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

Details

• Internal ID: d1c5d11b-3f91-4b0c-800e-e6699bd00d61
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [15-[5-(1,2-dihydroxy-2-methylpropyl)-2-hydroxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CCC2(C3CCC45CC4(C3(C(CC2C1(C)C)O)C)CCC5C6CC(OC6O)C(C(C)(C)O)O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CCC2(C3CCC45CC4(C3(C(CC2C1(C)C)O)C)CCC5C6CC(OC6O)C(C(C)(C)O)O)C
• InChI: InChI=1S/C35H56O7/c1-9-19(2)28(38)42-26-12-13-32(7)23-11-14-34-18-35(34,33(23,8)25(36)17-24(32)30(26,3)4)15-10-21(34)20-16-22(41-29(20)39)27(37)31(5,6)40/h9,20-27,29,36-37,39-40H,10-18H2,1-8H3
• InChI Key: QOYIHGQDAPZLBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₇
• Molecular Weight: 588.80 g/mol
• Exact Mass: 588.40260412 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	-	0.7951	79.51%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7544	75.44%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.8189	81.89%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9071	90.71%
BSEP inhibitior	-	0.4842	48.42%
P-glycoprotein inhibitior	+	0.6941	69.41%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7379	73.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.5105	51.05%
CYP2C9 inhibition	-	0.5487	54.87%
CYP2C19 inhibition	-	0.5863	58.63%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.6662	66.62%
CYP2C8 inhibition	+	0.6319	63.19%
CYP inhibitory promiscuity	-	0.8628	86.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9294	92.94%
Skin irritation	-	0.5364	53.64%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6463	64.63%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6388	63.88%
skin sensitisation	-	0.8080	80.80%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5655	56.55%
Acute Oral Toxicity (c)	I	0.5529	55.29%
Estrogen receptor binding	+	0.6545	65.45%
Androgen receptor binding	+	0.7537	75.37%
Thyroid receptor binding	-	0.5126	51.26%
Glucocorticoid receptor binding	+	0.6459	64.59%
Aromatase binding	+	0.7176	71.76%
PPAR gamma	+	0.6720	67.20%
Honey bee toxicity	-	0.5942	59.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.26%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.37%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.42%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	93.37%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.65%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.12%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.97%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.96%	96.38%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.40%	97.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.95%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.92%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.60%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.11%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.75%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.68%	89.50%
CHEMBL237	P41145	Kappa opioid receptor	85.70%	98.10%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.51%	97.47%
CHEMBL299	P17252	Protein kinase C alpha	85.43%	98.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.44%	91.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.32%	82.69%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.58%	82.50%
CHEMBL5028	O14672	ADAM10	83.13%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.78%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.66%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.64%	99.23%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.63%	95.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.62%	91.07%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.27%	89.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.07%	96.77%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.07%	95.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.32%	89.05%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.70%	85.31%
CHEMBL1871	P10275	Androgen Receptor	80.28%	96.43%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.28%	96.21%

Plants that contains it

• Aglaia crassinervia

Cross-Links

• PubChem: 73150603
• LOTUS: LTS0167985
• wikiData: Q105225213