Androstenedione

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	8f5c26b4-d6ef-4e2d-91d8-d5aa789eabd3
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids > Androgens and derivatives
IUPAC Name	(8R,9S,10R,13S,14S)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
SMILES (Canonical)	CC12CCC(=O)C=C1CCC3C2CCC4(C3CCC4=O)C
SMILES (Isomeric)	C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C
InChI	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
InChI Key	AEMFNILZOJDQLW-QAGGRKNESA-N
Popularity	16,420 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₂₆O₂
Molecular Weight	286.40 g/mol
Exact Mass	286.193280068 g/mol
Topological Polar Surface Area (TPSA)	34.10 Å²
XlogP	2.70
Atomic LogP (AlogP)	4.09
H-Bond Acceptor	2
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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4-Androstene-3,17-dione

Androst-4-ene-3,17-dione

63-05-8

4-Androstenedione

Androtex

3,17-Dioxoandrost-4-ene

delta-4-Androstenedione

SKF 2170

Androstendione

Fecundin

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9146	91.46%
Blood Brain Barrier	+	0.8580	85.80%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6953	69.53%
OATP2B1 inhibitior	-	0.8779	87.79%
OATP1B1 inhibitior	+	0.9473	94.73%
OATP1B3 inhibitior	+	0.9828	98.28%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.7750	77.50%
BSEP inhibitior	+	0.5515	55.15%
P-glycoprotein inhibitior	+	0.8945	89.45%
P-glycoprotein substrate	-	0.9362	93.62%
CYP3A4 substrate	+	0.6211	62.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.8483	84.83%
CYP2C9 inhibition	-	0.9387	93.87%
CYP2C19 inhibition	-	0.8138	81.38%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.8375	83.75%
CYP inhibitory promiscuity	-	0.8067	80.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Warning	0.4588	45.88%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9349	93.49%
Skin irritation	+	0.5678	56.78%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4934	49.34%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	+	0.6861	68.61%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7721	77.21%
Acute Oral Toxicity (c)	III	0.7373	73.73%
Estrogen receptor binding	+	0.9091	90.91%
Androgen receptor binding	+	0.8900	89.00%
Thyroid receptor binding	+	0.8114	81.14%
Glucocorticoid receptor binding	+	0.8397	83.97%
Aromatase binding	+	0.6368	63.68%
PPAR gamma	-	0.5597	55.97%
Honey bee toxicity	-	0.8267	82.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	12.6 nM 12.6 nM	Potency Potency	via CMAUP via Super-PRED
CHEMBL2421	P08185	Corticosteroid binding globulin	1737.8 nM	Ki	PMID: 15139751
CHEMBL1978	P11511	Cytochrome P450 19A1	300 nM 20 nM	IC50 Ki	PMID: 8035427 via Super-PRED
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	25118.9 nM	Potency	via CMAUP
CHEMBL4234	P37058	Estradiol 17-beta-dehydrogenase 3	758 nM 758 nM 758 nM 758 nM	IC50 IC50 IC50 IC50	PMID: 11086723 via Super-PRED PMID: 16078844 PMID: 11806715
CHEMBL4040	P28482	MAP kinase ERK2	39810.7 nM	Potency	via CMAUP
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	251.2 nM 251.2 nM	Potency Potency	via Super-PRED via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	10000 nM	Potency	via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	6.3 nM 3162.3 nM 6.3 nM	Potency Potency Potency	via Super-PRED via CMAUP via CMAUP
CHEMBL3305	P04278	Testis-specific androgen-binding protein	34.67 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	95.85%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.82%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL1871	P10275	Androgen Receptor	94.32%	96.43%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.39%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.12%	95.56%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	86.97%	94.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.53%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.07%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	82.30%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.87%	93.04%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.71%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.50%	99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.