Dehydroepiandrosterone

Athanor · official

C₁₉H₂₈O₂ · 288.4 g/mol

IUPAC name: (3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one

Also called DHEA, androstenolone, prasterone

Hormones Lipids

Open in Athanor

Drawn from its SMILES with RDKit

DangerHarmful if swallowed · Harmful in contact with skin · Causes skin irritation · Causes serious eye irritation · Harmful if inhaled · May cause respiratory irritation · Suspected of causing cancer · May damage fertility or the unborn child · May cause harm to breast-fed children · Very toxic to aquatic life · Very toxic to aquatic life with long lasting effects

Names and identifiers

IUPAC name: (3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
Synonyms: DHEA, androstenolone, prasterone
+ 37 more
PRASTERONE, Dehydroisoandrosterone, Androstenolone, Diandron, 3beta-hydroxyandrost-5-en-17-one, 17-Hormoforin, Intrarosa, Prasterona, 3-beta-Hydroxy-5-androsten-17-one, Prasteronum, Vaginorm, 5,6-Dehydroisoandrosterone, Biolaif, EM-760, DTXSID4020379, NSC-9896, Androst-5-en-17-one, 3-hydroxy-, (3beta)-, (3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one, NSC9896, 459AG36T1B, DTXCID40379, CHEBI:28689, Fidelin, Prastera, Natrol dhea, Enzymatic therapy, GL701, (3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta(a)phenanthren-17-one, Prasterone, 3 alpha, prasterone and ibuprofen, RefChem:55906, 5 Androsten 3 ol 17 one, DHEA (Dehydroepiandrosterone), Therapeutic Dehydroepiandrosterone, A14AA07, G03XX01, 5 Androsten 3 beta hydroxy 17 one
Molecular formula: C₁₉H₂₈O₂
Empirical formula: C₁₉H₂₈O₂
Molecular weight: 288.4 g/mol
Exact mass: 288.20893
CAS number: 53-43-0
PubChem CID: 5881
Canonical SMILES: CC12CCC3C(C1CCC2=O)CC=C4C3(CCC(C4)O)C
Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)O)C
InChI: InChI=1S/C19H28O2/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/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
InChIKey: FMGSKLZLMKYGDP-USOAJAOKSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 21
Rings: 4
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 0.84
H-bond donors: 1
H-bond acceptors: 2
Rotatable bonds: 0
TPSA (Å²): 37.3
Formal charge: 0
XLogP3: 3.2 PubChem
Complexity: 508 PubChem
Stereocenters: 6 definedCIP: C2: S · C5: S · C6: R · C11: S · C15: R · C17: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C79.12%
H9.79%
O11.09%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 3.88 Crippen (Wildman and Crippen 1999)
log S (water solubility): -4.07 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.96 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 288.43
log P ≤ 5 (Crippen): 3.88
H-bond donors ≤ 5: 1
H-bond acceptors ≤ 10: 2

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 159 company reports to ECHA. Source [1].

Harmful or irritant
Health hazard
Environmental hazard

H302Harmful if swallowed (11.3% of reports)
H312Harmful in contact with skin (10.7% of reports)
H315Causes skin irritation (24.5% of reports)
H319Causes serious eye irritation (24.5% of reports)
H332Harmful if inhaled (10.7% of reports)
H335May cause respiratory irritation (24.5% of reports)
H351Suspected of causing cancer (10.7% of reports)
H360May damage fertility or the unborn child (74.2% of reports)
H362May cause harm to breast-fed children (63.5% of reports)
H400Very toxic to aquatic life (62.9% of reports)
H410Very toxic to aquatic life with long lasting effects (63.5% of reports)

Precautionary statements: P203, P260, P261, P263, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501

Safety data sheets on the supplier’s page: LGC Standards, AvaChem Scientific, Clearsynth.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.