17-(1-methoxyethylidene)-9,10,13-trimethyl-7,8,11,12,14,15-hexahydro-6H-cyclopenta[a]phenanthrene-3,16-dione

Details

• Internal ID: a94d0f07-03a3-4cc7-822c-3371d011e2ac
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids > Androgens and derivatives
• IUPAC Name: 17-(1-methoxyethylidene)-9,10,13-trimethyl-7,8,11,12,14,15-hexahydro-6H-cyclopenta[a]phenanthrene-3,16-dione
• SMILES (Canonical): CC(=C1C(=O)CC2C1(CCC3(C2CCC4=CC(=O)C=CC43C)C)C)OC
• SMILES (Isomeric): CC(=C1C(=O)CC2C1(CCC3(C2CCC4=CC(=O)C=CC43C)C)C)OC
• InChI: InChI=1S/C23H30O3/c1-14(26-5)20-19(25)13-18-17-7-6-15-12-16(24)8-9-22(15,3)23(17,4)11-10-21(18,20)2/h8-9,12,17-18H,6-7,10-11,13H2,1-5H3
• InChI Key: YHLFPKRXGVJIAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₃
• Molecular Weight: 354.50 g/mol
• Exact Mass: 354.21949481 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• 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	+	0.8434	84.34%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7692	76.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8436	84.36%
OATP1B3 inhibitior	+	0.9832	98.32%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6918	69.18%
P-glycoprotein inhibitior	+	0.7808	78.08%
P-glycoprotein substrate	-	0.6932	69.32%
CYP3A4 substrate	+	0.6883	68.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.7615	76.15%
CYP2C19 inhibition	-	0.7271	72.71%
CYP2D6 inhibition	-	0.9688	96.88%
CYP1A2 inhibition	-	0.8108	81.08%
CYP2C8 inhibition	+	0.5816	58.16%
CYP inhibitory promiscuity	-	0.8462	84.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9620	96.20%
Carcinogenicity (trinary)	Warning	0.4716	47.16%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9662	96.62%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7622	76.22%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5644	56.44%
skin sensitisation	-	0.7345	73.45%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7183	71.83%
Acute Oral Toxicity (c)	III	0.5677	56.77%
Estrogen receptor binding	+	0.8170	81.70%
Androgen receptor binding	+	0.7717	77.17%
Thyroid receptor binding	+	0.8716	87.16%
Glucocorticoid receptor binding	+	0.7747	77.47%
Aromatase binding	+	0.7370	73.70%
PPAR gamma	+	0.5238	52.38%
Honey bee toxicity	-	0.7721	77.21%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9915	99.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.50%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.70%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.35%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.58%	95.89%
CHEMBL1871	P10275	Androgen Receptor	86.69%	96.43%
CHEMBL255	P29275	Adenosine A2b receptor	85.43%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.91%	99.23%
CHEMBL240	Q12809	HERG	83.10%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.08%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	82.96%	95.93%

Plants that contains it

• Commiphora wightii

Cross-Links

• PubChem: 163027167
• LOTUS: LTS0253715
• wikiData: Q105348482