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

Details

• Internal ID: 9cccb6d6-003e-4fee-967d-f6305ccdf0ee
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• IUPAC Name: 1-[(5S,9R,10S,12R,13S,14S)-12-hydroxy-10,13-dimethyl-2,5,6,9,11,12,14,15-octahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CCC2C1(C(CC3C2=CCC4C3(CCC=C4)C)O)C
• SMILES (Isomeric): CC(=O)C1=CC[C@@H]2[C@@]1([C@@H](C[C@H]3C2=CC[C@@H]4[C@@]3(CCC=C4)C)O)C
• InChI: InChI=1S/C21H28O2/c1-13(22)16-9-10-17-15-8-7-14-6-4-5-11-20(14,2)18(15)12-19(23)21(16,17)3/h4,6,8-9,14,17-19,23H,5,7,10-12H2,1-3H3/t14-,17+,18+,19-,20+,21-/m1/s1
• InChI Key: POOPYLCCJAVEPI-AMXFCOLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.21
• 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	+	0.7083	70.83%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9855	98.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.8750	87.50%
BSEP inhibitior	+	0.7467	74.67%
P-glycoprotein inhibitior	-	0.7695	76.95%
P-glycoprotein substrate	-	0.6446	64.46%
CYP3A4 substrate	+	0.6482	64.82%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.8780	87.80%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.7432	74.32%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.7866	78.66%
CYP2C8 inhibition	-	0.7993	79.93%
CYP inhibitory promiscuity	-	0.8619	86.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4542	45.42%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.9803	98.03%
Skin irritation	+	0.7521	75.21%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8062	80.62%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.5657	56.57%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5635	56.35%
Acute Oral Toxicity (c)	III	0.8734	87.34%
Estrogen receptor binding	+	0.7401	74.01%
Androgen receptor binding	-	0.5415	54.15%
Thyroid receptor binding	+	0.6188	61.88%
Glucocorticoid receptor binding	+	0.8049	80.49%
Aromatase binding	+	0.5369	53.69%
PPAR gamma	-	0.6151	61.51%
Honey bee toxicity	-	0.7746	77.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9815	98.15%

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	97.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.71%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.10%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.59%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.21%	89.00%
CHEMBL4208	P20618	Proteasome component C5	86.05%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.03%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13963195
• LOTUS: LTS0114656
• wikiData: Q105212563