Hydrocortisone

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	1a23761a-525a-4a89-908e-c2c524784a50
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 21-hydroxysteroids
IUPAC Name	(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
SMILES (Canonical)	CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O
SMILES (Isomeric)	C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O
InChI	InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
InChI Key	JYGXADMDTFJGBT-VWUMJDOOSA-N
Popularity	146,607 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₃₀O₅
Molecular Weight	362.50 g/mol
Exact Mass	362.20932405 g/mol
Topological Polar Surface Area (TPSA)	94.80 Å²
XlogP	1.60
Atomic LogP (AlogP)	1.78
H-Bond Acceptor	5
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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Cortisol

50-23-7

Acticort

Cetacort

Cortef

Hydrasson

Hydrocortisyl

Hydrocortone

Cobadex

Hytone

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	+	0.9836	98.36%
Caco-2	+	0.5877	58.77%
Blood Brain Barrier	+	0.6793	67.93%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8362	83.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9523	95.23%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6852	68.52%
BSEP inhibitior	+	0.9072	90.72%
P-glycoprotein inhibitior	-	0.8421	84.21%
P-glycoprotein substrate	-	0.5980	59.80%
CYP3A4 substrate	+	0.7980	79.80%
CYP2C9 substrate	-	0.8321	83.21%
CYP2D6 substrate	-	0.8931	89.31%
CYP3A4 inhibition	-	0.8902	89.02%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.9406	94.06%
CYP2C8 inhibition	+	0.5943	59.43%
CYP inhibitory promiscuity	-	0.9095	90.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7360	73.60%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9730	97.30%
Skin irritation	+	0.6116	61.16%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.9280	92.80%
Human Ether-a-go-go-Related Gene inhibition	-	0.5461	54.61%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9435	94.35%
Respiratory toxicity	+	1.0000	100.00%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.9165	91.65%
Acute Oral Toxicity (c)	III	0.7997	79.97%
Estrogen receptor binding	+	0.9025	90.25%
Androgen receptor binding	+	0.8909	89.09%
Thyroid receptor binding	+	0.7190	71.90%
Glucocorticoid receptor binding	+	0.9258	92.58%
Aromatase binding	+	0.9060	90.60%
PPAR gamma	-	0.8159	81.59%
Honey bee toxicity	-	0.8209	82.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9785	97.85%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2421	P08185	Corticosteroid binding globulin	13.18 nM	Ki	PMID: 15139751
CHEMBL340	P08684	Cytochrome P450 3A4	19952.6 nM 19952.6 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	31622.8 nM	Potency	via CMAUP
CHEMBL2034	P04150	Glucocorticoid receptor	26 nM 30 nM	IC50 Ki	via CMAUP via Super-PRED
CHEMBL1293299	Q03164	Histone-lysine N-methyltransferase MLL	8912.5 nM	Potency	via CMAUP
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	199.5 nM 20 nM 79.4 nM 199.5 nM 199.5 nM	Potency Potency Potency Potency Potency	via Super-PRED via Super-PRED via Super-PRED via CMAUP via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	5623.4 nM 7943.3 nM 4466.8 nM	Potency Potency Potency	via CMAUP via CMAUP via CMAUP
CHEMBL1994	P08235	Mineralocorticoid receptor	0.5 nM	Kd	via Super-PRED
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	14.1 nM 14.1 nM 14.1 nM	Potency Potency Potency	via CMAUP via Super-PRED via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	794.3 nM 794.3 nM	Potency Potency	via Super-PRED via CMAUP
CHEMBL3305	P04278	Testis-specific androgen-binding protein	630.96 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL1871	P10275	Androgen Receptor	91.07%	96.43%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.87%	94.78%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.50%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.68%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	86.11%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.45%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.08%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.89%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.42%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.07%	91.19%

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.

Alpinia formosana

Anisocycla grandidieri

Elsholtzia stauntonii

Flindersia australis

Haemanthus coccineus

Heliotropium angiospermum

Holarrhena pubescens

Linum usitatissimum