Structure Database (LMSD)

Common Name
Androstenedione
Systematic Name
androst-4-ene-3,17-dione
Synonyms
LM ID
LMST02020007
Formula
C19H26O2
Exact Mass
Calculate m/z
286.19328
Sum Composition
ST 19:3;O2
Status
Curated
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Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C19 steroids (androgens) and derivatives [ST0202]

Biological Context

Androstenedione (exempt preparation) is an analytical reference standard categorized as an anabolic androgenic steroid.1,2 Androstenedione is a precursor of testosterone (ISO60154 | ISO00154 | 15645) and estrone .2,3 Androstenedione is regulated as a Schedule III compound in the United States. Androstenedione (exempt preparation) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.

This information has been provided by Cayman Chemical

References

1. Chen, F., Knecht, K., Leu, C., et al. Partial agonist/antagonist properties of androstenedione and 4-androsten-3β,17β-diol. J. Steroid Biochem. Mol. Biol. 91(4-5), 247-257 (2004).
2. Toxicology and carcinogenesis studies of androstenedione (CAS No. 63-05-8) in F344/N rats and B6C3F1 mice (gavage studies). Natl. Toxicol. Program Tech. Rep. Ser. 560, 1-171 (2010).
3. Ostojic, S.M., Calleja-Gonzalez, J., and Stojanovic, M. Steroid prohormones: Effects on body composition in athletes. Steroids - Clinical Aspect 11-24 (2011).

Reactions

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String Representations

InChiKey (Click to copy)
AEMFNILZOJDQLW-QAGGRKNESA-N
InChi (Click to copy)
InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)C(=O)CC[C@@]4([H])[C@]3([H])CCC2=CC(=O)C1

Other Databases

Wikipedia
Androstenedione
KEGG ID
C00280
HMDB ID
HMDB0000053
CHEBI ID
16422
LIPIDBANK ID
SST0028
PubChem CID
6128
SwissLipids ID
SLM:000001060
Cayman ID
37897
PDB ID
ASD
GuidePharm ID
2860

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 4
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 297.48
Topological Polar Surface Area 34.14
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 4.09
Molar Refractivity 81.72

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Updated at
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