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Substance Name: Filipin [USAN:INN]
RN: 480-49-9
UNII: 87Z59R7D14
InChIKey: IMQSIXYSKPIGPD-IUIVKZSISA-N

Note

  • A complex of polyene antibiotics obtained from Streptomyces filipinensis. Filipin III alters membrane function by interfering with membrane sterols, inhibits mitochondrial respiration, and is proposed as an antifungal agent. Filipins I, II, and IV are less important.

Molecular Formula

  • C35-H58-O11

Molecular Weight

  • 654.8322
 

Classification Codes

  • Agricultural Chemical
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antifungal
  • Antifungal Agents
  • Antiviral Agents
  • Drug / Therapeutic Agent
  • Fungicide, Bactericide, Wood Preservative
  • Mutation Data
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Names and Synonyms

Name of Substance

  • Filipin [USAN:INN]

MeSH Heading

  • Filipin

Synonyms

  • 14-Deoxylagosin
  • 3,5,7,9,11,13,15,26,27-Nonahydroxy-2-(1-hydroxyhexyl)-16-methyl-16,18,20,22,24-octacosapentaensaeure-1,27-lacton
  • Filimarisin
  • Filimarisin (VAN)
  • Filipin
  • Filipina
  • Filipina [INN-Spanish]
  • Filipine
  • Filipine [INN-French]
  • Filipinum
  • Filipinum [INN-Latin]
  • NSC 3364
  • NSC 38092
  • NSC-3364
  • Oxacyclooctacosa-17,19,21,23,25-pentaen-2-one, 4,6,8,10,12,14,16,27-octahydroxy-3-(1-hydroxyhexyl)-17,28-dimethyl-
  • U 5956
  • U-5956
  • UNII-87Z59R7D14

Systematic Names

  • Filipin III
  • Oxacyclooctacosa-17,19,21,23,25-pentaen-2-one, 4,6,8,10,12,14,16,27-octahydroxy-3-(1-hydroxyhexyl)-17,28-dimethyl-

Registry Numbers

CAS Registry Number

  • 480-49-9

FDA UNII

  • 87Z59R7D14

Other Registry Numbers

  • 10109-08-7
  • 11006-21-6
  • 27115-88-4
  • 875829-47-3

System Generated Number

  • 0000480499

Structure Descriptors

InChI

1S/C35H58O11/c1-4-5-11-16-31(42)34-33(44)22-29(40)20-27(38)18-25(36)17-26(37)19-28(39)21-32(43)23(2)14-12-9-7-6-8-10-13-15-30(41)24(3)46-35(34)45/h6-10,12-15,24-34,36-44H,4-5,11,16-22H2,1-3H3/b7-6+,10-8+,12-9+,15-13+,23-14-/t24-,25+,26-,27+,28-,29+,30+,31-,32+,33+,34-/m1/s1

InChIKey

IMQSIXYSKPIGPD-IUIVKZSISA-N

Smiles

CCCCC[C@@H](O)[C@@H]1[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)C[C@H](O)\C(=C/C=C/C=C/C=C/C=C/[C@H](O)[C@@H](C)OC1=O)\C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 17mg/kg (17mg/kg)   Cancer Chemotherapy Reports. Vol. 30, Pg. 9, 1963.