(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[(2R)-1-hexadecoxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 48b1c756-5bd3-4e8b-ad72-8e2b00fd60d6
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[(2R)-1-hexadecoxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCCCCCCCCCCCCCCCOCC(COC1C(C(C(CO1)O)O)O)OC2C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCOC[C@H](CO[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C36H68O17/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-47-19-22(20-48-34-31(45)26(40)23(39)21-49-34)50-36-33(30(44)28(42)25(18-38)52-36)53-35-32(46)29(43)27(41)24(17-37)51-35/h22-46H,2-21H2,1H3/t22-,23-,24-,25-,26+,27-,28-,29+,30+,31-,32-,33-,34-,35+,36-/m1/s1
• InChI Key: OIIICRFASGHTER-ILRPGRHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₈O₁₇
• Molecular Weight: 772.90 g/mol
• Exact Mass: 772.44565070 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7331	73.31%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6474	64.74%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.8910	89.10%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6511	65.11%
P-glycoprotein inhibitior	+	0.5749	57.49%
P-glycoprotein substrate	-	0.6798	67.98%
CYP3A4 substrate	+	0.6609	66.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.7960	79.60%
CYP2C9 inhibition	-	0.8986	89.86%
CYP2C19 inhibition	-	0.8466	84.66%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.8928	89.28%
CYP2C8 inhibition	-	0.6882	68.82%
CYP inhibitory promiscuity	-	0.9743	97.43%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7006	70.06%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.7510	75.10%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.7408	74.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7752	77.52%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8448	84.48%
skin sensitisation	-	0.9135	91.35%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7852	78.52%
Acute Oral Toxicity (c)	III	0.5574	55.74%
Estrogen receptor binding	+	0.7208	72.08%
Androgen receptor binding	+	0.5382	53.82%
Thyroid receptor binding	-	0.5633	56.33%
Glucocorticoid receptor binding	-	0.7429	74.29%
Aromatase binding	+	0.6647	66.47%
PPAR gamma	+	0.5920	59.20%
Honey bee toxicity	-	0.8271	82.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5355	53.55%
Fish aquatic toxicity	+	0.6420	64.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.44%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.49%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.44%	92.86%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.02%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.84%	85.94%
CHEMBL226	P30542	Adenosine A1 receptor	91.76%	95.93%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	91.68%	80.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.26%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	89.50%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.93%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.22%	92.88%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	88.08%	90.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.06%	95.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.79%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.55%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.26%	95.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.24%	92.08%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.52%	96.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.49%	95.58%
CHEMBL3401	O75469	Pregnane X receptor	83.11%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.77%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	82.14%	97.79%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.01%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.82%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.87%	97.86%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.64%	97.47%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.57%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10350243
• LOTUS: LTS0021617
• wikiData: Q105192523