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5alpha-Androst-16-en-3-one - 98%, high purity , CAS No.18339-16-7
Basic Description
Synonyms
Androst-16-en-3-one, (5.alpha.)- | (5S,8R,9S,10S,13R,14S)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-3-one | Q416745 | 5A-ANDROSTA-16-ENE-3-ONE | DTXSID0040965 | 5-acetylspiro[1-benzofuran-2,1'-cyclopropane]-3-one | (5a
Specifications & Purity
≥98%
Storage Temp
Room temperature,Desiccated
Shipped In
Normal
Product Description
5α-Androst-16-en-3-one (Androstenone) is a mammalian pheromone found in boar saliva, human sweat, and human urine.
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-5-alpha-steroids Cyclic ketones Organic oxides Hydrocarbon derivatives
Molecular Framework
Aliphatic homopolycyclic compounds
Substituents
Androgen-skeleton - 3-oxo-5-alpha-steroid - Oxosteroid - 3-oxosteroid - 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
C19 steroids (androgens) and derivatives
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
Pubchem Sid
488195858
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/488195858
IUPAC Name
(5S,8R,9S,10S,13R,14S)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-3-one
INCHI
InChI=1S/C19H28O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13,15-17H,4-8,10-12H2,1-2H3/t13-,15-,16-,17-,18-,19-/m0/s1
InChIKey
HFVMLYAGWXSTQI-QYXZOKGRSA-N
Smiles
CC12CCC3C(C1CC=C2)CCC4C3(CCC(=O)C4)C
Isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC=C2)CC[C@@H]4[C@@]3(CCC(=O)C4)C
Molecular Weight
272.43
Reaxy-Rn
1883040
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1883040&ln=
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
solubility dichloromethane: 9.80-10.20 mg/mL, clear, colorless to faintly yellow
Flash Point(°C)
157.7°C
Boil Point(°C)
371.6°C
Melt Point(°C)
140-145°C
Molecular Weight
272.400 g/mol
XLogP3
4.900
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Exact Mass
272.214 Da
Monoisotopic Mass
272.214 Da
Topological Polar Surface Area
17.100 Ų
Heavy Atom Count
20
Formal Charge
0
Complexity
464.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
6
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
Citations of This Product
1.
An W, Lin H, Ma L, Zhang C, Zheng Y, Cheng Q, Ma C, Wu X, Zhang Z, Zhong Y et al. .
(2022)
Progesterone activates GPR126 to promote breast cancer development via the Gi pathway..
Proc Natl Acad Sci U S A,
119
(15):
(e2117004119).
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