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SML0459

Skyrin

≥98% (HPLC), from Penicillium islandicum

Synonym(s):

Endothianin, Rhodophyscin, Skirin

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Size/SKUAvailabilityPrice
1 mg
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$272.00

About This Item

Empirical Formula (Hill Notation):
C30H18O10
CAS Number:
Molecular Weight:
538.46
UNSPSC Code:
51111800
NACRES:
NA.77
Assay:
≥98% (HPLC)
Storage condition:
protect from light

$272.00


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biological source

Penicillium islandicum

Quality Segment

assay

≥98% (HPLC)

storage condition

protect from light

solubility

DMSO: soluble, acetone: soluble, ethyl acetate: soluble

storage temp.

−20°C

SMILES string

Oc1c2c(c(c(c1)O)c4c5c(c(cc4O)O)C(=O)c6c(cc(cc6O)C)C5=O)C(=O)c3c(c(cc(c3)C)O)C2=O

InChI

1S/C30H18O10/c1-9-3-11-19(13(31)5-9)29(39)23-17(35)7-15(33)21(25(23)27(11)37)22-16(34)8-18(36)24-26(22)28(38)12-4-10(2)6-14(32)20(12)30(24)40/h3-8,31-36H,1-2H3

InChI key

MQSXZQXHIJMNAF-UHFFFAOYSA-N

Biochem/physiol Actions

Skyrin is a non-peptidic anthraquinone, mycotoxin with in vitro cytotoxic activity.
Skyrin is a non-peptidic anthraquinone, mycotoxin with in vitro cytotoxic activity. It suppresses the growth of HeLa, Vero, K562, Raji, Wish and Calu-1 cell lines. Skyrin treatment induces DNA fragmentation and other morphological changes leading to apoptosis in Human HL-60 promyelotic leukemia cells. Skyrin was found to serve as an anti-diabetic agent by selectively binding to the glucagon receptor acting as its antagonist. Regular binding of glucagon to its receptor on hepathocyte plasma membrane activates adenylate cyclase indirectly. As a result, the cAMP produced activates protein kinase A with a consequent increase in both glycogen breakdown and gluconeogenesis leading to glucose output. Skyrin was shown to block this signal transduction sequence, such that the interaction of glucagons with its receptor does not result in an increase in cAMP production. Skyrin was also found to efficiently scavenge free radical species as OH,R and of singlet oxygen (1O2). Based on Skyrin selective toxicity towards insect cell line Sf9, it may be useful as an agent for pest control.

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This Item
P0046T5580D5919
description

≥98% (HPLC), from Penicillium islandicum

description

from Pseudomonas aeruginosa, ≥98% (HPLC)

description

from Myxococcus fulvus Mx f85, ≥98% (HPLC)

description

solid

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: soluble, ethyl acetate: soluble, acetone: soluble

solubility

DMSO: soluble, acetone: soluble, chloroform: soluble, ethanol: soluble

solubility

chloroform: soluble 9.80-10.20 mg/mL, clear, colorless to yellow, DMSO: soluble, acetone: soluble, dichloromethane: soluble, ethanol: soluble, ethyl acetate: soluble, methanol: soluble

solubility

0.1 M HCl: slightly soluble, 0.1 M NaOH: slightly soluble, DMSO: soluble, H2O: insoluble, ethanol: soluble, ethyl acetate: soluble

storage condition

protect from light

storage condition

-

storage condition

protect from light, under inert gas

storage condition

-

biological source

Penicillium islandicum

biological source

Pseudomonas aeruginosa

biological source

Myxococcus fulvus Mx f85

biological source

synthetic (organic)


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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