CAS 642-15-9|Antimycin A

Introduction:Basic information about CAS 642-15-9|Antimycin A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAntimycin A
CAS Number642-15-9Molecular Weight548.625
Density1.2±0.1 g/cm3Boiling Point757.9±60.0 °C at 760 mmHg
Molecular FormulaC28H40N2O9Melting Point139-140ºC
MSDS/Flash Point412.1±32.9 °C

Names

Nameantimycin a1
SynonymMore Synonyms

Antimycin A BiologicalActivity

DescriptionAntimycin A1 is a specific electron transfer inhibitor of ubiquinol-cytochrome c oxidoreductase. Antimycin A1 inhibits angiogenesis through decrease in VEGF production caused by inhibition of HIF-1α activation[1][2].
Related CatalogResearch Areas >>Cancer
In VitroAntimycin A, a mixture of Antimycins A1, A2, A3, and A4, is an antibiotic produced by Streptomyces species and displays antifungal, insecticidal, nematocidal, and piscicidal properties[3]. Antimycin A inhibits Bcl-2 and Bcl-xL proteins, inducing apoptosis[4].
References

[1]. Hoeon Kim, et al. Structure of Antimycin A1, a Specific Electron Transfer Inhibitor of Ubiquinol-Cytochrome c Oxidoreductase. J. Am. Chem. Soc. 1999, 121, 20, 4902-4903.

[2]. Maeda M, et al. Inhibition of angiogenesis and HIF-1alpha activity by antimycin A1. Biol Pharm Bull. 2006;29(7):1344-1348.

[3]. Liu J, et al, Biosynthesis of antimycins with a reconstituted 3-formamidosalicylate pharmacophore in Escherichia coli. ACS Synth Biol. 2015;4(5):559-565.

[4]. Tzung SP, et al. Antimycin A mimics a cell-death-inducing Bcl-2 homology domain 3. Nat Cell Biol. 2001;3(2):183-191.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point757.9±60.0 °C at 760 mmHg
Melting Point139-140ºC
Molecular FormulaC28H40N2O9
Molecular Weight548.625
Flash Point412.1±32.9 °C
Exact Mass548.273376
PSA157.33000
LogP4.68
Vapour Pressure0.0±2.6 mmHg at 25°C
Index of Refraction1.545
InChIKeyUIFFUZWRFRDZJC-UHFFFAOYSA-N
SMILESCCCCCCC1C(=O)OC(C)C(NC(=O)c2cccc(NC=O)c2O)C(=O)OC(C)C1OC(=O)CC(C)C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NY1503500
CHEMICAL NAME :
Isovaleric acid, 8-ester with 3-formamido-N-(7-hexyl-8-hydroxy-4,9-dimethyl-2,6-dio xo-1,5- dioxonan-3-yl)salicylamide
CAS REGISTRY NUMBER :
642-15-9
LAST UPDATED :
199309
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C28-H40-N2-O9
MOLECULAR WEIGHT :
548.70
WISWESSER LINE NOTATION :
T B666 COV KO&&TJ L1 L1 MOV1Y1&1 NOV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1469 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JDGRAX Journal of Drug Research. (National Organization for Drug Research and Control, POB 29, Cairo, Egypt) V.2- 1969- Volume(issue)/page/year: 7(2),1,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
7600 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85FZAT "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967 Volume(issue)/page/year: -,144,1967
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
25 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85FZAT "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967 Volume(issue)/page/year: -,144,1967
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85FZAT "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967 Volume(issue)/page/year: -,144,1967
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JDGRAX Journal of Drug Research. (National Organization for Drug Research and Control, POB 29, Cairo, Egypt) V.2- 1969- Volume(issue)/page/year: 7(2),1,1975

Safety Information

Hazard CodesXi
Risk Phrases23/24/25
RIDADRUN 3172
Packaging GroupII
Hazard Class6.1(a)

Synonyms

dihydrosamidin
Antimycin A1
(2R,3S,6S,7R,8R)-3-[(3-Formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate
Isovaleric Acid 8-Ester with 3-Formamide-N-(7-hexyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-1,5-dioxonan-3-yl)salicylamide
Antimycin A
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