[2-[3-Acetyloxy-6-(hydroxymethyl)-4,5-bis(2-methylpropanoyloxy)oxan-2-yl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl] hexanoate

Details

• Internal ID: 93d1b1c6-c1b1-4eb6-88fc-cfa86afe3fa1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [2-[3-acetyloxy-6-(hydroxymethyl)-4,5-bis(2-methylpropanoyloxy)oxan-2-yl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl] hexanoate
• SMILES (Canonical): CCCCCC(=O)OC1C(C(OC1(CO)OC2C(C(C(C(O2)CO)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C)CO)O
• SMILES (Isomeric): CCCCCC(=O)OC1C(C(OC1(CO)OC2C(C(C(C(O2)CO)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C)CO)O
• InChI: InChI=1S/C28H46O15/c1-7-8-9-10-19(33)39-24-20(34)17(11-29)42-28(24,13-31)43-27-23(37-16(6)32)22(41-26(36)15(4)5)21(18(12-30)38-27)40-25(35)14(2)3/h14-15,17-18,20-24,27,29-31,34H,7-13H2,1-6H3
• InChI Key: BIQHVXBAECXWAX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₁₅
• Molecular Weight: 622.70 g/mol
• Exact Mass: 622.28367076 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5733	57.33%
Caco-2	-	0.8397	83.97%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8610	86.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6638	66.38%
P-glycoprotein inhibitior	+	0.6853	68.53%
P-glycoprotein substrate	-	0.6534	65.34%
CYP3A4 substrate	+	0.6498	64.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8909	89.09%
CYP3A4 inhibition	-	0.5942	59.42%
CYP2C9 inhibition	-	0.8255	82.55%
CYP2C19 inhibition	-	0.8274	82.74%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	-	0.6169	61.69%
CYP inhibitory promiscuity	-	0.9179	91.79%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9197	91.97%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5473	54.73%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6147	61.47%
skin sensitisation	-	0.9353	93.53%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6683	66.83%
Acute Oral Toxicity (c)	III	0.5448	54.48%
Estrogen receptor binding	+	0.7262	72.62%
Androgen receptor binding	+	0.6265	62.65%
Thyroid receptor binding	-	0.6057	60.57%
Glucocorticoid receptor binding	+	0.6785	67.85%
Aromatase binding	+	0.6297	62.97%
PPAR gamma	+	0.5934	59.34%
Honey bee toxicity	-	0.7264	72.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5042	50.42%
Fish aquatic toxicity	+	0.8969	89.69%

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	98.47%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	97.72%	98.03%
CHEMBL230	P35354	Cyclooxygenase-2	97.31%	89.63%
CHEMBL2996	Q05655	Protein kinase C delta	96.37%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.77%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	95.57%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.37%	97.25%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.58%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.51%	85.94%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	94.04%	82.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.02%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.61%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.20%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.10%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.98%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	89.64%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.85%	91.24%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	88.51%	92.32%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.90%	83.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.83%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.29%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	84.58%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.56%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.41%	95.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.37%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.92%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.42%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.25%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.04%	95.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.90%	95.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.81%	93.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.43%	96.21%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.96%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.87%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.37%	96.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.32%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.25%	98.75%

Plants that contains it

• Solanum neocardenasii

Cross-Links

• PubChem: 14017108
• LOTUS: LTS0231349
• wikiData: Q104936705