1-[(3S,5S,8S,9R,10S,13S,14R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: b1ec55f7-bd4f-4cb8-a8db-5e0639caaf4a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• IUPAC Name: 1-[(3S,5S,8S,9R,10S,13S,14R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
• SMILES (Isomeric): CC(=O)C1=CC[C@H]2[C@@]1(CC[C@@H]3[C@@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C
• InChI: InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h6,14-16,18-19,23H,4-5,7-12H2,1-3H3/t14-,15-,16+,18+,19+,20-,21+/m0/s1
• InChI Key: SFXPZLCQRZASKK-FLFKKGGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.50 g/mol
• Exact Mass: 316.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7834	78.34%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6661	66.61%
OATP2B1 inhibitior	-	0.8764	87.64%
OATP1B1 inhibitior	+	0.7925	79.25%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.9000	90.00%
BSEP inhibitior	+	0.8648	86.48%
P-glycoprotein inhibitior	-	0.6474	64.74%
P-glycoprotein substrate	-	0.7071	70.71%
CYP3A4 substrate	+	0.7121	71.21%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8005	80.05%
CYP2C9 inhibition	-	0.8720	87.20%
CYP2C19 inhibition	-	0.7319	73.19%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.8359	83.59%
CYP2C8 inhibition	-	0.7090	70.90%
CYP inhibitory promiscuity	-	0.8740	87.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Warning	0.4667	46.67%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9765	97.65%
Skin irritation	+	0.7221	72.21%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.8654	86.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5063	50.63%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6388	63.88%
skin sensitisation	+	0.4898	48.98%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7607	76.07%
Acute Oral Toxicity (c)	III	0.7922	79.22%
Estrogen receptor binding	+	0.8368	83.68%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.7903	79.03%
Glucocorticoid receptor binding	+	0.9090	90.90%
Aromatase binding	+	0.6986	69.86%
PPAR gamma	-	0.6774	67.74%
Honey bee toxicity	-	0.6860	68.60%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	96.07%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.32%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.00%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.33%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.17%	97.25%
CHEMBL1871	P10275	Androgen Receptor	86.82%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.91%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.82%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.77%	97.09%

Plants that contains it

• Solanum lycopersicum

Cross-Links

• PubChem: 7002469
• LOTUS: LTS0273932
• wikiData: Q105252129