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2-O-Acetyl-20-hydroxyecdysone

CAT: 0931-TN1216-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-TN1216-01Size:1 mg
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CAS Number
19536-25-5
Target
Beta Amyloid
Related Pathways
Neuroscience
Purity
0.9999
Bioactivity
2-O-Acetyl-20-hydroxyecdysone is an ecdysone present in insects and terrestrial plants. 2-O-Acetyl-20-hydroxyecdysone inhibits amyloid-β42-induced cytotoxicity and is able to reduce the formation of Aβ oligomers by promoting fibrillogenesis, which converts Aβ oligomers into less toxic fibers.
Smiles
[H][C@@]1(CC[C@@]2(O)C3=CC(=O)[C@]4([H])C[C@@H](O)[C@H](C[C@]4(C)[C@@]3([H])CC[C@]12C)OC(C)=O)[C@@](C)(O)[C@H](O)CCC(C)(C)O
Molecular Formula
C29H46O8
Molecular Weight
522.67
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

2-O-Acetyl-20-hydroxyecdysone

2-O-Acetyl-20-hydroxyecdysone has been reported in Zoanthus and Rhaponticum carthamoides with data available.

CAS Number19536-25-5
PubChem CID11060408
IUPAC Name[(2S,3R,5R,9R,10R,13R,14S,17S)-3,14-dihydroxy-10,13-dimethyl-6-oxo-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate
Molecular FormulaC29H46O8
Molecular Weight522.7
XLogP1
Topological Polar Surface Area145
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Heavy Atom Count37
Formal Charge0
Complexity975
SMILES
CC(=O)O[C@H]1C[C@@]2([C@H]3CC[C@@]4([C@H](CC[C@]4(C3=CC(=O)[C@@H]2C[C@H]1O)O)[C@](C)([C@@H](CCC(C)(C)O)O)O)C)C
InChI
InChI=1S/C29H46O8/c1-16(30)37-22-15-26(4)17-7-11-27(5)23(28(6,35)24(33)9-10-25(2,3)34)8-12-29(27,36)18(17)13-20(31)19(26)14-21(22)32/h13,17,19,21-24,32-36H,7-12,14-15H2,1-6H3/t17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1
InChIKey
TXLUXHSVMYTTCI-FORVDKSSSA-N
Chemical Structure
2D Structure
2D structure of 2-O-Acetyl-20-hydroxyecdysone
CAS: 19536-25-5
CID: 11060408
Formula: C29H46O8
MW: 522.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight522.7
XLogP31
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count7
Exact Mass522.31926842
Monoisotopic Mass522.31926842
Topological Polar Surface Area145 Ų
Heavy Atom Count37
Formal Charge0
Complexity975
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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M21779-013-O-Acetyl-20-Hydroxyecdysone
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