| Identification | Back Directory | [Name]
HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS | [CAS]
29400-42-8 | [Synonyms]
fumigacin
Helvolic acid (Fumigacin)
HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS
6-beta,8-alpha,9-beta,13-alpha,14-beta,16-beta,17-beta)--alph
17(20),24-trien-21-oicacid,6,16-bis(acetyloxy)-3,7-dioxo-29-nordammara-(4
(8α,9β,13α,14β,17Z)-6β,16β-Diacetoxy-3,7-dioxo-29-nor-5α-dammara-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
(4α,8α,9β,13α,14β,17Z)-6β,16β-Bis(acetyloxy)-3,7-dioxo-29-nordammara-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)- | [Molecular Formula]
C33H44O8 | [MDL Number]
MFCD00058402 | [MOL File]
29400-42-8.mol | [Molecular Weight]
568.7 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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. | [storage]
Store at -20°C |
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