STERIGMATOCYSTIN

Product Name: STERIGMATOCYSTIN
CAS No.: 10048-13-2
Chemical Name: STERIGMATOCYSTIN
Synonyms: NSC 204985;NSC 201423;,(3ar-cis)-;petiolubicin;STERIGMATOCYSTIN;STERIGMATOCYSTINE;Sterigmatocystin,98%;Sertindole Impurity 14;STERIGMATOCYSTIN USP/EP/BP;Sterigmatocystin solution
CBNumber: CB1475014
Molecular Formula: C18H12O6
Formula Weight: 324.28
MOL File: 10048-13-2.mol

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STERIGMATOCYSTIN Property

Melting point:: 249-251℃
Boiling point:: 382.63°C (rough estimate)
Density: 1.2842 (rough estimate)
refractive index: 1.4800 (estimate)
Flash point:: 6℃
storage temp.: 2-8°C
solubility: Acetone: 5 mg/ml
form: powder
pka: 6.92±0.20(Predicted)
color: yellow
BRN: 53259
LogP: 3.169 (est)
CAS DataBase Reference: 10048-13-2
IARC: 2B (Vol. 10, Sup 7) 1987
EPA Substance Registry System: Sterigmatocystin (10048-13-2)

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Safety

Hazard Codes: T,Xn,F
Risk Statements: 25-40-36-20/21/22-11
Safety Statements: 36/37-45-16
RIDADR: UN 3462 6.1/PG 3
WGK Germany: 3
RTECS: LV1750000
F: 10
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29329990
Hazardous Substances Data: 10048-13-2(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 32986
Product name: Sterigmatocystin solution
Purity: 50μg/mL in acetonitrile, analytical standard
Packaging: 1ml
Price: $421
Updated: 2024/03/01

Sigma-Aldrich

Product number: 32609
Product name: Sterigmatocystin
Purity: reference material
Packaging: 5mg
Price: $1310
Updated: 2024/03/01

Cayman Chemical

Product number: 11441
Product name: Sterigmatocystin
Purity: ≥98%
Packaging: 500μg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 11441
Product name: Sterigmatocystin
Purity: ≥98%
Packaging: 1mg
Price: $53
Updated: 2024/03/01

Sigma-Aldrich

Product number: S3255
Product name: Sterigmatocystin
Purity: powder, ≥98% (TLC)
Packaging: 1mg
Price: $80.8
Updated: 2024/03/01

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STERIGMATOCYSTIN Chemical Properties,Usage,Production

Description

Sterigmatocystin is a mycotoxin that has been found in Aspergillus. It is lethal to rats (LD₅₀ = 60 mg/kg) and chick embryos (LD₅₀s = 5-7 μg/embryo). Sterigmatocystin (100 and 1,000 ppb in drinking water) induces gastritis, as well as intestinal polyp formation and metaplasia in aged Mongolian gerbils. It induces formation of lung and liver adenomas and malignant lymphomas in newborn mice.

Chemical Properties

yellow needles or powder

Uses

Sterigmatocystin is a carcinogenic mycotoxin that is struturally related to Aflatoxin. Sterigmatocystin has been shown to inhibit RNA synthesis in rat liver nuclei.

Uses

Sterigmatocystin is a xanthone produced by several species of Aspergillus, isolated by a number of research groups in the 1950s as a mycotoxin associated with food and grain contamination. Sterigmatocystin is structurally related to the aflatoxins and, while it is considered to be mutagenic, teratogenic and carcinogenic, it is less widespread and potent than the aflatoxins. Sterigmatocystin, in the presence of microsomes, covalently binds to DNA. It uncouples oxidative phosphorylation but, unlike the aflatoxins, does not induce mitochondrial swelling or hinder Ca2+-induced swelling of mitochondria. Sterigmatocystin also inhibits acyl-CoA:cholesterol acyltransferase (ACAT) with selectivity for the ACAT2 isoenzyme.

Definition

ChEBI: An organic heteropentacyclic compound whose skeleton comprises a xanthene ring system ortho-fused to a dihydrofuranofuran moiety. The parent of the class of sterigmatocystins.

Hazard

Possible carcinogen; tumorigen; poison; mutagen; causes necrosis of the liver and kidney, and an inhibitory effect on orotic acid incorporation into nuclear RNA.

Biochem/physiol Actions

Initiates lung and liver tumors under experimental conditions.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and tumorigenic data. Poison by ingestion and intraperitoneal routes. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

It crystallises from amyl acetate, Me2CO or EtOH and sublimes in vacuo. It has UV max at 208, 235, 249 and 329nm (log 4.28, 4.39, 4.44 and 4.12). [UV: Bullock et al. J Chem Soc 4179, 1962, UV, IR: Holker & Mulheirn J Chem Soc, Chem Commun 1576, 1576 1968, Birkinshaw & Hammady Biochem J 65 162 1957.] This mycotoxin induces bone marrow changes in mice [Curry et al. Mutation Res 137 111 1984]. [Beilstein 19/10 V 575.]

STERIGMATOCYSTIN Preparation Products And Raw materials

Raw materials

Preparation Products

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STERIGMATOCYSTIN Suppliers

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View Lastest Price from STERIGMATOCYSTIN manufacturers

Career Henan Chemical Co

Product: STERIGMATOCYSTIN 10048-13-2
Price: US $1.00/g
Min. Order: 100g
Purity: 99%
Supply Ability: G/KG/T
Release date: 2019-12-20

10048-13-2, STERIGMATOCYSTINRelated Search:

M-CYMENE 1-(2-METHOXY-5-METHYLPHENYL)ETHANONE 2,2'-METHYLENEDIPHENOL 2',4',6'-TRIMETHOXYACETOPHENONE 4-Methoxybenzophenone 3-Methylbenzophenone Phloroglucinol 2,4-Dimethylphenol 2,4-Dihydroxy-3-methylbenzaldehyde 2-Isopropylphenol 1-(2-Hydroxy-5-methylphenyl)ethanone 4-Allylanisole STERIGMATOCYSTIN 4,6-DIMETHOXYSALICYLALDEHYDE 3'-ALLYL-4'-HYDROXYACETOPHENONE 2-Hydroxy-6-Methoxybenzaldehyde 2-HYDROXY-3-METHYLBENZALDEHYDE 1-ETHYL-3-ISO-PROPYLBENZENE

SterigMatocystin froM Aspergillus Versicolor

NSC 201423 NSC 204985 Sterigmatocystin

(3aR,12cS)-3a,12c-Dihydro-8-hydroxy-6-Methoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one

NSC 201423

NSC 204985

(3aR,12cS)-8-hydroxy-6-methoxy-3aH-furo[3',2':4,5]furo[2,3-c]xanthen-7(12cH)-one

STERIGMATOCYSTIN

STERIGMATOCYSTIN, ASPERGILLUS VERSICOLOR

STERIGMATOCYSTINE

Sterigmatocystin solution

,(3ar-cis)-

2’:4,5)furo(2,3-c)xanthen-7-one,3a,12c-dihydro-8-hydroxy-6-methoxy-7h-furo(3

3a,12c-dihydro-8-hydroxy-6-methoxy-7h-furo(3’,2’:4,5)furo(2,3-c)xanthen-7-on

3a,12c-dihydro-8-hydroxy-6-methoxy-7h-furo(3’,2’:4,5)furo(2,3-c)xanthen-7-one

3a,12c-dihydro-8-hydroxy-6-methoxyfuro[3’,2’:4,5]furo[3,2-c]xanthen-7-one

3A,12C-DIHYDRO-8-HYDROXY-6-METHOXY-7H-FUROL[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

STERIGMATOCYSTIN VIAL WITH 5 MG*

(3aR)-3aβ,12cβ-Dihydro-8-hydroxy-6-methoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one

Sterigmatocystin,98%

Sterigmatocystin Solution (50μg/ml in Acetonitrile Solution)

7H-Furo[3',2':4,5]furo[2,3-c]xanthen-7-one, 3a,12c-dihydro-8-hydroxy-6-methoxy-, (3aR,12cS)-

Sterigmatocystin-13C18 Solution, 25μg/mL

STERIGMATOCYSTIN USP/EP/BP

Sertindole Impurity 14

petiolubicin

7H-Furo[3',2':4,5]furo[2,3-c]xanthen-7-one,3a,12c-dihydro-8-hydroxy-6-methoxy-,(3ar,12cs)-

Sterigmatocystin 100 μg/ml Acetonitrile

Sterigmatocystin in Acetonitrile

U-[13C18]-Sterigmatocystin in Acetonitrile

10048-13-2

C18H12O6