Antimycin A (complex)

Molecular Formula:

C28H40N2O9 (for Antimycin A1)

CAS number:

1397-94-0

EU number:

634-284-8

Fermentek product code:

ANT

Source:

Streptomyces sp.

Brand/grade:

For research

Specifications

Appearance:

White powder

Purity by HPLC:

≥98% (a mixture of subunits) ; refer to CoA for more data

Melting point:

135°C-144°C

Solubility test:

Clear colorless solution at 50mg/ml of Ethanol (slight heating)

Chemical identification

Names and identifiers:

Synonyms:

Antimycin A
Antimycins A
Antipiricullin
Fintrol
Virosin

Chemical names:

IUPAC: 3-[(3-Formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate

HSDB# 6417

HAZ-MAP# 19037

RTECS# CD0350000

Description:

Antimycin A is a complex of related macrocyclic lactones, predominantly A1 to A4, isolated from several species of Streptomyces, first reported in the early 1950s for potent antifungal activity. There are over 20 known analogues in the antimycin A class, mostly involving variation of the fatty acid ester chain length or adjacent alkyl starting unit. Antimycin A binds to cytochrome C reductase at the Qi site, inhibiting the oxidation of ubiquinol to ubiquinone. Antimycin A is widely used as a bioprobe of respiration and other applications with over 5,000 literature citations.

Some of data brought in this page, such as Molecular Weight, relates to Antimycin A1

Molecular weight:

548.62

InChl Key:

UIFFUZWRFRDZJC-RBVQMQRASA-N

Canonical SMILES:

CCCCCCC1C(C(OC(=O)C(C(OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)CC(C)C

Isomeric SMILES:

CCCCCCC1[[email protected]]([C@@H](OC(=O)[[email protected]]([[email protected]](OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)CC(C)C

Further Information

Solubility ( literature ):

(lit) Antimycin A is soluble in DMSO at 2 mg/mL and in 95% ethanol at 50 mg/mL. It is also freely soluble in ether, acetone, and chloroform. It is insoluble in water.

Storage, handling:

Store in a freezer upon arrival, at -10°C to -25°C

Protect from moisture

Open carefully.

Use the original container to store the product.

Keep the lid tightly closed.

Avoid exposing to strong direct light.

Other vendors may recommend higher temperatures for storage.

Disclaimer:

For Research use only

Not for Human or Drug use

Not extracted from humans or animals

Refer to MSDS for further safety and handling instructions

Composition

Ingredient type:

Fermentek product

Publications

Oncol Rep. 2008 Sep;20(3):689-93.Antimycin A, as a mitochondrial electron transport inhibitor prevents the growth of human lung cancer A549 cells.Han YH(1), Kim SH, Kim SZ, Park WH.

Special Info

Available since:

2019

Other Fields

Title:

CN code

Value:

29419000

Title:

Deleted CAS Numbers

Value:

37330-19-1; 50858-98-5

Title:

special link

Value:

www.cdc.gov/niosh-rtecs/CD55730.html

Title:

toxicity by RTECS

Value:

LD50 Oral rat = 28 mg/kg; mouse oral 55 mg/kg;

Title:

Value:

Title:

Eco-toxicity

Value:

very toxic to bone fish

Title:

TSCA

Value:

on extremely hazardous subst list