(22-Hydroxy-1,2,6,6,10,16,17,21-octamethyl-18-oxahexacyclo[12.9.0.02,11.05,10.015,21.017,19]tricosan-7-yl) tetradecanoate

Details

• Internal ID: 263f78a1-9c58-4f7e-b2f0-108cb7eb2d0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (22-hydroxy-1,2,6,6,10,16,17,21-octamethyl-18-oxahexacyclo[12.9.0.02,11.05,10.015,21.017,19]tricosan-7-yl) tetradecanoate
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4C5C(C6(C(O6)CC5(C(CC4(C3(CCC2C1(C)C)C)C)O)C)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4C5C(C6(C(O6)CC5(C(CC4(C3(CCC2C1(C)C)C)C)O)C)C)C)C
• InChI: InChI=1S/C44H76O4/c1-10-11-12-13-14-15-16-17-18-19-20-21-37(46)47-35-25-26-40(5)32(39(35,3)4)24-27-42(7)33(40)23-22-31-38-30(2)44(9)36(48-44)29-41(38,6)34(45)28-43(31,42)8/h30-36,38,45H,10-29H2,1-9H3
• InChI Key: QAKFTZIHISTNGF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₆O₄
• Molecular Weight: 669.10 g/mol
• Exact Mass: 668.57436090 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 13.80
• Atomic LogP (AlogP): 11.46
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	-	0.8282	82.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6556	65.56%
OATP2B1 inhibitior	-	0.5645	56.45%
OATP1B1 inhibitior	+	0.8407	84.07%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7535	75.35%
P-glycoprotein inhibitior	+	0.7193	71.93%
P-glycoprotein substrate	+	0.5214	52.14%
CYP3A4 substrate	+	0.7438	74.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	+	0.5463	54.63%
CYP2C9 inhibition	-	0.6419	64.19%
CYP2C19 inhibition	-	0.7748	77.48%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.8439	84.39%
CYP2C8 inhibition	+	0.7006	70.06%
CYP inhibitory promiscuity	-	0.9490	94.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7469	74.69%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8891	88.91%
Skin irritation	-	0.6438	64.38%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4811	48.11%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.7334	73.34%
skin sensitisation	-	0.7321	73.21%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6825	68.25%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8555	85.55%
Acute Oral Toxicity (c)	III	0.6236	62.36%
Estrogen receptor binding	+	0.6625	66.25%
Androgen receptor binding	+	0.7595	75.95%
Thyroid receptor binding	-	0.5736	57.36%
Glucocorticoid receptor binding	+	0.5463	54.63%
Aromatase binding	+	0.6267	62.67%
PPAR gamma	+	0.6213	62.13%
Honey bee toxicity	-	0.7451	74.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.8138	81.38%
Fish aquatic toxicity	+	0.9851	98.51%

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	99.15%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.16%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	95.55%	98.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.22%	97.25%
CHEMBL4302	P08183	P-glycoprotein 1	94.84%	92.98%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.22%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.41%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.36%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.83%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.76%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	90.69%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.31%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.90%	91.11%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	89.85%	87.16%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.33%	82.69%
CHEMBL1871	P10275	Androgen Receptor	88.21%	96.43%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.71%	82.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.12%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.88%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.77%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.71%	96.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.91%	97.29%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.78%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.61%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.75%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.25%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.16%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.06%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.93%	90.17%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.35%	96.25%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	82.21%	91.83%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.90%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.75%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.37%	97.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.08%	95.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.96%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.64%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.08%	93.56%

Plants that contains it

• Arnica lonchophylla

Cross-Links

• PubChem: 163071926
• LOTUS: LTS0238512
• wikiData: Q105217483