[2-Hydroxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] octadec-9-enoate

Details

• Internal ID: 464302d1-3214-40fa-aee4-449cf206e51b
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosylmonoacylglycerols
• IUPAC Name: [2-hydroxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] octadec-9-enoate
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCC=CCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C33H60O14/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-25(36)43-19-22(35)20-44-32-31(42)29(40)27(38)24(47-32)21-45-33-30(41)28(39)26(37)23(18-34)46-33/h9-10,22-24,26-35,37-42H,2-8,11-21H2,1H3
• InChI Key: VROZOADUAPWACT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₆₀O₁₄
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.39830658 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6098	60.98%
Caco-2	-	0.8608	86.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8110	81.10%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.7965	79.65%
OATP1B3 inhibitior	+	0.8788	87.88%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6784	67.84%
P-glycoprotein inhibitior	+	0.6196	61.96%
P-glycoprotein substrate	-	0.7780	77.80%
CYP3A4 substrate	+	0.6032	60.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	-	0.8112	81.12%
CYP2C9 inhibition	-	0.9280	92.80%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.9144	91.44%
CYP1A2 inhibition	-	0.8922	89.22%
CYP2C8 inhibition	-	0.6886	68.86%
CYP inhibitory promiscuity	-	0.9459	94.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7404	74.04%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.7294	72.94%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8285	82.85%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.8074	80.74%
skin sensitisation	-	0.9143	91.43%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8073	80.73%
Acute Oral Toxicity (c)	III	0.5969	59.69%
Estrogen receptor binding	+	0.8049	80.49%
Androgen receptor binding	-	0.6570	65.70%
Thyroid receptor binding	-	0.6410	64.10%
Glucocorticoid receptor binding	-	0.6567	65.67%
Aromatase binding	+	0.6260	62.60%
PPAR gamma	+	0.5737	57.37%
Honey bee toxicity	-	0.8716	87.16%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5389	53.89%
Fish aquatic toxicity	+	0.8964	89.64%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	96.56%	85.94%
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.55%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	93.94%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.38%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.38%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.56%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.12%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.32%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.14%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.12%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	87.40%	98.03%
CHEMBL3401	O75469	Pregnane X receptor	86.82%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.75%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.33%	92.32%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.27%	82.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.14%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.21%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.41%	93.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.47%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.75%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	81.05%	89.63%
CHEMBL340	P08684	Cytochrome P450 3A4	80.81%	91.19%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.54%	91.81%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.18%	97.09%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 78407182
• LOTUS: LTS0035881
• wikiData: Q105291890