[(1R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aS,13bS)-4-hydroxy-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] hexadecanoate

Details

• Internal ID: f6d37826-9696-411a-95c0-b2ebd3961eca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aS,13bS)-4-hydroxy-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] hexadecanoate
• InChI: InChI=1S/C46H82O4/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-39(48)50-38-28-30-43(6)35(41(38,2)3)27-31-45(8)36(43)25-24-34-40-33(42(4,5)49)26-29-44(40,7)37(47)32-46(34,45)9/h33-38,40,47,49H,10-32H2,1-9H3/t33-,34+,35+,36-,37+,38+,40-,43+,44-,45-,46-/m1/s1
• InChI Key: LQEFSCNTMLXCIJ-AUELYTQSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₂O₄
• Molecular Weight: 699.10 g/mol
• Exact Mass: 698.62131109 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 14.70
• Atomic LogP (AlogP): 12.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.8320	83.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7852	78.52%
OATP2B1 inhibitior	-	0.5636	56.36%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.8960	89.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7209	72.09%
P-glycoprotein inhibitior	+	0.6993	69.93%
P-glycoprotein substrate	-	0.6031	60.31%
CYP3A4 substrate	+	0.7395	73.95%
CYP2C9 substrate	-	0.8254	82.54%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.7362	73.62%
CYP2C9 inhibition	-	0.8483	84.83%
CYP2C19 inhibition	-	0.9103	91.03%
CYP2D6 inhibition	-	0.9616	96.16%
CYP1A2 inhibition	-	0.9148	91.48%
CYP2C8 inhibition	+	0.7030	70.30%
CYP inhibitory promiscuity	-	0.8515	85.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7401	74.01%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.8900	89.00%
Skin irritation	+	0.5943	59.43%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4208	42.08%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7924	79.24%
skin sensitisation	-	0.7696	76.96%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8934	89.34%
Acute Oral Toxicity (c)	III	0.5702	57.02%
Estrogen receptor binding	+	0.6903	69.03%
Androgen receptor binding	+	0.7647	76.47%
Thyroid receptor binding	-	0.5552	55.52%
Glucocorticoid receptor binding	+	0.5461	54.61%
Aromatase binding	+	0.6083	60.83%
PPAR gamma	+	0.6183	61.83%
Honey bee toxicity	-	0.8029	80.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7993	79.93%
Fish aquatic toxicity	+	0.9939	99.39%

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	98.64%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.43%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	97.44%	97.79%
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.43%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.50%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.27%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.12%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.40%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	91.31%	83.82%
CHEMBL5255	O00206	Toll-like receptor 4	90.74%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.46%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.32%	97.29%
CHEMBL1871	P10275	Androgen Receptor	89.92%	96.43%
CHEMBL299	P17252	Protein kinase C alpha	89.91%	98.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.99%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.49%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.44%	96.61%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.05%	87.16%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.54%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.31%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.67%	100.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.31%	96.25%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	83.12%	91.83%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.63%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.52%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.47%	93.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.34%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.19%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.65%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.48%	86.33%
CHEMBL5028	O14672	ADAM10	80.68%	97.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.16%	97.50%

Plants that contains it

• Arnica lonchophylla

Cross-Links

• PubChem: 162905043
• LOTUS: LTS0183555
• wikiData: Q105155488