[2-Hexadecanoyloxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] octadeca-9,12-dienoate

Details

• Internal ID: b4f303de-0a5d-4811-bd7b-973ebbcb7eef
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
• IUPAC Name: [2-hexadecanoyloxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] octadeca-9,12-dienoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)COC(=O)CCCCCCCC=CCC=CCCCCC
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)COC(=O)CCCCCCCC=CCC=CCCCCC
• InChI: InChI=1S/C49H88O15/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-40(51)59-34-37(62-41(52)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2)35-60-48-47(58)45(56)43(54)39(64-48)36-61-49-46(57)44(55)42(53)38(33-50)63-49/h11,13,17-18,37-39,42-50,53-58H,3-10,12,14-16,19-36H2,1-2H3
• InChI Key: UZXCPFISFMJPAV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₈O₁₅
• Molecular Weight: 917.20 g/mol
• Exact Mass: 916.61232210 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 9.80
• Atomic LogP (AlogP): 6.38
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 38

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7132	71.32%
Caco-2	-	0.8607	86.07%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8693	86.93%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.6989	69.89%
OATP1B3 inhibitior	+	0.8729	87.29%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9550	95.50%
P-glycoprotein inhibitior	+	0.7144	71.44%
P-glycoprotein substrate	-	0.7039	70.39%
CYP3A4 substrate	+	0.6358	63.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	-	0.6581	65.81%
CYP2C9 inhibition	-	0.9063	90.63%
CYP2C19 inhibition	-	0.8214	82.14%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	-	0.8886	88.86%
CYP2C8 inhibition	+	0.4608	46.08%
CYP inhibitory promiscuity	-	0.9371	93.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7486	74.86%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7497	74.97%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7699	76.99%
skin sensitisation	-	0.9343	93.43%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6930	69.30%
Acute Oral Toxicity (c)	III	0.6197	61.97%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	-	0.6261	62.61%
Thyroid receptor binding	-	0.5804	58.04%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5627	56.27%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.8618	86.18%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7258	72.58%
Fish aquatic toxicity	+	0.9599	95.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	99.04%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.09%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	96.07%	92.50%
CHEMBL2581	P07339	Cathepsin D	95.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.80%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.30%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.13%	83.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.18%	92.86%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.97%	92.32%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.92%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.07%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.92%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.71%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.81%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.57%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.77%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	82.18%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.76%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.17%	90.17%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 25202271
• LOTUS: LTS0027587
• wikiData: Q105282531