 13:28:32

Bruceantin structure	Common Name	Bruceantin
	CAS Number	41451-75-6	Molecular Weight	548.579
	Density	1.4±0.1 g/cm3	Boiling Point	731.0±60.0 °C at 760 mmHg
	Molecular Formula	C₂₈H₃₆O₁₁	Melting Point	N/A
	MSDS	N/A	Flash Point	239.4±26.4 °C

Use of Bruceantin

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, and this involved the caspase and mitochondrial pathways. Moreover, an in vivo study using RPMI 8226 human-SCID xenografts demonstrated that bruceantin induced regression in early as well as advanced tumors, and these significant antitumor responses were facilitated in the absence of overt toxicity.

Name	Bruceantin
Synonym	More Synonyms

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, and this involved the caspase and mitochondrial pathways. Moreover, an in vivo study using RPMI 8226 human-SCID xenografts demonstrated that bruceantin induced regression in early as well as advanced tumors, and these significant antitumor responses were facilitated in the absence of overt toxicity.
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Cancer Natural Products >> Others
References	[1]. Cuendet M, et al. Multiple myeloma regression mediated by bruceantin. Clin Cancer Res. 2004 Feb 1;10(3):1170-9. [2]. Cuendet M, et al. Antitumor activity of bruceantin: an old drug with new promise. J Nat Prod. 2004 Feb;67(2):269-72.

Description

Related Catalog

Signaling Pathways >> Others >> Others

Research Areas >> Cancer

Natural Products >> Others

References

[1]. Cuendet M, et al. Multiple myeloma regression mediated by bruceantin. Clin Cancer Res. 2004 Feb 1;10(3):1170-9.

[2]. Cuendet M, et al. Antitumor activity of bruceantin: an old drug with new promise. J Nat Prod. 2004 Feb;67(2):269-72.

Density	1.4±0.1 g/cm3
Boiling Point	731.0±60.0 °C at 760 mmHg
Molecular Formula	C₂₈H₃₆O₁₁
Molecular Weight	548.579
Flash Point	239.4±26.4 °C
Exact Mass	548.225769
PSA	165.89000
LogP	2.96
Vapour Pressure	0.0±5.4 mmHg at 25°C
Index of Refraction	1.598
Storage condition	-20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EH8798000

CHEMICAL NAME :: Bruceantin

CAS REGISTRY NUMBER :: 41451-75-6

LAST UPDATED :: 198605

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C28-H36-O11

MOLECULAR WEIGHT :: 548.64

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 7027 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2727 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3359 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1950 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 500 ug/kg

TOXIC EFFECTS :: Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes Blood - hemorrhage

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 15 umol/L

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,883,1979

Bruceoside A

CAS#:63306-30-9

Bruceantin

CAS#:41451-75-6

Literature: Hall; Lee; Okano; Sims; Ibuka; Liou; Imakura Journal of Pharmaceutical Sciences, 1981 , vol. 70, # 10 p. 1147 - 1150

Precursor 1
CAS#:63306-30-9 Bruceoside A
DownStream 0

[11b,12a,15b(E)]-15-[(3,4-Dimethyl-1-oxo-2-pentenyl)oxy]-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxopicras-3-en-21-oic Acid Methyl Ester

Methyl (11β,12α,15β)-15-{[(2E)-3,4-dimethyl-2-pentenoyl]oxy}-3,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oate

Methyl (11β,12α,15β)-15-{[(2E)-3,4-dimethylpent-2-enoyl]oxy}-3,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oate

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)-

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Bruceantin

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