17-(6,6-dimethyl-5-methylideneheptan-2-yl)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

Details

• Internal ID: 3508994f-9891-481d-a344-c1efdc89a401
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: 17-(6,6-dimethyl-5-methylideneheptan-2-yl)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CC(CCC(=C)C(C)(C)C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C
• SMILES (Isomeric): CC(CCC(=C)C(C)(C)C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C
• InChI: InChI=1S/C29H48O/c1-19(8-9-20(2)27(3,4)5)24-12-13-25-23-11-10-21-18-22(30)14-16-28(21,6)26(23)15-17-29(24,25)7/h11,19,21-22,24-26,30H,2,8-10,12-18H2,1,3-7H3
• InChI Key: VGQRBDKDCDCWNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O
• Molecular Weight: 412.70 g/mol
• Exact Mass: 412.370516150 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 8.90
• Atomic LogP (AlogP): 7.94
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.6839	68.39%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4702	47.02%
OATP2B1 inhibitior	-	0.5913	59.13%
OATP1B1 inhibitior	+	0.8307	83.07%
OATP1B3 inhibitior	+	0.8637	86.37%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8966	89.66%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5352	53.52%
CYP3A4 substrate	+	0.6828	68.28%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8499	84.99%
CYP2C9 inhibition	-	0.8492	84.92%
CYP2C19 inhibition	-	0.7480	74.80%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.9054	90.54%
CYP2C8 inhibition	-	0.7443	74.43%
CYP inhibitory promiscuity	-	0.6154	61.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6245	62.45%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9476	94.76%
Skin irritation	+	0.5935	59.35%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6432	64.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.4116	41.16%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6129	61.29%
skin sensitisation	+	0.5493	54.93%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6252	62.52%
Acute Oral Toxicity (c)	III	0.8414	84.14%
Estrogen receptor binding	+	0.8160	81.60%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7570	75.70%
Glucocorticoid receptor binding	+	0.8408	84.08%
Aromatase binding	+	0.5278	52.78%
PPAR gamma	+	0.6122	61.22%
Honey bee toxicity	-	0.7965	79.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	99.60%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.78%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.56%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	90.44%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.25%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.30%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.63%	98.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.10%	95.89%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.60%	97.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.60%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.51%	92.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.18%	94.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.62%	92.88%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.13%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.07%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.89%	100.00%
CHEMBL238	Q01959	Dopamine transporter	81.97%	95.88%
CHEMBL2581	P07339	Cathepsin D	80.94%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	80.71%	94.75%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.71%	98.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.68%	90.71%

Plants that contains it

• Sicyos angulatus

Cross-Links

• PubChem: 73746161
• LOTUS: LTS0065957
• wikiData: Q105285970