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

Details

• Internal ID: 9c3d39dd-db82-4d11-b85c-cb5b57c9f482
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• IUPAC Name: 1-[(3S,5R,6R,10S,13R,14R,17S)-3,6-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• InChI: InChI=1S/C24H38O3/c1-14(25)15-7-11-24(6)17-13-18(26)20-21(2,3)19(27)9-10-22(20,4)16(17)8-12-23(15,24)5/h15,18-20,26-27H,7-13H2,1-6H3/t15-,18-,19+,20+,22-,23-,24+/m1/s1
• InChI Key: GMXCDLKAZNOBQD-OZGLDGIJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₃
• Molecular Weight: 374.60 g/mol
• Exact Mass: 374.28209507 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• 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	+	0.6231	62.31%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8232	82.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.8000	80.00%
BSEP inhibitior	+	0.7335	73.35%
P-glycoprotein inhibitior	-	0.8170	81.70%
P-glycoprotein substrate	-	0.7671	76.71%
CYP3A4 substrate	+	0.6353	63.53%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.8717	87.17%
CYP2C9 inhibition	-	0.9010	90.10%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9222	92.22%
CYP2C8 inhibition	-	0.6814	68.14%
CYP inhibitory promiscuity	-	0.7935	79.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5163	51.63%
Eye corrosion	-	0.9951	99.51%
Eye irritation	-	0.8953	89.53%
Skin irritation	+	0.6636	66.36%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6050	60.50%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5281	52.81%
skin sensitisation	-	0.5360	53.60%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.6023	60.23%
Acute Oral Toxicity (c)	III	0.6780	67.80%
Estrogen receptor binding	+	0.7496	74.96%
Androgen receptor binding	+	0.7140	71.40%
Thyroid receptor binding	+	0.6867	68.67%
Glucocorticoid receptor binding	+	0.8024	80.24%
Aromatase binding	+	0.7569	75.69%
PPAR gamma	+	0.5173	51.73%
Honey bee toxicity	-	0.8169	81.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	96.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.82%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.32%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.61%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.38%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.19%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.86%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.34%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102428361
• LOTUS: LTS0084233
• wikiData: Q105012208