Structure Database (LMSD)

Common Name
5-Androstenetriol
Systematic Name
Androst-5-ene-3β,16α,17β-triol
Synonyms
  • betaAET
LM ID
LMST02020099
Formula
Exact Mass
Calculate m/z
306.219496
Sum Composition
Status
Curated


Classification

Biological Context

5-Androstenetriol is a steroid and an active metabolite of dehydroepiandrosterone (DHEA).1 In vivo, 5-androstenetriol (0.75 mg/25 g body weight) reduces radiation-induced lethality and induces hematopoietic recovery from surviving stem cells in mice. It increases survival in a rat model of surgical trauma-induced sepsis when administered at a dose of 40 mg/kg.2 Urinary levels of 5-androstenetriol are increased in women with androgenic alopecia.3

This information has been provided by Cayman Chemical

References

2. Marcu, A.C., Kielar, N.D., Paccione, K.E., et al. Androstenetriol improves survival in a rodent model of traumatic shock. Resuscitation 71(3), 379-386 (2006).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Pharmacology and immune modulating properties of 5-androstene-3β,7β,17β-triol, a DHEA metabolite in the human metabolome.,
J Steroid Biochem Mol Biol, 2011
Pubmed ID: 21570467

String Representations

InChiKey (Click to copy)
GUGSXATYPSGVAY-DHKQUUGRSA-N
InChi (Click to copy)
InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-17,20-22H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,17-,18-,19-/m0/s1
SMILES (Click to copy)
[C@@]12([H])CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](O)[C@H](O)C[C@@]21[H]

Other Databases

HMDB ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 4
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 311.55
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 3.50
Molar Refractivity 86.64

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Created at
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Updated at
20th Feb 2025