Basic information Safety Supplier Related

HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS

Basic information Safety Supplier Related

HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS Basic information

Product Name:
HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS
Synonyms:
  • 17(20),24-trien-21-oicacid,6,16-bis(acetyloxy)-3,7-dioxo-29-nordammara-(4
  • 6-beta,8-alpha,9-beta,13-alpha,14-beta,16-beta,17-beta)--alph
  • fumigacin
  • HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS
  • (4α,8α,9β,13α,14β,17Z)-6β,16β-Bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid
  • (8α,9β,13α,14β,17Z)-6β,16β-Bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid
  • (8α,9β,13α,14β,17Z)-6β,16β-Diacetoxy-3,7-dioxo-29-nor-5α-dammara-1,17(20),24-trien-21-oic acid
  • 29-Nordammara-1,17(20),24-trien-21-oic acid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4α,6β,8α,9β,13α,14β,16β,17Z)-
CAS:
29400-42-8
MF:
C33H44O8
MW:
568.7
Mol File:
29400-42-8.mol
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HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS Chemical Properties

Melting point:
215°
alpha 
D25 -121° (chloroform)
Boiling point:
552.56°C (rough estimate)
Density 
1.1062 (rough estimate)
refractive index 
1.4900 (estimate)
storage temp. 
2-8°C
solubility 
DMF:30.0(Max Conc. mg/mL);52.75(Max Conc. mM)
DMSO:20.0(Max Conc. mg/mL);35.17(Max Conc. mM)
Ethanol:20.0(Max Conc. mg/mL);35.17(Max Conc. mM)
form 
A crystalline solid
pka
4.05±0.41(Predicted)
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Safety Information

RTECS 
RC1370000
HS Code 
29419000
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HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS Usage And Synthesis

Description

Helvolic acid is a mycotoxin originally isolated from A. fumigatus that has broad-spectrum antibiotic activity against Gram-positive and Gram-negative bacteria. At 4-16 mg/L, it acted synergistically with erythromycin (500-2,000 mg/L) in vitro on five multi-drug resistant strains of S. aureus. At 10 mg/kg/d, it reduced tumor growth and prolonged survival synergistically with cyclophosphamide (20 mg/kg/d) in a mouse model of sarcoma but had no effect when administered alone.

Uses

Helvolic acid is a mycotoxin with antibacterial activity.

Definition

ChEBI: A steroid C-21 acid having a 29-nordammarane skeleton substituted with an acetoxy group at C-16 and oxo groups at C-3 and -7, with double bonds at C-1, -17(20) and -24.

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