2-(4,9,10-Trimethyl-3-propan-2-yl-15-prop-1-en-2-yl-1,2,3,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-4-yl)ethanol

Details

• Internal ID: 03673621-df36-4ced-82ce-cb08ee55347a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 16-hydroxysteroids
• IUPAC Name: 2-(4,9,10-trimethyl-3-propan-2-yl-15-prop-1-en-2-yl-1,2,3,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-4-yl)ethanol
• SMILES (Canonical): CC(C)C1CCC2(C(C1(C)CCO)CCC3C2(CCC4C3C(CC4)C(=C)C)C)C
• SMILES (Isomeric): CC(C)C1CCC2(C(C1(C)CCO)CCC3C2(CCC4C3C(CC4)C(=C)C)C)C
• InChI: InChI=1S/C28H48O/c1-18(2)21-9-8-20-12-14-27(6)23(25(20)21)10-11-24-26(5,16-17-29)22(19(3)4)13-15-28(24,27)7/h19-25,29H,1,8-17H2,2-7H3
• InChI Key: CVKKPKCOUHNQJD-UHFFFAOYSA-N
• Popularity: 0 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: 9.40
• Atomic LogP (AlogP): 7.49
• 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	+	0.9948	99.48%
Caco-2	+	0.5157	51.57%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.8053	80.53%
OATP2B1 inhibitior	-	0.7278	72.78%
OATP1B1 inhibitior	+	0.8638	86.38%
OATP1B3 inhibitior	+	0.8221	82.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5236	52.36%
P-glycoprotein inhibitior	-	0.8126	81.26%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6283	62.83%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.7805	78.05%
CYP2C9 inhibition	-	0.8596	85.96%
CYP2C19 inhibition	-	0.8585	85.85%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8870	88.70%
CYP2C8 inhibition	-	0.5980	59.80%
CYP inhibitory promiscuity	-	0.6805	68.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6505	65.05%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.8490	84.90%
Skin irritation	-	0.6082	60.82%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.7311	73.11%
Human Ether-a-go-go-Related Gene inhibition	-	0.3763	37.63%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5853	58.53%
skin sensitisation	+	0.6238	62.38%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6468	64.68%
Acute Oral Toxicity (c)	III	0.7328	73.28%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.7713	77.13%
Thyroid receptor binding	+	0.7026	70.26%
Glucocorticoid receptor binding	+	0.7533	75.33%
Aromatase binding	+	0.6580	65.80%
PPAR gamma	-	0.5103	51.03%
Honey bee toxicity	-	0.7194	71.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9907	99.07%

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	98.96%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	98.46%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.73%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	92.22%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.47%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	90.65%	97.64%
CHEMBL268	P43235	Cathepsin K	90.35%	96.85%
CHEMBL237	P41145	Kappa opioid receptor	89.43%	98.10%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.52%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.09%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.64%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.59%	95.69%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	87.47%	98.46%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.07%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	85.74%	90.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.51%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.91%	95.50%
CHEMBL2581	P07339	Cathepsin D	84.66%	98.95%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	84.50%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.24%	96.47%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.15%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	83.85%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.71%	96.95%
CHEMBL233	P35372	Mu opioid receptor	82.42%	97.93%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.52%	98.05%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.43%	82.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.26%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.22%	94.66%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.97%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.93%	83.82%
CHEMBL259	P32245	Melanocortin receptor 4	80.65%	95.38%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.61%	95.17%
CHEMBL333	P08253	Matrix metalloproteinase-2	80.50%	96.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.25%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.13%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.12%	100.00%
CHEMBL3869	P50281	Matrix metalloproteinase 14	80.02%	93.10%

Plants that contains it

• Hoya australis

Cross-Links

• PubChem: 162901335
• LOTUS: LTS0170903
• wikiData: Q104970810