17-ethylidene-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one

Details

• Internal ID: 52ca9014-0822-492d-a385-20d48b0e8e72
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids > Androgens and derivatives
• IUPAC Name: 17-ethylidene-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one
• SMILES (Canonical): CC=C1C(=O)CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
• SMILES (Isomeric): CC=C1C(=O)CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
• InChI: InChI=1S/C21H30O2/c1-4-16-19(23)12-18-15-6-5-13-11-14(22)7-9-20(13,2)17(15)8-10-21(16,18)3/h4-5,14-15,17-18,22H,6-12H2,1-3H3
• InChI Key: VKCBWKQXIOUPPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₂
• Molecular Weight: 314.50 g/mol
• Exact Mass: 314.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

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	+	0.8523	85.23%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6747	67.47%
OATP2B1 inhibitior	-	0.8728	87.28%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.9811	98.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	+	0.8289	82.89%
P-glycoprotein inhibitior	-	0.5138	51.38%
P-glycoprotein substrate	-	0.6592	65.92%
CYP3A4 substrate	+	0.6757	67.57%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8332	83.32%
CYP2C9 inhibition	-	0.9333	93.33%
CYP2C19 inhibition	-	0.9023	90.23%
CYP2D6 inhibition	-	0.9558	95.58%
CYP1A2 inhibition	-	0.9179	91.79%
CYP2C8 inhibition	-	0.6469	64.69%
CYP inhibitory promiscuity	-	0.9076	90.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Warning	0.5003	50.03%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9861	98.61%
Skin irritation	+	0.6734	67.34%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4295	42.95%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.8805	88.05%
skin sensitisation	+	0.5197	51.97%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.4538	45.38%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	+	0.7831	78.31%
Androgen receptor binding	+	0.7759	77.59%
Thyroid receptor binding	+	0.8674	86.74%
Glucocorticoid receptor binding	+	0.8383	83.83%
Aromatase binding	+	0.5908	59.08%
PPAR gamma	-	0.7487	74.87%
Honey bee toxicity	-	0.7767	77.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9825	98.25%

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	93.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.53%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.49%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.40%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.08%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.57%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.12%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.98%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.72%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.70%	97.09%
CHEMBL1871	P10275	Androgen Receptor	82.34%	96.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.14%	90.71%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 85523552
• LOTUS: LTS0104714
• wikiData: Q105287656