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Substance Name: Fumagillin [INN:BAN:DCF]
RN: 23110-15-8
UNII: 7OW73204U1
InChIKey: NGGMYCMLYOUNGM-CSDLUJIJSA-N

Note

  • A monoester of decatetraenedioic acid (HOOC-(C=CH)4-COOH and fumagillin (C16-17H25-26O3); FR 65814 lacks the fat.

Molecular Formula

  • C26-H34-O7

Molecular Weight

  • 458.5476
 

Classification Codes

  • Angiogenesis Inhibitors
  • Angiogenesis Modulating Agents
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antineoplastic Agents
  • Antiparasitic Agents
  • Antiprotozoal Agents
  • Drug / Therapeutic Agent
  • Growth Inhibitors
  • Growth Substances
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Fumagillin
  • Fumagillin [INN:BAN:DCF]

Synonyms

  • Amebacillin
  • CCRIS 9025
  • EINECS 245-433-8
  • Fugilin
  • Fugillin
  • Fumagilina
  • Fumagilina [INN-Spanish]
  • Fumagillin
  • Fumagillin DCH
  • Fumagillina
  • Fumagillina [DCIT]
  • Fumagilline
  • Fumagilline [INN-French]
  • Fumagillinum
  • Fumagillinum [INN-Latin]
  • Fumidil
  • H-3
  • NSC 9168
  • U 5762
  • UNII-7OW73204U1

Systematic Names

  • 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
  • 2,4,6,8-Decatetraenedioic acid, mono(4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2.5)oct-6-yl) ester (VAN) (8CI)
  • 2,4,6,8-Decatetraenedioic acid, mono(5-methoxy-4-(2-methyl-3-(3-methyl-2-butenyl)oxiranyl)-1-oxaspiro(2.5)oct-6-yl) ester, (3R-(3alp
  • Antibiotic obtained from cultures of Aspergillus fumigatus, or the same substance produced by any other means
  • Fumagillin

Registry Numbers

CAS Registry Number

  • 23110-15-8

FDA UNII

  • 7OW73204U1

Other Registry Numbers

  • 297-95-0
  • 47721-00-6
  • 47721-01-7

System Generated Number

  • 0023110158

Structure Descriptors

InChI

1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25+,26+/m1/s1

InChIKey

NGGMYCMLYOUNGM-CSDLUJIJSA-N

Smiles

CC(=CC[C@@H]1[C@@](O1)(C)[C@H]2[C@@H]([C@@H](CC[C@]23CO3)OC(=O)/C=C/C=C/C=C/C=C/C(=O)O)OC)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2gm/kg (2000mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 3, Pg. 1834, 1978.
mouse LD50 subcutaneous 800mg/kg (800mg/kg)   Antibiotics and Chemotherapy Vol. 1, Pg. 54, 1951.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 194.5 deg C   EXP
log P (octanol-water) 4.790 (none)   EST
Atmospheric OH Rate Constant 2.33E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.