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23-epi-26-Deoxyactein , CAS No.501938-01-8

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Item Number
E650487
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E650487-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$780.90
E650487-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,250.90

Terpenoids Triterpenes

Basic Description

Synonyms 23-epi-26-Deoxyactein (constituent of Black cohosh) | DTXSID0033388 | DTXCID60820004 | PD195634 | SCHEMBL563205 | Q27138581 | UNII-2A97XP2V7I | 23-EPI-26-DEOXYACTEIN [USP-RS] | [(1R,1'R,3'R,4R,4'R,5R,5'R,6'R,10'S,12'S,13'S,16'R,18'S,21'R)-1,4',6',12',17',
Biochemical and Physiological Mechanisms 23-epi-26-Deoxyactein is a natural and orally active anti-obesity and anti-cancer compound.
Storage Temp Protected from light,Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

23-epi-26-Deoxyactein is a natural and orally active anti-obesity and anti-cancer compound .

In Vitro

23-epi-26-Deoxyactein (DA :10 μM and 20 μM) inhibits 3T3-L1 adipogenesis through down-regulating the expression of C/ebpα , C/ebpβ , and Pparγ , which are the critical adipogenic transcription factors. 23-epi-26-Deoxyactein (DA) promotes mitochondrial biogenesis in pancreatic β-cells preventing methylglyoxal-induced oxidative cell damage and protects osteoblasts against Antimycin A-induced cell damage. 23-epi-26-Deoxyactein (DA) inhibits growth of the MCF7 human breast cancer cells and induces cell cycle arrest at G1 (IC 50 of 21μM). 23-epi-26-Deoxyactein (0.1-1 μM) protects osteoblasts against Antimycin A-induced cell damage . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Differentiation AssayCell Line: 3T3-L1 preadipocytes. Concentration: 0-50 μM. Incubation Time: 8 days. Result: 10 μM DA inhibited the adipogenesis of 3T3-L1 preadipocytes mainly at the early stage of differentiation.

In Vivo

23-epi-26-Deoxyactein (DA: 5 and 10 mg/kg/d) significantly lowers body weight gain, fat mass, and liver weight in HFD-fed mice. 23-epi-26-Deoxyactein (DA) also reduces insulin resistance and serum lipoprotein levels in HFD-fed mice . 23-epi-26-Deoxyactein (DA) promotes adipocyte lipolysis in mice through activating the AMPK signaling and SIRT1-FOXO1 pathway . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Diet induced obesity in C57BL/6 mice . Dosage: 1-10 mg/kg. Administration: Orally, daily for 12 weeks. Result: Lowered body weight gain, fat mass, and liver weight. 5 mg/kg/d DA significantly improved HFD-induced glucose intolerance.

Form:Solid

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Steroids and steroid derivatives
Subclass Cycloartanols and derivatives
Intermediate Tree Nodes Not available
Direct Parent Cycloartanols and derivatives
Alternative Parents Triterpenoids  Steroid esters  O-glycosyl compounds  Ketals  1,4-dioxanes  Oxanes  Monosaccharides  Tetrahydrofurans  Secondary alcohols  Carboxylic acid esters  Polyols  Oxacyclic compounds  Dialkyl ethers  Monocarboxylic acids and derivatives  Epoxides  Hydrocarbon derivatives  Organic oxides  Carbonyl compounds  
Molecular Framework Aliphatic heteropolycyclic compounds
Substituents Cycloartanol-skeleton - 9b,19-cyclo-lanostane-skeleton - Cycloartane-skeleton - Triterpenoid - Steroid ester - Glycosyl compound - O-glycosyl compound - Ketal - Para-dioxane - Monosaccharide - Oxane - Tetrahydrofuran - Secondary alcohol - Carboxylic acid ester - Organoheterocyclic compound - Acetal - Monocarboxylic acid or derivatives - Oxacycle - Ether - Oxirane - Dialkyl ether - Polyol - Carboxylic acid derivative - Alcohol - Organic oxygen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Organooxygen compound - Aliphatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.
External Descriptors triterpenoid

Names and Identifiers

IUPAC Name [(1R,1'R,3'R,4R,4'R,5R,5'R,6'R,10'S,12'S,13'S,16'R,18'S,21'R)-1,4',6',12',17',17'-hexamethyl-18'-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyspiro[3,6-dioxabicyclo[3.1.0]hexane-4,8'-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosane]-3'-yl] acetate
INCHI InChI=1S/C37H56O10/c1-18-12-37(30-33(6,47-30)17-43-37)46-21-13-32(5)23-9-8-22-31(3,4)24(45-29-28(41)27(40)20(39)15-42-29)10-11-35(22)16-36(23,35)14-25(44-19(2)38)34(32,7)26(18)21/h18,20-30,39-41H,8-17H2,1-7H3/t18-,20-,21+,22+,23+,24+,25-,26+,27+,28-,29+,30-,32+,33-,34-,35-,36+,37-/m1/s1
InChIKey GCMGJWLOGKSUGX-WUHYQCRDSA-N
Smiles CC1CC2(C3C(O3)(CO2)C)OC4C1C5(C(CC67CC68CCC(C(C8CCC7C5(C4)C)(C)C)OC9C(C(C(CO9)O)O)O)OC(=O)C)C
Isomeric SMILES C[C@@H]1C[C@]2([C@H]3[C@](O3)(CO2)C)O[C@@H]4[C@H]1[C@]5([C@@H](C[C@@]67C[C@@]68CC[C@@H](C([C@@H]8CC[C@H]7[C@@]5(C4)C)(C)C)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)OC(=O)C)C
Alternate CAS 501938-01-8
PubChem CID 21668683
MeSH Entry Terms 23-epi-26-deoxy-actein;23-epi-26-deoxyactein
Molecular Weight 660.83

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Molecular Weight 660.800 g/mol
XLogP3 3.900
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 10
Rotatable Bond Count 4
Exact Mass 660.387 Da
Monoisotopic Mass 660.387 Da
Topological Polar Surface Area 136.000 Ų
Heavy Atom Count 47
Formal Charge 0
Complexity 1360.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 18
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Solution Calculators

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