[3-Hydroxy-15-[5-(1-hydroxy-2-methoxy-2-methylpropyl)-2-methoxyoxolan-3-yl]-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbut-2-enoate

Details

• Internal ID: bd484a64-9cba-4034-b863-bbfa4c636341
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [3-hydroxy-15-[5-(1-hydroxy-2-methoxy-2-methylpropyl)-2-methoxyoxolan-3-yl]-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC1CCC2(C3CCC45CC4(C3(C(CC2C1(C)C)O)C)CCC5C6CC(OC6OC)C(C(C)(C)OC)O)C)C
• SMILES (Isomeric): CC(=CC(=O)OC1CCC2(C3CCC45CC4(C3(C(CC2C1(C)C)O)C)CCC5C6CC(OC6OC)C(C(C)(C)OC)O)C)C
• InChI: InChI=1S/C37H60O7/c1-21(2)17-29(39)44-28-13-14-34(7)25-12-15-36-20-37(36,35(25,8)27(38)19-26(34)32(28,3)4)16-11-23(36)22-18-24(43-31(22)41-9)30(40)33(5,6)42-10/h17,22-28,30-31,38,40H,11-16,18-20H2,1-10H3
• InChI Key: JUEKOSOQMCJFER-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₇
• Molecular Weight: 616.90 g/mol
• Exact Mass: 616.43390425 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.44
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	-	0.8071	80.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7194	71.94%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.8374	83.74%
OATP1B3 inhibitior	+	0.8991	89.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	+	0.7303	73.03%
P-glycoprotein inhibitior	+	0.7393	73.93%
P-glycoprotein substrate	+	0.5645	56.45%
CYP3A4 substrate	+	0.7518	75.18%
CYP2C9 substrate	-	0.8041	80.41%
CYP2D6 substrate	-	0.8947	89.47%
CYP3A4 inhibition	+	0.5725	57.25%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5933	59.33%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.6535	65.35%
CYP2C8 inhibition	+	0.6728	67.28%
CYP inhibitory promiscuity	-	0.8155	81.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5220	52.20%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.5798	57.98%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4625	46.25%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6673	66.73%
skin sensitisation	-	0.8180	81.80%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7987	79.87%
Acute Oral Toxicity (c)	I	0.5473	54.73%
Estrogen receptor binding	+	0.6571	65.71%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	-	0.5305	53.05%
Glucocorticoid receptor binding	+	0.6810	68.10%
Aromatase binding	+	0.7233	72.33%
PPAR gamma	+	0.6504	65.04%
Honey bee toxicity	-	0.5687	56.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	99.38%	96.01%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.71%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.08%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	93.40%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.60%	95.71%
CHEMBL237	P41145	Kappa opioid receptor	92.17%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	91.87%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.41%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.21%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.96%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.90%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.34%	91.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.62%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.43%	89.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.27%	89.05%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.26%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.14%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.97%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.62%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.53%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.98%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.90%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.59%	91.24%
CHEMBL299	P17252	Protein kinase C alpha	84.06%	98.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.62%	92.62%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.05%	97.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.70%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.67%	95.56%
CHEMBL233	P35372	Mu opioid receptor	82.46%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.55%	95.89%
CHEMBL5028	O14672	ADAM10	81.51%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.48%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.45%	94.33%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	81.23%	92.86%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.61%	82.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.59%	96.47%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.38%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.17%	90.24%

Plants that contains it

• Toona sinensis

Cross-Links

• PubChem: 73020052
• LOTUS: LTS0114891
• wikiData: Q105135182