bleomycin A5

Names

[ Name ]:
bleomycin A5

[Synonym ]:
N1-(3-((4-Aminobutyl)amino)propyl)bleomycinamide
Pingyangmycin A5
(2R,3S,4S,5R,6R)-2-{[(2R,3S,4S,5S,6S)-2-[(1R,2S)-2-[({6-Amino-2-[(1S)-3-amino-1-{[(2S)-2,3-diamino-3-oxopropyl]amino}-3-oxopropyl]-5-methyl-4-pyrimidinyl}carbonyl)amino]-3-{[(2R,3S,4R)-5-{[(2S,3R)-1-({2-[4-({3-[(4-aminobutyl)amino]propyl}carbamoyl)-2,4'-bi-1,3-thiazol-2'-yl]ethyl}amino)-3-hydroxy-1-oxo-2-butanyl]amino}-3-hydroxy-4-methyl-5-oxo-2-pentanyl]amino}-1-(1H-imidazol-4-yl)-3-oxopropoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-
Zhengguanmycin A5
Bleomycin A5
bleomycetin
2-({2-[2-{[(6-Amino-2-{3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl}-5-methyl-4-pyrimidinyl)carbonyl]amino}-3-[(5-{[1-({2-[4-({3-[(4-aminobutyl)amino]propyl}carbamoyl)-2,4'-bi-1,3-thiazol-2'-yl]ethyl}amino)-3-hydroxy-1-oxo-2-butanyl]amino}-3-hydroxy-4-methyl-5-oxo-2-pentanyl)amino]-1-(1H-imidazol-5-yl)-3-oxopropoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl
Bleomycinamide,N1-[3-[(4-aminobutyl)amino]propyl]

Biological Activity

[Description]:

Bleomycin A5 (Pingyangmycin) is an orally active glycopeptide antibiotics. Bleomycin A5 has a role as an antineoplastic agent, an Apoptosis inducer and a bacterial metabolite[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

[In Vitro]

Bleomycin A5 (Pingyangmycin) can inhibit the growth of tumor[1].

[In Vivo]

Bleomycin A5 (Pingyangmycin) (oral; 18 daily doses of 5 mg/kg) occurs anorexia, cachexia, skin ulcerations, and death and observes interstitial pneumonia, nephrosis and focal necrosis of the adrenal cortex[1].

[References]

[1]. Yaowu Yang, et al. Bleomycin A5 sclerotherapy for cervicofacial lymphatic malformations. J Vasc Surg. 2011 Jan;53(1):150-5.

[2]. Lin Fu-Tian, et al. Antitumor activity and preclinical pharmacological study of pingyangmycin. Zhonghua Zhongliu Zazhi. Volume: 1. Issue: 3. Pages: 161-6. Journal; English Abstract; Article. 1979.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Molecular Formula ]:
C₅₇H₈₉N₁₉O₂₁S₂

[ Molecular Weight ]:
1440.561

[ Exact Mass ]:
1439.592163

[ PSA ]:
721.60000

[ LogP ]:
-2.35

[ Index of Refraction ]:
1.681

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EC5990500

CHEMICAL NAME :: Bleomycinamide, N'-(3-((4-aminobutyl)amino)propyl)-

CAS REGISTRY NUMBER :: 11116-32-8

LAST UPDATED :: 199506

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C57-H89-N19-O21-S2

MOLECULAR WEIGHT :: 1440.77

WISWESSER LINE NOTATION :: T6OTJ BQ CQ DOVZ EQ FO- CT6OTJ DQ EQ FQ BOY- DT5M CNJ&YVMY1&YQY1&VNYYQ1&VM2- BT5N CSJ E-

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Human

DOSE/DURATION :: 192 mg/kg

TOXIC EFFECTS :: Gastrointestinal - nausea or vomiting Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - body temperature increase

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 400 ug/L

REFERENCE :: HKXUDL Huanjing Kexue Xuebao. Environmental Sciences Journal. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1981- Volume(issue)/page/year: 3,78,1983