HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS CAS#: 29400-42-8

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)
color: White to off-white

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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.

HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENSSupplier

Shanghai EFE Biological Technology Co., Ltd.

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Shanghai SuperLan Chemcial Technique Centre

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Lynnchem

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