17-ethylidene-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-one

Details

• Internal ID: 34cf0bb7-ee8a-4339-9d2a-2d5afb484289
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids > Androgens and derivatives
• IUPAC Name: 17-ethylidene-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-16-one
• SMILES (Canonical): CC=C1C(=O)CC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
• SMILES (Isomeric): CC=C1C(=O)CC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
• InChI: InChI=1S/C21H32O2/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/h4,13-15,17-18,22H,5-12H2,1-3H3
• InChI Key: FZLHJBYSYBKMAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.50 g/mol
• Exact Mass: 316.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.52
• 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	+	0.8545	85.45%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6661	66.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7452	74.52%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.9000	90.00%
BSEP inhibitior	+	0.8742	87.42%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7289	72.89%
CYP3A4 substrate	+	0.7010	70.10%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8005	80.05%
CYP2C9 inhibition	-	0.8720	87.20%
CYP2C19 inhibition	-	0.7319	73.19%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.8359	83.59%
CYP2C8 inhibition	-	0.8472	84.72%
CYP inhibitory promiscuity	-	0.8740	87.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Warning	0.4667	46.67%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9816	98.16%
Skin irritation	+	0.7221	72.21%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.8754	87.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4498	44.98%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6347	63.47%
skin sensitisation	+	0.4898	48.98%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6438	64.38%
Acute Oral Toxicity (c)	III	0.7922	79.22%
Estrogen receptor binding	+	0.8569	85.69%
Androgen receptor binding	+	0.7777	77.77%
Thyroid receptor binding	+	0.8029	80.29%
Glucocorticoid receptor binding	+	0.8861	88.61%
Aromatase binding	+	0.7490	74.90%
PPAR gamma	-	0.7323	73.23%
Honey bee toxicity	-	0.6932	69.32%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.85%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.37%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.49%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.55%	82.69%
CHEMBL1902	P62942	FK506-binding protein 1A	87.03%	97.05%
CHEMBL1871	P10275	Androgen Receptor	86.99%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.03%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.25%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.23%	90.71%

Plants that contains it

• Aglaia lawii
• Toona ciliata

Cross-Links

• PubChem: 73880865
• LOTUS: LTS0258593
• wikiData: Q105005004