[(2R)-2-hydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] hexadecanoate

Details

• Internal ID: 4ba398e4-7f8c-4eba-b945-6c2afd330f97
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosylmonoacylglycerols
• IUPAC Name: [(2R)-2-hydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C31H58O14/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-23(34)41-17-20(33)18-42-30-29(40)27(38)25(36)22(45-30)19-43-31-28(39)26(37)24(35)21(16-32)44-31/h20-22,24-33,35-40H,2-19H2,1H3/t20-,21+,22+,24-,25-,26-,27-,28+,29+,30+,31-/m0/s1
• InChI Key: OQWOKDQAPBSVGH-MKRZDBMGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₈O₁₄
• Molecular Weight: 654.80 g/mol
• Exact Mass: 654.38265652 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6986	69.86%
Caco-2	-	0.8693	86.93%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8043	80.43%
OATP2B1 inhibitior	-	0.5736	57.36%
OATP1B1 inhibitior	+	0.8621	86.21%
OATP1B3 inhibitior	+	0.8877	88.77%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5636	56.36%
P-glycoprotein inhibitior	-	0.4757	47.57%
P-glycoprotein substrate	-	0.8019	80.19%
CYP3A4 substrate	+	0.5698	56.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.8242	82.42%
CYP2C9 inhibition	-	0.9127	91.27%
CYP2C19 inhibition	-	0.8373	83.73%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	-	0.8932	89.32%
CYP2C8 inhibition	-	0.7959	79.59%
CYP inhibitory promiscuity	-	0.9633	96.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7334	73.34%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.7711	77.11%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6578	65.78%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6824	68.24%
skin sensitisation	-	0.9309	93.09%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7011	70.11%
Acute Oral Toxicity (c)	III	0.5471	54.71%
Estrogen receptor binding	+	0.6917	69.17%
Androgen receptor binding	-	0.6898	68.98%
Thyroid receptor binding	-	0.6499	64.99%
Glucocorticoid receptor binding	-	0.7590	75.90%
Aromatase binding	+	0.6508	65.08%
PPAR gamma	+	0.5329	53.29%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5161	51.61%
Fish aquatic toxicity	+	0.7904	79.04%

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	98.50%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.62%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	96.56%	85.94%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.23%	97.29%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.82%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	93.60%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.09%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	90.45%	98.03%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.13%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.46%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.54%	92.08%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.99%	82.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.46%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.78%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	84.72%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.16%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.80%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.82%	96.47%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.65%	83.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.64%	89.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.50%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.00%	97.09%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.20%	92.32%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.33%	91.81%

Plants that contains it

• Kaempferia parviflora

Cross-Links

• PubChem: 162881390
• LOTUS: LTS0166932
• wikiData: Q105197286