[(3S,5S,6R,8R,9S,10R,13R,14R,17R)-3,14-dihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl] acetate

Details

• Internal ID: b2bcc854-d89a-4031-a2b8-b00b649703b8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: [(3S,5S,6R,8R,9S,10R,13R,14R,17R)-3,14-dihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl] acetate
• SMILES (Canonical): CC(C)CCCC(C)C1CCC2(C1(CCC3C2CC(C4C3(CCC(C4)O)C)OC(=O)C)C)O
• SMILES (Isomeric): C[C@H](CCCC(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@H]3[C@H]2C[C@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)OC(=O)C)C)O
• InChI: InChI=1S/C29H50O4/c1-18(2)8-7-9-19(3)22-12-15-29(32)24-17-26(33-20(4)30)25-16-21(31)10-13-27(25,5)23(24)11-14-28(22,29)6/h18-19,21-26,31-32H,7-17H2,1-6H3/t19-,21+,22-,23+,24-,25-,26-,27-,28-,29-/m1/s1
• InChI Key: LGXBJXQQHGNJEP-VIIQLXMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₀O₄
• Molecular Weight: 462.70 g/mol
• Exact Mass: 462.37091007 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.13
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	-	0.5988	59.88%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8388	83.88%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.8162	81.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4640	46.40%
P-glycoprotein inhibitior	-	0.5194	51.94%
P-glycoprotein substrate	+	0.5698	56.98%
CYP3A4 substrate	+	0.7467	74.67%
CYP2C9 substrate	-	0.8254	82.54%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.8289	82.89%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.9313	93.13%
CYP2D6 inhibition	-	0.9746	97.46%
CYP1A2 inhibition	-	0.9068	90.68%
CYP2C8 inhibition	-	0.6843	68.43%
CYP inhibitory promiscuity	-	0.9122	91.22%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7515	75.15%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9492	94.92%
Skin irritation	+	0.6591	65.91%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4342	43.42%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6430	64.30%
skin sensitisation	-	0.7786	77.86%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7742	77.42%
Acute Oral Toxicity (c)	III	0.6945	69.45%
Estrogen receptor binding	+	0.7521	75.21%
Androgen receptor binding	+	0.6692	66.92%
Thyroid receptor binding	+	0.5711	57.11%
Glucocorticoid receptor binding	+	0.7228	72.28%
Aromatase binding	+	0.6360	63.60%
PPAR gamma	+	0.5644	56.44%
Honey bee toxicity	-	0.7729	77.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.70%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.60%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.44%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.03%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.81%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.30%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.25%	95.89%
CHEMBL2581	P07339	Cathepsin D	90.45%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	89.16%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	87.47%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	86.73%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.70%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.10%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.48%	97.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.43%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.41%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.30%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.27%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.73%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.39%	94.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.36%	97.86%
CHEMBL238	Q01959	Dopamine transporter	81.93%	95.88%
CHEMBL299	P17252	Protein kinase C alpha	81.88%	98.03%
CHEMBL2514	O95665	Neurotensin receptor 2	81.56%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.26%	89.05%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.10%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.83%	95.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.42%	95.71%
CHEMBL4302	P08183	P-glycoprotein 1	80.36%	92.98%
CHEMBL5028	O14672	ADAM10	80.28%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.28%	82.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.24%	93.56%

Plants that contains it

• Kalanchoe pinnata

Cross-Links

• PubChem: 162898173
• LOTUS: LTS0121005
• wikiData: Q105151615