1-[(3S,8S,13R,14R)-3,8,14-trihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: fd95c351-6508-49f1-b83a-a58b502a320a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: 1-[(3S,8S,13R,14R)-3,8,14-trihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC(=O)C1CCC2(C1(CCC3C2(CC=C4C3(CCC(C4)O)C)O)C)O
• SMILES (Isomeric): CC(=O)C1CC[C@]2([C@@]1(CCC3[C@]2(CC=C4C3(CC[C@@H](C4)O)C)O)C)O
• InChI: InChI=1S/C21H32O4/c1-13(22)16-6-11-21(25)19(16,3)9-7-17-18(2)8-5-15(23)12-14(18)4-10-20(17,21)24/h4,15-17,23-25H,5-12H2,1-3H3/t15-,16?,17?,18?,19+,20-,21+/m0/s1
• InChI Key: ZQBLOEFPHMRSSU-OEPBDXGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₄
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.5868	58.68%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	0.8691	86.91%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5071	50.71%
BSEP inhibitior	+	0.6882	68.82%
P-glycoprotein inhibitior	-	0.9137	91.37%
P-glycoprotein substrate	-	0.5734	57.34%
CYP3A4 substrate	+	0.6678	66.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8133	81.33%
CYP3A4 inhibition	-	0.8605	86.05%
CYP2C9 inhibition	-	0.8831	88.31%
CYP2C19 inhibition	-	0.8500	85.00%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8779	87.79%
CYP2C8 inhibition	-	0.5653	56.53%
CYP inhibitory promiscuity	-	0.9458	94.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5840	58.40%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9306	93.06%
Skin irritation	+	0.7068	70.68%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7136	71.36%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.7453	74.53%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.5795	57.95%
Acute Oral Toxicity (c)	IV	0.4738	47.38%
Estrogen receptor binding	+	0.8005	80.05%
Androgen receptor binding	+	0.6998	69.98%
Thyroid receptor binding	+	0.7468	74.68%
Glucocorticoid receptor binding	+	0.8298	82.98%
Aromatase binding	+	0.7277	72.77%
PPAR gamma	-	0.6485	64.85%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.20%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.20%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.18%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.73%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.62%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.74%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.11%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.62%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.09%	95.89%

Plants that contains it

• Garcinia multiflora

Cross-Links

• PubChem: 5317416
• NPASS: NPC108232