CAS 23110-15-8|fumagillin

Introduction：Basic information about CAS 23110-15-8|fumagillin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. fumagillin BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Articles30
7. Synonyms

Common Name	fumagillin
CAS Number	23110-15-8	Molecular Weight	458.54400
Density	1.19g/cm3	Boiling Point	608.8ºC at 760mmHg
Molecular Formula	C₂₆H₃₄O₇	Melting Point	>190ºC-192ºC
MSDS	ChineseUSA	Flash Point	198.8ºC
Symbol	GHS02, GHS07	Signal Word	Danger

Names

Name	fumagillin
Synonym	More Synonyms

fumagillin BiologicalActivity

Description	Fumagillin(NSC9168) is a complex biomolecule and used as an antimicrobial agent.Target: AntiparasiticFumagillin is an active amebicide and anti-infective isolated from the fungus Aspergillus fumigatus. Fumagillin does exhibit some side effects that have deterred its acceptance as a viable treatment, but the current body of research on the synthesis of novel analogs of this molecule shows an exciting and promising revival of this drug as both an anti-infective and antiangiogenic agent [1].
Related Catalog	Signaling Pathways >>Anti-infection >>ParasiteResearch Areas >>Infection
References	[1]. Lefkove, B., B. Govindarajan, and J.L. Arbiser, Fumagillin: an anti-infective as a parent molecule for novel angiogenesis inhibitors. Expert Rev Anti Infect Ther, 2007. 5(4): p. 573-9.

Chemical & Physical Properties

Density	1.19g/cm3
Boiling Point	608.8ºC at 760mmHg
Melting Point	>190ºC-192ºC
Molecular Formula	C₂₆H₃₄O₇
Molecular Weight	458.54400
Flash Point	198.8ºC
Exact Mass	458.23000
PSA	97.89000
LogP	3.91540
Vapour Pressure	2.7E-16mmHg at 25°C
Index of Refraction	1.562
InChIKey	NGGMYCMLYOUNGM-UHFFFAOYSA-N
SMILES	COC1C(OC(=O)C=CC=CC=CC=CC(=O)O)CCC2(CO2)C1C1(C)OC1CC=C(C)C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: HE1750000

CHEMICAL NAME :: 2,4,6,8-Decatetraenedioic acid, 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1- oxaspiro(2,5)oct-6-yl ester

CAS REGISTRY NUMBER :: 23110-15-8

LAST UPDATED :: 199309

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C26-H34-O7

MOLECULAR WEIGHT :: 458.60

WISWESSER LINE NOTATION :: BT3OTJ B C2UY

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 :: 2 gm/kg

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

REFERENCE :: 85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978 Volume(issue)/page/year: 3,1834,1978

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 800 mg/kg

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

REFERENCE :: ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 1,54,1951 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

DOSE :: 25 mg/kg

SEX/DURATION :: female 11 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

REFERENCE :: 85DJA5 "Malformations Congenitales des Mammiferes," Tuchmann-Duplessis, H., Paris, Masson et Cie, 1971 Volume(issue)/page/year: -,95,1971

Safety Information

Symbol	GHS02, GHS07
Signal Word	Danger
Hazard Statements	H225-H302-H312-H319-H332
Precautionary Statements	P210-P280-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn: Harmful;
Risk Phrases	R22
Safety Phrases	36
RIDADR	UN 1648 3 / PGII
WGK Germany	3
RTECS	HE1750000
HS Code	29419090

Articles30

Fumagillin prodrug nanotherapy suppresses macrophage inflammatory response via endothelial nitric oxide.

ACS Nano 8(7) , 7305-17, (2014)

Antiangiogenesis has been extensively explored for the treatment of a variety of cancers and certain inflammatory processes. Fumagillin, a mycotoxin produced by Aspergillus fumigatus that binds methio...

Early treatment with fumagillin, an inhibitor of methionine aminopeptidase-2, prevents Pulmonary Hypertension in monocrotaline-injured rats.

PLoS ONE 7(4) , e35388, (2012)

Pulmonary Hypertension (PH) is a pathophysiologic condition characterized by hypoxemia and right ventricular strain. Proliferation of fibroblasts, smooth muscle cells, and endothelial cells is central...

The Aspergillus fumigatus toxin fumagillin suppresses the immune response of Galleria mellonella larvae by inhibiting the action of haemocytes.

Microbiology 157(Pt 5) , 1481-8, (2011)

Larvae of Galleria mellonella are widely used to evaluate microbial virulence and to assess the in vivo efficacy of antimicrobial agents. The aim of this work was to examine the ability of an Aspergil...

Synonyms

FUGILLIN

FUMADIL B

amebacillin

(2E,4E,6E,8E)-10-({(3R,4S,5S,6R)-5-Methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl]-1-oxaspiro[2.5]oct-6-yl}oxy)-10-oxo-2,4,6,8-decatetraenoic acid

fumagillin

(2E,4E,6E,8E)-10-({(3R,4S,5S,6R)-5-Methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]oct-6-yl}oxy)-10-oxodeca-2,4,6,8-tetraenoic acid

EINECS 245-433-8

MFCD03990453

fumidil

h-3

FUMIDIL B

AMEBACILIN

2,4,6,8-Decatetraenedioic acid, mono[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester, (2E,4E,6E,8E)-

mono[5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]octan-6-yl]ester

fugilin

Recommended......