1-[(3S,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: 64db837a-33cb-4abf-9f44-cb6230d68ecc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• IUPAC Name: 1-[(3S,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• InChI: InChI=1S/C24H40O2/c1-15(25)16-9-13-23(5)17(16)7-8-19-22(4)12-11-20(26)21(2,3)18(22)10-14-24(19,23)6/h16-20,26H,7-14H2,1-6H3/t16-,17-,18+,19-,20+,22+,23-,24-/m1/s1
• InChI Key: GRVOAMBHUWXGTO-SXSJETLGSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₂
• Molecular Weight: 360.60 g/mol
• Exact Mass: 360.302830514 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.62
• 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	+	0.5483	54.83%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7331	73.31%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9435	94.35%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.8000	80.00%
BSEP inhibitior	+	0.7473	74.73%
P-glycoprotein inhibitior	-	0.7745	77.45%
P-glycoprotein substrate	-	0.9270	92.70%
CYP3A4 substrate	+	0.6898	68.98%
CYP2C9 substrate	-	0.8408	84.08%
CYP2D6 substrate	-	0.7400	74.00%
CYP3A4 inhibition	-	0.9042	90.42%
CYP2C9 inhibition	-	0.7492	74.92%
CYP2C19 inhibition	-	0.8490	84.90%
CYP2D6 inhibition	-	0.9719	97.19%
CYP1A2 inhibition	-	0.6690	66.90%
CYP2C8 inhibition	-	0.8022	80.22%
CYP inhibitory promiscuity	-	0.9533	95.33%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6153	61.53%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8788	87.88%
Skin irritation	+	0.7234	72.34%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.7823	78.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5453	54.53%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.8031	80.31%
skin sensitisation	+	0.4892	48.92%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7765	77.65%
Acute Oral Toxicity (c)	III	0.7180	71.80%
Estrogen receptor binding	+	0.8880	88.80%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	+	0.6550	65.50%
Glucocorticoid receptor binding	+	0.8529	85.29%
Aromatase binding	+	0.7691	76.91%
PPAR gamma	-	0.5285	52.85%
Honey bee toxicity	-	0.7238	72.38%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9596	95.96%

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	92.67%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.00%	96.61%
CHEMBL204	P00734	Thrombin	87.58%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.16%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.56%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.12%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.03%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.21%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.23%	89.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.40%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.34%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.03%	97.09%

Plants that contains it

• Brucea javanica
• Euphorbia maculata

Cross-Links

• PubChem: 11078915
• LOTUS: LTS0129575
• wikiData: Q105016599