24-Methylenecholestanol

Details

• Internal ID: 8ce99496-3197-49c1-bcf1-3c3532cf3193
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
• IUPAC Name: (6R)-6-[(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-1-ol
• SMILES (Canonical): CC(CCC(=C)C(C)CO)C1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)CO)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C
• InChI: InChI=1S/C28H48O/c1-19(21(3)18-29)9-10-20(2)24-13-14-25-23-12-11-22-8-6-7-16-27(22,4)26(23)15-17-28(24,25)5/h20-26,29H,1,6-18H2,2-5H3/t20-,21?,22?,23+,24-,25+,26+,27+,28-/m1/s1
• InChI Key: BGRBJNXQOPCWIV-CDQKXPLWSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O
• Molecular Weight: 400.70 g/mol
• Exact Mass: 400.370516150 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 9.90
• Atomic LogP (AlogP): 7.64
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.5952	59.52%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.8113	81.13%
OATP2B1 inhibitior	-	0.5752	57.52%
OATP1B1 inhibitior	+	0.8477	84.77%
OATP1B3 inhibitior	+	0.8322	83.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6330	63.30%
P-glycoprotein inhibitior	-	0.5078	50.78%
P-glycoprotein substrate	-	0.6957	69.57%
CYP3A4 substrate	+	0.6927	69.27%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.7071	70.71%
CYP2C9 inhibition	-	0.6748	67.48%
CYP2C19 inhibition	-	0.6596	65.96%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.7857	78.57%
CYP2C8 inhibition	-	0.7223	72.23%
CYP inhibitory promiscuity	+	0.5308	53.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9687	96.87%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.6553	65.53%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5084	50.84%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6478	64.78%
skin sensitisation	+	0.4884	48.84%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9284	92.84%
Acute Oral Toxicity (c)	III	0.8158	81.58%
Estrogen receptor binding	+	0.7730	77.30%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	+	0.6532	65.32%
Glucocorticoid receptor binding	+	0.7853	78.53%
Aromatase binding	+	0.5443	54.43%
PPAR gamma	+	0.6208	62.08%
Honey bee toxicity	-	0.7712	77.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL237	P41145	Kappa opioid receptor	98.93%	98.10%
CHEMBL233	P35372	Mu opioid receptor	98.57%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.41%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.44%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.12%	82.69%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.51%	98.05%
CHEMBL238	Q01959	Dopamine transporter	91.43%	95.88%
CHEMBL236	P41143	Delta opioid receptor	90.57%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.02%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.78%	93.04%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.13%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.52%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.52%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.13%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.70%	93.56%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	86.70%	96.03%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	86.13%	95.42%
CHEMBL4040	P28482	MAP kinase ERK2	86.01%	83.82%
CHEMBL4581	P52732	Kinesin-like protein 1	86.00%	93.18%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.96%	95.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.40%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.07%	89.05%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	83.77%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.56%	99.18%
CHEMBL202	P00374	Dihydrofolate reductase	83.06%	89.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.93%	90.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.84%	96.38%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	82.45%	88.81%
CHEMBL240	Q12809	HERG	82.38%	89.76%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.08%	97.50%
CHEMBL206	P03372	Estrogen receptor alpha	81.67%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	81.09%	97.79%
CHEMBL259	P32245	Melanocortin receptor 4	80.97%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.88%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.79%	92.88%
CHEMBL1871	P10275	Androgen Receptor	80.71%	96.43%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.44%	98.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.05%	95.89%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 129650528
• LOTUS: LTS0039191
• wikiData: Q104376086