Helvolic acid

Helvolic acid (Fumigacin)

Molecular Formula

C33H44O8

M.W.

568.70

CAS number

29400-42-8

Details

Source

Cephalosporium caerulens

Fermentek product Code

HEV-001

Brand/grade

For research

Specifications

Appearance

White to Off-White powder

Purity by HPLC

≥98% ; refer to CoA for more data

Purity By TLC

≥98% ; refer to CoA for more data

Melting point

210°C-215°C

Solubility test

Clear colorless solution at 10mg/ml of DMSO;
Clear colorless solution at 10mg/ml of EtOAc

Chemical identification

Names and identifiers

Synonyms: Helvolic acid; Fumigacin;

Chemical names:

IUPAC: (2Z)-2-[(4S,5S,6S,8S,9S,10R,13R,14S,16S)-6,16-diacetyloxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid

RTECS#: RC1370000

EU number

N.A.

Chemical name

Fumigacin

Description

Helvolic acid (Fumigacin). A naturally occurring steroidal antibiotic from Aspergillus and related fungi. Helvolic acid is a mycotoxin with antibacterial activity.

InChl Key

MDFZYGLOIJNNRM-OAJDADRGSA-N

Canonical SMILES

CC1C2C(C(=O)C3(C(C2(C=CC1=O)C)CCC4C3(CC(C4=C(CCC=C(C)C)C(=O)O)OC(=O)C)C)C)OC(=O)C

Isomeric SMILES

C[C@H]1[C@@H]2[C@@H](C(=O)[C@]3([C@H]([C@]2(C=CC1=O)C)CC[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)C)OC(=O)C

Further Information

Solubility ( literature )

DMSO, Acetone, Chloroform

Compound Classification

Mycotoxin

Storage, handling