17-(5-Ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5,6-triol

Details

• Internal ID: eaada856-0e28-4fd6-9af8-c26430161ac8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: 17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5,6-triol
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CCC3C2=CC(C4(C3(CCC(C4)O)C)O)O)C)C(C)C
• SMILES (Isomeric): CCC(C=CC(C)C1CCC2C1(CCC3C2=CC(C4(C3(CCC(C4)O)C)O)O)C)C(C)C
• InChI: InChI=1S/C29H48O3/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-16-26(31)29(32)17-21(30)12-15-28(29,6)25(22)13-14-27(23,24)5/h8-9,16,18-21,23-26,30-32H,7,10-15,17H2,1-6H3
• InChI Key: MNFRCFZQRZZFOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₃
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.36034539 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.89
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	-	0.6037	60.37%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5151	51.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7706	77.06%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6241	62.41%
P-glycoprotein inhibitior	-	0.6105	61.05%
P-glycoprotein substrate	+	0.5419	54.19%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	0.7713	77.13%
CYP2D6 substrate	-	0.7725	77.25%
CYP3A4 inhibition	-	0.8099	80.99%
CYP2C9 inhibition	-	0.8150	81.50%
CYP2C19 inhibition	-	0.6724	67.24%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.9032	90.32%
CYP2C8 inhibition	-	0.7090	70.90%
CYP inhibitory promiscuity	-	0.6454	64.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9586	95.86%
Skin irritation	+	0.5298	52.98%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.6802	68.02%
Human Ether-a-go-go-Related Gene inhibition	-	0.4607	46.07%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5076	50.76%
skin sensitisation	-	0.7250	72.50%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.9155	91.55%
Acute Oral Toxicity (c)	I	0.4209	42.09%
Estrogen receptor binding	+	0.8367	83.67%
Androgen receptor binding	+	0.6567	65.67%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	+	0.7628	76.28%
Aromatase binding	-	0.4862	48.62%
PPAR gamma	+	0.5266	52.66%
Honey bee toxicity	-	0.8355	83.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9897	98.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.28%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.24%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.82%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.85%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.50%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.72%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.44%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	86.24%	99.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.26%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.86%	92.86%
CHEMBL1937	Q92769	Histone deacetylase 2	84.51%	94.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.37%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.65%	95.56%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	83.01%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.98%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.92%	93.56%
CHEMBL268	P43235	Cathepsin K	81.52%	96.85%
CHEMBL226	P30542	Adenosine A1 receptor	81.34%	95.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.15%	97.50%

Plants that contains it

• Ligularia tongolensis

Cross-Links

• PubChem: 72728830
• LOTUS: LTS0018903
• wikiData: Q104171879