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Herbicidin A

Names

[ CAS No. ]:
55353-31-6

[ Name ]:
Herbicidin A

Biological Activity

[Description]:

Herbicidin A is an adenosine-derived nucleoside antibiotic, but also is a herbicide against dicotyledonous plants. Herbicidin A can be isolated from Streptomyces scopuliridis M40[1][2].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Fungal

[In Vitro]

Herbicidin A is the most extensively decorated herbicidin to date, which has a 5-hydroxytiglyl group at C8[1]. The precursors for herbicidin biosynthesis are D-glucose, D-ribose, Lisoleucine, and L-methionine[1]. Herbicidins are selective herbicide against dicotyledonous plants and inhibit the germination of Chinese cabbage and rice seeds[1]. Herbicidins can protect rice plants from leaf blight and also exhibit antialgal and antifungal activities[1].

[References]

[1]. Lin GM, et al. Identification and Interrogation of the Herbicidin Biosynthetic Gene Cluster: First Insight into the Biosynthesis of a Rare Undecose Nucleoside Antibiotic. J Am Chem Soc. 2017 Nov 22;139(46):16450-16453.  

[2]. Ha S, et al. Optimization of Herbicidin A Production in Submerged Culture of Streptomyces scopuliridis M40. J Microbiol Biotechnol. 2017 May 28;27(5):947-955.  

Chemical & Physical Properties

[ Molecular Formula ]:
C23H29N5O11

[ Molecular Weight ]:
551.50300

[ Exact Mass ]:
551.18600

[ PSA ]:
219.83000

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LV2630000
CAS REGISTRY NUMBER :
55353-31-6
LAST UPDATED :
199206
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C23-H29-N5-O11
MOLECULAR WEIGHT :
551.57

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>100 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: 29,863,1976
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 5,305,1981

Related Compounds