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Ergosterol peroxide

CAT: 0013-GTR19183744-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19183744-01Size:1 mg
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Description
Ergosterol peroxide is a fungal-derived sterol with demonstrated anti-tumor, anti-inflammatory, and antioxidant properties. It has shown pro-apoptotic and anti-proliferative effects in vitro and exhibits activity against mycobacteria and parasites in research models.
CAS Number
2061-64-5
Product Name Alternative
Beta-catenin, betacatenin, CDK, Akt, Antifection, bcatenin, NSC31324, NSC 31324, JAK, JNK, ERK, STAT, Wnt, Wnt/b-catenin, Wnt/betacatenin, Wnt/β-catenin, p38 MAPK, p38MAPK, VEGFR, βcatenin, TGF-β/Smad
Field of Research
Infectious Disease & Virology
Purity
98.43% (May vary between batches)
Solubility
DMSO:3.12 mg/mL (7.28 mM) ; Methanol:12.5 mg/mL (29.16 mM)
Smiles
C[C@@]12[C@@]3 ([C@@]4 ([C@]5 ([C@] (C) (CC3) [C@@] ([C@@H] (/C=C/[C@@H] (C (C) C) C) C) (CC5) [H]) [H]) C=C[C@@]1 (OO4) C[C@@H] (O) CC2) [H]
Molecular Formula
C28H44O3
Molecular Weight
428.65
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Ergosterol Peroxide

Ergosterol peroxide is an ergostanoid that is ergosta-6,22-dien-3-ol with a peroxy group between positions 5 and 8 (the 3beta,5alpha,8alpha,22E stereoisomer). Isolated from Ganoderma lucidum and Cordyceps sinensis, it exhibits antimycobacterial, trypanocidal and antineoplastic activities. It has a role as a metabolite, an antineoplastic agent, a trypanocidal drug and an antimycobacterial drug. It is an organic peroxide, a member of phytosterols, a 3beta-sterol and an ergostanoid. It is functionally related to an ergosterol.

CAS Number2061-64-5
PubChem CID5351516
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 FormulaC28H44O3
Molecular Weight428.6
XLogP6.7
Topological Polar Surface Area38.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Heavy Atom Count31
Formal Charge0
Complexity772
SMILES
C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@]24C=C[C@@]5([C@@]3(CC[C@@H](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
Chemical Structure
2D Structure
2D structure of Ergosterol Peroxide
CAS: 2061-64-5
CID: 5351516
Formula: C28H44O3
MW: 428.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight428.6
XLogP36.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass428.32904526
Monoisotopic Mass428.32904526
Topological Polar Surface Area38.7 Ų
Heavy Atom Count31
Formal Charge0
Complexity772
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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