Structure Database (LMSD)
Common Name
5alpha-androst-16-en-3-one
Systematic Name
5α-androst-16-en-3-one
Synonyms
- androstenone
3D model of 5alpha-androst-16-en-3-one
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
5α-Androst-16-en-3-one is a mammalian pheromone released as a volatile chemical cue in boar saliva to facilitate social and sexual interactions.1 It has been used to prime sexual behavior of sows in estrus for mating or artificial insemination. 5α-androst-16-en-3-one is also found in human sweat and urine and has been used to study receptor-mediated odorant detection and the genetic basis for anosmias.2
This information has been provided by Cayman Chemical
References
1. Dehnard, M., Rohrmann, H., and Kauffold, J. Measurement of 16-androstenes (5α-androst-16-en-3-one, 5α-androst-16-en-3α-ol, 5α-androst-16-en-3ß-ol) in saliva of German landrace and Göttingen minipig boars. Chemical Signals in Vertebrates 12 12, 381-390 (2013).
2. Wang, L., Chen, L., and Jacob, T. Evidence for peripheral plasticity in human odour response. J. Physiol. 554.1, 236-244 (2003).
String Representations
InChiKey (Click to copy)
HFVMLYAGWXSTQI-QYXZOKGRSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(CC[C@]3([H])[C@]2([H])CC[C@@]2(C)[C@@]3([H])CC=C2)CC(=O)C1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
20
Rings
4
Aromatic Rings
0
Rotatable Bonds
0
Van der Waals Molecular Volume
291.33
Topological Polar Surface Area
17.07
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
1
logP
4.76
Molar Refractivity
81.26
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Updated at
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