[(1S,2R,3R,5S,7S,10S,11R,14R,15S)-15-[(2R,3S,5R)-5-[(2S)-3,3-dimethyloxiran-2-yl]-2-hydroxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbutanoate

Details

• Internal ID: d1491030-1370-4581-88fc-dc5459e2eb01
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1S,2R,3R,5S,7S,10S,11R,14R,15S)-15-[(2R,3S,5R)-5-[(2S)-3,3-dimethyloxiran-2-yl]-2-hydroxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1CCC2(C3CCC45CC4(C3(C(CC2C1(C)C)O)C)CCC5C6CC(OC6O)C7C(O7)(C)C)C
• SMILES (Isomeric): CC(C)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]6O)[C@H]7C(O7)(C)C)C
• InChI: InChI=1S/C35H56O6/c1-19(2)15-27(37)40-26-11-12-32(7)23-10-13-34-18-35(34,33(23,8)25(36)17-24(32)30(26,3)4)14-9-21(34)20-16-22(39-29(20)38)28-31(5,6)41-28/h19-26,28-29,36,38H,9-18H2,1-8H3/t20-,21-,22+,23+,24+,25+,26-,28-,29+,32+,33-,34+,35+/m0/s1
• InChI Key: LEZNRZJCVJRZHO-ANRMPTDHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₆
• Molecular Weight: 572.80 g/mol
• Exact Mass: 572.40768950 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.26
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	-	0.7647	76.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7475	74.75%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.8305	83.05%
OATP1B3 inhibitior	+	0.7977	79.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	-	0.5381	53.81%
P-glycoprotein inhibitior	+	0.7005	70.05%
P-glycoprotein substrate	-	0.5313	53.13%
CYP3A4 substrate	+	0.7405	74.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	+	0.5342	53.42%
CYP2C9 inhibition	-	0.6459	64.59%
CYP2C19 inhibition	-	0.7116	71.16%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.8258	82.58%
CYP2C8 inhibition	+	0.5982	59.82%
CYP inhibitory promiscuity	-	0.8860	88.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5683	56.83%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.5937	59.37%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4589	45.89%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7548	75.48%
skin sensitisation	-	0.8606	86.06%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6485	64.85%
Acute Oral Toxicity (c)	I	0.5612	56.12%
Estrogen receptor binding	+	0.6224	62.24%
Androgen receptor binding	+	0.7724	77.24%
Thyroid receptor binding	-	0.5103	51.03%
Glucocorticoid receptor binding	+	0.6613	66.13%
Aromatase binding	+	0.6971	69.71%
PPAR gamma	+	0.6173	61.73%
Honey bee toxicity	-	0.6886	68.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9792	97.92%

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	98.03%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.50%	97.25%
CHEMBL204	P00734	Thrombin	93.50%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	92.30%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.21%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.07%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.02%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	90.97%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	89.55%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.32%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.76%	96.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.73%	82.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.37%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.94%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	86.55%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	86.21%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.14%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.61%	97.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.52%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.38%	89.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.23%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	82.17%	97.79%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.96%	97.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.87%	95.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.84%	95.36%
CHEMBL5255	O00206	Toll-like receptor 4	81.44%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.41%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.32%	99.15%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.02%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.94%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.81%	89.05%
CHEMBL5028	O14672	ADAM10	80.46%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.30%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.22%	97.28%

Plants that contains it

• Luvunga sarmentosa

Cross-Links

• PubChem: 163078748
• LOTUS: LTS0095261
• wikiData: Q105150901