BDBM32804

Names

[ Name ]:
BDBM32804

[Synonym ]:
L-Valinamide, N-[[(1-carboxy-2-phenylethyl)amino]carbonyl]-N-(diaminomethylene)-L-ornithyl-N-[4-[(diaminomethylene)amino]-1-formylbutyl]-, hydrochloride (1:2)
N-[(1-Carboxy-2-phenylethyl)carbamoyl]-L-arginyl-N-(5-carbamimidamido-1-oxopentan-2-yl)-L-valinamide dihydrochloride
MFCD00135957
antipain, dihydrochloride
N-[(1-Carboxy-2-phenylethyl)carbamoyl]-N-(diaminomethylene)-L-ornithyl-N-{5-[(diaminomethylene)amino]-1-oxo-2-pentanyl}-L-valinamide dihydrochloride
L-valinamide, N-[[(1-carboxy-2-phenylethyl)amino]carbonyl]-L-arginyl-N-[4-[(aminoiminomethyl)amino]-1-formylbutyl]-, hydrochloride (1:2)
Antipain

Biological Activity

[Description]:

Antipain dihydrochloride is a protease inhibitor isolated from Actinomycetes. Antipain dihydrochloride inhibits N-methyl-N'-nitro-N-nitrosoguanidine (MNNG)-induced transformation and increases chromosomal aberrations. Antipain dihydrochloride restricts uterine DNA synthesis and function in mice[1][2][3][4].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Ser/Thr Protease

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis

Research Areas >> Metabolic Disease

[In Vivo]

The intact, cycling female mice received subcutaneous injections of Antipain dihydrochloride (3 mg) for 16 days, their uteri shows significant diminution in weight and total DNA when compared to untreated controls[4]. Antipain dihydrochloride (100 μg/g body wt; i.p.; at 12h intervals from 0 to 120 h or 240 to 360 h) shows inhibitory effect on Urethane-induced lung neoplasia in mice[5].

[References]

[1]. DiPaolo JA, et al. Antipain inhibits N-methyl-N'-nitro-N-nitrosoguanidine-induced transformation and increases chromosomal aberrations. Proc Natl Acad Sci U S A. 1980 Nov;77(11):6649-53.

[2]. Suda H,et al. Antipain, a new protease inhibitor isolated from actinomycetes. J Antibiot (Tokyo). 1972 Apr;25(4):263-6.

[3]. Sudha VT, et al. Identification of a serine protease as a major allergen (Per a 10) of Periplaneta americana. Allergy. 2008 Jun;63(6):768-76.

[4]. Nomura T, et al. Inhibiting effects of antipain on urethane-induced lung neoplasia in mice. Br J Cancer. 1980;42(4):624‐626.

[5]. Katz J, et al. Antipain and leupeptin restrict uterine DNA synthesis and function in mice. Proc Natl Acad Sci U S A. 1977;74(9):3754‐3757.

Chemical & Physical Properties

[ Molecular Formula ]:
C₂₇H₄₆Cl₂N₁₀O₆

[ Molecular Weight ]:
677.623

[ Exact Mass ]:
676.297913

[ PSA ]:
277.50000

[ LogP ]:
4.25060

[ Storage condition ]:
20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YV9350800

CHEMICAL NAME :: L-Valinamide, N(sup 2)-(((1-carboxy-2-phenylethyl)amino)carbonyl)-L-argin yl-N-(4-((amino iminomethyl)amino)-1-formylbutyl)-, dihydrochloride

CAS REGISTRY NUMBER :: 37682-72-7

LAST UPDATED :: 199206

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C27-H44-N10-O6.2Cl-H

MOLECULAR WEIGHT :: 677.73

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1 gm/kg

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

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,263,1972

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

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

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,263,1972

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
YV9350800

Articles

Biochemical characterization of native Usher protein complexes from a vesicular subfraction of tracheal epithelial cells.

Biochem. Pharmacol. 49 , 1236-47, (2010)

Usher syndrome is the major cause of deaf/blindness in the world. It is a genetic heterogeneous disorder, with nine genes already identified as causative for the disease. We noted expression of all kn...

Preparation of extracts from plants.

Meth. Enzymol. 182 , 174-193, (1990)

Maintaining protein stability.

Meth. Enzymol. 182 , 83-89, (1990)