Ergosta-6,22-dien-3-ol,5,8-epidioxy-, (3b,5a,8a,22E)-

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For Research Use Only.

Category

Steroids

Cat.No.

NP6118

CAS

2061-64-5

Product Name

Ergosta-6,22-dien-3-ol,5,8-epidioxy-, (3b,5a,8a,22E)-

Structure

Product Details

Description

Ergosterol peroxide, coming from the herbs of Isodon eriocalyx, can exert antitumor activity in multiple myeloma U266 cells partly with antiangiogenic activity targeting JAK2/STAT3 signaling pathway as a potent cancer preventive agent for treatment of multiple myeloma cells. Ergosterol peroxide and ergosterol suppress LPS-induced inflammatory responses through inhibition of NF-κB and C/EBPβ transcriptional activity, and phosphorylation of MAPKs. Moreover, ergosterol peroxide appears to suppress cell growth and STAT1 mediated inflammatory responses by altering the redox state in HT29 cells.

Synonyms

ergosterol-5,8-peroxide; Ergosterol peroxide; (22E)-5α,8α-Epidioxy-5α-ergosta-6,22-dien-3β-ol; (22E)-5α,8α-Epidioxyergosta-6,22-diene-3β-ol; Ergosterol 5α,8α-epidioxide; Ergosterol endoperoxide; Peroxyergosterol

IUPAC Name

(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadec-18-en-13-ol

Molecular Weight

428.7

Molecular Formula

C28H44O3

Canonical SMILES

CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C24C=CC5(C3(CCC(C5)O)C)OO4)C

InChI

InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1

InChIKey

VXOZCESVZIRHCJ-KGHQQZOUSA-N

Flash Point

256°C

Purity

>98%

Density

1.08 g/cm³

Solubility

water, 6.258e-005 mg/L @ 25 °C (est)

Appearance

Powder

Application

Antioxidant/antitumor

Form

Powder

MDL

MFCD01746240

Refractive Index

1.551

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