[(1S,2R,3R,5R,7S,10S,11R,14R,15S)-15-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbut-2-enoate

Details

• Internal ID: 08eb23e1-71f9-4da6-90a4-e1c7a390d131
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1S,2R,3R,5R,7S,10S,11R,14R,15S)-15-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-3-hydroxy-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)O)O)C)C
• SMILES (Isomeric): CC(=CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]45C[C@@]4([C@@]3([C@@H](C[C@H]2C1(C)C)O)C)CC[C@H]5[C@@H]6C[C@@H](O[C@H]6OC)[C@@H](C(C)(C)O)O)C)C
• InChI: InChI=1S/C36H58O7/c1-20(2)16-28(38)43-27-12-13-33(7)24-11-14-35-19-36(35,34(24,8)26(37)18-25(33)31(27,3)4)15-10-22(35)21-17-23(42-30(21)41-9)29(39)32(5,6)40/h16,21-27,29-30,37,39-40H,10-15,17-19H2,1-9H3/t21-,22-,23+,24+,25-,26+,27-,29-,30+,33+,34-,35+,36+/m0/s1
• InChI Key: BNVNSWMSEIZYOU-ORJHILOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₇
• Molecular Weight: 602.80 g/mol
• Exact Mass: 602.41825418 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 5.78
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.8003	80.03%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7305	73.05%
OATP2B1 inhibitior	-	0.7198	71.98%
OATP1B1 inhibitior	+	0.8367	83.67%
OATP1B3 inhibitior	+	0.9088	90.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9071	90.71%
BSEP inhibitior	-	0.5614	56.14%
P-glycoprotein inhibitior	+	0.7232	72.32%
P-glycoprotein substrate	+	0.5430	54.30%
CYP3A4 substrate	+	0.7494	74.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	+	0.5416	54.16%
CYP2C9 inhibition	-	0.5140	51.40%
CYP2C19 inhibition	-	0.5679	56.79%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.6613	66.13%
CYP2C8 inhibition	+	0.6817	68.17%
CYP inhibitory promiscuity	-	0.8809	88.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5411	54.11%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9236	92.36%
Skin irritation	-	0.5864	58.64%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6793	67.93%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6798	67.98%
skin sensitisation	-	0.8176	81.76%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7544	75.44%
Acute Oral Toxicity (c)	I	0.4696	46.96%
Estrogen receptor binding	+	0.6433	64.33%
Androgen receptor binding	+	0.7678	76.78%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7026	70.26%
Aromatase binding	+	0.7315	73.15%
PPAR gamma	+	0.6757	67.57%
Honey bee toxicity	-	0.5604	56.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	98.51%	97.25%
CHEMBL204	P00734	Thrombin	97.54%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.93%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	93.09%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	92.68%	98.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.59%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.68%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.56%	97.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.03%	89.05%
CHEMBL340	P08684	Cytochrome P450 3A4	90.95%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.92%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.50%	96.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.71%	89.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.30%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.26%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.62%	96.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.31%	93.04%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.84%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.66%	91.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.70%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.19%	97.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.18%	100.00%
CHEMBL5028	O14672	ADAM10	85.14%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.35%	100.00%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	84.02%	92.86%
CHEMBL299	P17252	Protein kinase C alpha	83.72%	98.03%
CHEMBL233	P35372	Mu opioid receptor	83.61%	97.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.07%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.51%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.40%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.74%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.92%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.71%	97.28%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.47%	100.00%

Plants that contains it

• Toona sinensis

Cross-Links

• PubChem: 162926170
• LOTUS: LTS0152526
• wikiData: Q104939047