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Z-Guggulsterone - 10mM in DMSO, high purity , CAS No.39025-23-5
Broad spectrum steroid receptor ligand. More active isomer ofguggulsterone(Cat. No. 2013)
Basic Description
Synonyms
AVQFHKYAVVQYQO-UHFFFAOYSA- | 6CST3U34GN | GUGGULSTERONE Z [USP-RS] | NCGC00260067-01 | Z/E-Guggulsterone | AC-28813 | CHEBI:135338 | Guggulsterones Z | 2-(2-Aminothiazol-3(2H)-yl)-1-phenylethanone | Guggulsterone | AC-6215 | Q27264514 | (17Z)-Guggulsteron
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Broad spectrum steroid receptor ligand; mineralocorticoid, progesterone and glucocorticoid receptor antagonist (Kivalues are 37, 224 and 252 nM respectively) and weak androgen receptor agonist (Ki= 315 nM). Induces apoptosis in prostate cancer cells and i
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Subclass
Androstane steroids
Intermediate Tree Nodes
Not available
Direct Parent
Androgens and derivatives
Alternative Parents
3-oxo delta-4-steroids 16-oxosteroids Delta-4-steroids Cyclohexenones Organic oxides Hydrocarbon derivatives
Molecular Framework
Aliphatic homopolycyclic compounds
Substituents
Androgen-skeleton - Oxosteroid - 16-oxosteroid - 3-oxosteroid - 3-oxo-delta-4-steroid - Delta-4-steroid - Cyclohexenone - Cyclic ketone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
Description
This compound belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(8R,9S,10R,13S,14S,17Z)-17-ethylidene-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthrene-3,16-dione
INCHI
InChI=1S/C21H28O2/c1-4-16-19(23)12-18-15-6-5-13-11-14(22)7-9-20(13,2)17(15)8-10-21(16,18)3/h4,11,15,17-18H,5-10,12H2,1-3H3/b16-4+/t15-,17+,18+,20+,21-/m1/s1
InChIKey
WDXRGPWQVHZTQJ-OSJVMJFVSA-N
Smiles
CC=C1C(=O)CC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
Isomeric SMILES
C/C=C/1\C(=O)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
WGK Germany
3
Molecular Weight
312.45
Reaxy-Rn
38423104
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=38423104&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Molecular Weight
312.400 g/mol
XLogP3
3.900
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
312.209 Da
Monoisotopic Mass
312.209 Da
Topological Polar Surface Area
34.100 Ų
Heavy Atom Count
23
Formal Charge
0
Complexity
640.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
5
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
1
Covalently-Bonded Unit Count
1
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