Aldosterone

Details

• Internal ID: 50992a51-1203-4cf9-a729-1ea4f6590500
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 21-hydroxysteroids
• IUPAC Name: (8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehyde
• SMILES (Canonical): CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)C=O)O
• SMILES (Isomeric): C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C=O)O
• InChI: InChI=1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1
• InChI Key: PQSUYGKTWSAVDQ-ZVIOFETBSA-N
• Popularity: 52,479 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 52-39-1
• Electrocortin
• Aldocortin
• Aldocorten
• Aldocortene
• (+)-Aldosterone
• Reichstein X
• Elektrocortin
• d-Aldosterone
• 18-Oxocorticosterone
• Aldosteronum
• [3H]aldosterone
• 11beta,21-Dihydroxypregn-4-ene-3,18,20-trione
• 11beta,21-Dihydroxy-3,20-diketo-4-pregnen-18-al
• 11beta,21-Dihydroxy-3,20-diketopregn-4-ene-18-al
• 18-Formyl-11beta,21-dihydroxy-4-pregnene-3,20-dione
• Pregn-4-en-18-al, 11,21-dihydroxy-3,20-dioxo-, (11b)-
• NSC 73856
• (11BETA)-11,21-DIHYDROXY-3,20-DIOXOPREGN-4-EN-18-AL
• 11beta,21-Dihydroxy-3,20-dioxo-4-pregnen-18-al
• NSC-73856
• 11beta,21-Dihydroxy-3,20-dioxo-4-pregnen-18-al, 18,11-halbacetal
• 11beta,21-dihydroxy-3,20-dioxopregn-4-en-18-al
• 11beta,21-dihydroxy-3,20-dioxo-pregn-4-ene-18-al
• (8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-13-carbaldehyde
• CHEBI:27584
• 4964P6T9RB
• Aldosterone (INN)
• 11.beta.,21-Dihydroxypregn-4-ene-3,18,20-trione
• Pregn-4-en-18-al, 11,21-dihydroxy-3,20-dioxo-, (11beta)-
• Aldosteronum [INN-Latin]
• Aldosterona
• Aldosterona [INN-Spanish]
• 18-Aldocorticosterone
• ALDOSTERONE [INN]
• Aldosterone [INN:BAN:DCF]
• [3H]-aldosterone
• SMR000857170
• EINECS 200-139-9
• BRN 3224996
• UNII-4964P6T9RB
• delta-Aldosterone
• 18-ketocorticosterone
• 11,21-Dihydroxy-3,20-dioxopregn-4-en-18-al
• ALDOSTERONE [MI]
• SCHEMBL1675
• ALDOSTERONE [MART.]
• ALDOSTERONE [WHO-DD]
• 11b,21-dihydroxy-3,20-dioxo-pregn-4-en-18-al
• 4-08-00-03491 (Beilstein Handbook Reference)
• MLS001333163
• MLS001333164
• BIDD:ER0511
• CHEMBL273453
• GTPL2872
• GTPL3452
• DTXSID7022419
• Aldosterone, >=95% (HPLC)
• BDBM19214
• (11beta)-11,21-dihydroxy-3,20-dioxo-Pregn-4-en-18-al
• HMS2233D14
• NSC73856
• LMST02030026
• AKOS024462706
• DB04630
• NCGC00164236-01
• AS-69489
• Aldosterone 100 microg/mL in Acetonitrile
• HY-113313
• CS-0059576
• C01780
• D10528
• Q184564
• SR-01000838883
• SR-01000838883-2
• 11-beta,21-Dihydroxy-3,20-dioxopregn-4-en-18-al
• 11beta,21-Dihydroxy-3,20-dioxo-pregn-4-en-18-al
• (11b)-11,21-dihydroxy-3,20-dioxo-pregn-4-en-18-al
• 11-beta-18-Epoxy-18,21-dihydroxypregn-4-ene-3,20-dione
• Pregn-4-en-18-al,21-dihydroxy-3,20-dioxo-, (11.beta.)-
• Pregn-4-ene-3,20-dione, 11-beta,18-epoxy-18,21-dihydroxy-
• Pregn-4-ene-3,20-dione, 11beta,18-epoxy-18,21-dihydroxy-
• '(11BETA)-11,21-DIHYDROXY-3,20-DIOXOPREGN-4-EN-18-AL'
• (11alpha,14beta,17alpha)-11,21-dihydroxy-3,20-dioxopregn-4-en-18-al
• Pregn-4-ene-3,20-dione, 11,18-epoxy-18,21-dihydroxy-, (11-beta)-
• 11,13-(Epoxymethano)-13H-cyclopenta(a)phenanthrene, pregn-4-ene-3,20-deriv.
• (1S,2R,10S,11S,14S,15R,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2-methyl-5-oxotetracyclo[8.7.0.0;{2,7}.0;{11,15}]heptadec-6-ene-15-carbaldehyde
• (8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,3,6,7,8,9,10,11,12,14,15,16,17-tetradecahydro-13H-cyclopenta[a]phenanthrene-13-carbaldehyde
• 11-hydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-13-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.6987	69.87%
Blood Brain Barrier	-	0.8911	89.11%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8418	84.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6901	69.01%
BSEP inhibitior	+	0.8035	80.35%
P-glycoprotein inhibitior	-	0.7768	77.68%
P-glycoprotein substrate	+	0.8269	82.69%
CYP3A4 substrate	+	0.7629	76.29%
CYP2C9 substrate	-	0.8057	80.57%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	-	0.8795	87.95%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.9434	94.34%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.6662	66.62%
CYP inhibitory promiscuity	-	0.8737	87.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6365	63.65%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9810	98.10%
Skin irritation	+	0.6756	67.56%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.7348	73.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.5874	58.74%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7351	73.51%
skin sensitisation	-	0.9076	90.76%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6236	62.36%
Acute Oral Toxicity (c)	III	0.7795	77.95%
Estrogen receptor binding	+	0.9483	94.83%
Androgen receptor binding	+	0.8555	85.55%
Thyroid receptor binding	+	0.6686	66.86%
Glucocorticoid receptor binding	+	0.9306	93.06%
Aromatase binding	+	0.8185	81.85%
PPAR gamma	-	0.6594	65.94%
Honey bee toxicity	-	0.8469	84.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9780	97.80%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1994	P08235	Mineralocorticoid receptor	0.18 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.74%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.92%	95.56%
CHEMBL1871	P10275	Androgen Receptor	92.08%	96.43%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.60%	94.78%
CHEMBL340	P08684	Cytochrome P450 3A4	85.21%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.42%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.80%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.01%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	81.81%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.07%	95.89%
CHEMBL5028	O14672	ADAM10	80.48%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.08%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5839
• LOTUS: LTS0150503
• wikiData: Q184564