Sterigmatocystin

Inquiry

For Research Use Only.

Category

Xanthones

Cat.No.

NP7358

CAS

10048-13-2

Product Name

Sterigmatocystin

Structure

Product Details

Description

Sterigmatocystin is a mycotoxin produced by several species of aspergillus. It is structurally related to the aflatoxins. It is mutagenic, teratogenic and carcinogenic and is less widespread and potent than Aflatoxin. It inhibits acyl-CoA. It is a cholesterol acyltransferase (ACAT) with selectivity for the ACAT2 isoenzyme.

Synonyms

(3aR,12cS)-3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one; (3aR-cis)-3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one; NSC 201423; NSC 204985; Sterigmatocystine

IUPAC Name

(3S,7R)-15-hydroxy-11-methoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14,16,18-heptaen-13-one

Molecular Weight

324.28

Molecular Formula

C18H12O6

Canonical SMILES

COC1=C2C(=C3C4C=COC4OC3=C1)OC5=CC=CC(=C5C2=O)O

InChI

InChI=1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3/t8-,18+/m0/s1

InChIKey

UTSVPXMQSFGQTM-DCXZOGHSSA-N

Boiling Point

569.7°C at 760 mmHg

Melting Point

>230°C (dec.)

Purity

>95% by HPLC

Density

1.51 g/cm3

Solubility

Soluble in DMF, DMSO; Moderately soluble in Methanol, Ethanol, Chloroform; Poorly soluble in Water

Appearance

Pale Yellow to Light Yellow Solid

Storage

Store at -20°C

Color

Yellow

Form

Powder

Toxicity

LD50: 166 mg/kg (Rat, 10 days); LD50: >800 mg/kg (Mouse); LD50: 60-65 mg/kg (Intraperitoneal, Rat).

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