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

Details

• Internal ID: 278ff3e2-72ef-4d17-9d87-ea2ab31b468a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• IUPAC Name: 1-[(3R,5R,9R,10R,13S,14S,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• InChI: InChI=1S/C24H38O2/c1-15(25)16-9-13-24(6)18-7-8-19-21(2,3)20(26)11-12-22(19,4)17(18)10-14-23(16,24)5/h7,16-17,19-20,26H,8-14H2,1-6H3/t16-,17-,19-,20+,22+,23-,24+/m0/s1
• InChI Key: MBSGEJIBVFNKNE-HXJAKPJXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₂
• Molecular Weight: 358.60 g/mol
• Exact Mass: 358.287180451 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.54
• 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	+	0.7305	73.05%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7667	76.67%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.9091	90.91%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7750	77.50%
BSEP inhibitior	+	0.8841	88.41%
P-glycoprotein inhibitior	-	0.7588	75.88%
P-glycoprotein substrate	-	0.8656	86.56%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.9092	90.92%
CYP2C9 inhibition	-	0.8851	88.51%
CYP2C19 inhibition	-	0.6684	66.84%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.8949	89.49%
CYP2C8 inhibition	-	0.7616	76.16%
CYP inhibitory promiscuity	-	0.8262	82.62%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4935	49.35%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9092	90.92%
Skin irritation	+	0.6905	69.05%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.9023	90.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4496	44.96%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	+	0.5166	51.66%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.5510	55.10%
Acute Oral Toxicity (c)	III	0.8213	82.13%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.6427	64.27%
Thyroid receptor binding	+	0.7126	71.26%
Glucocorticoid receptor binding	+	0.8525	85.25%
Aromatase binding	+	0.6993	69.93%
PPAR gamma	+	0.5742	57.42%
Honey bee toxicity	-	0.8594	85.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	95.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.90%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.30%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.46%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.95%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.13%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.61%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.40%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.16%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%

Plants that contains it

• Aphanamixis polystachya

Cross-Links

• PubChem: 51042541
• LOTUS: LTS0020023
• wikiData: Q105160935