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Bikaverin

Name: Bikaverin
Brand: SIGMA

from Fusarium subglutinans, ≥98% (HPLC)

Synonym(s):

6,11-Dihydroxy-3,8-dimethoxy-1-methylbenzo[b]xanthene-7,10, 12-trione, Lycopersin, NSC 215139

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₁₄O₈

CAS Number:

33390-21-5

Molecular Weight:

382.32

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

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Properties

biological source

Fusarium subglutinans

Quality Segment

200

assay

≥98% (HPLC)

form

powder

solubility

DMSO: 0.5 mg/mL (may require sonication and heating), chloroform: 0.5 mg/mL, dichloromethane: 0.5 mg/mL

storage temp.

−20°C

SMILES string

[o]1c2c([c](c4c1cc(cc4C)OC)=O)c(c3c(c2O)C(=O)C(=CC3=O)OC)O

InChI

1S/C20H14O8/c1-7-4-8(26-2)5-10-12(7)17(23)15-18(24)13-9(21)6-11(27-3)16(22)14(13)19(25)20(15)28-10/h4-6,24-25H,1-3H3

InChI key

ZOQMSOSJEWBMHP-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Bikaverin is a red pigment with a polyketide tetracyclic benzoxanthone structure. Bikaverin has an antibiotic activity against some protozoa and fungi and also inhibits Succinate- and NAD-linked respiration in rat mitochondria at 20 mg/mL. At higher concentrations (50 mg/mL) it acts as an oxidative phosphorylation uncoupling agent of tumor cells and isolated rat liver mitochondria. Bikaverin demonstrates antitumor activity on Erlich ascites carcinoma (EAC), leukemia and sarcoma cells.

Bikaverin is a red pigment with a polyketide tetracyclic benzoxanthone structure. Bikaverin has an antibiotic activity against some protozoa and fungi.

Preparation Note

Soluble in DMSO (0.5 mg/mL, may require sonication and heating). For further dilution, water based solutions can be used. Chloroform (0.5 mg/mL) and dichloromethane (0.5 mg/mL).

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This Item	SML1767	SML2615	C2997
Sigma-Aldrich SML0724 Bikaverin	Sigma-Aldrich SML1767 Sparstolonin B	Sigma-Aldrich SML2615 Ixabepilone	Sigma-Aldrich C2997 Cytosporone B
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 200	Quality Level 100	Quality Level -	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. −20°C
solubility DMSO: 0.5 mg/mL (may require sonication and heating), dichloromethane: 0.5 mg/mL, chloroform: 0.5 mg/mL	solubility DMSO: 10 mg/mL, clear	solubility DMSO: 2 mg/mL, clear	solubility DMSO: >20 mg/mL
biological source Fusarium subglutinans	biological source -	biological source -	biological source -

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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