[(2S,3S,4S,5R,6S)-6-[(2R)-2,3-di(hexadecanoyloxy)propoxy]-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid

Details

• Internal ID: 30ee3a4c-7e83-4eb4-90e1-b51cbf76cf2e
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols > Sulfoquinovosyldiacylglycerols
• IUPAC Name: [(2S,3S,4S,5R,6S)-6-[(2R)-2,3-di(hexadecanoyloxy)propoxy]-3,4,5-trihydroxyoxan-2-yl]methanesulfonic acid
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)CS(=O)(=O)O)O)O)O)OC(=O)CCCCCCCCCCCCCCC
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@@H](CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CS(=O)(=O)O)O)O)O)OC(=O)CCCCCCCCCCCCCCC
• InChI: InChI=1S/C41H78O12S/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(42)50-31-34(32-51-41-40(46)39(45)38(44)35(53-41)33-54(47,48)49)52-37(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35,38-41,44-46H,3-33H2,1-2H3,(H,47,48,49)/t34-,35+,38+,39-,40+,41-/m0/s1
• InChI Key: RVUUQPKXGDTQPG-GKUQPSSTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₈O₁₂S
• Molecular Weight: 795.10 g/mol
• Exact Mass: 794.52139909 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: 11.50
• Atomic LogP (AlogP): 8.12
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 36

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4634	46.34%
Caco-2	-	0.8439	84.39%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5910	59.10%
OATP2B1 inhibitior	-	0.5666	56.66%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9295	92.95%
P-glycoprotein inhibitior	+	0.6849	68.49%
P-glycoprotein substrate	-	0.7304	73.04%
CYP3A4 substrate	+	0.5924	59.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.9210	92.10%
CYP2C9 inhibition	-	0.8113	81.13%
CYP2C19 inhibition	-	0.7500	75.00%
CYP2D6 inhibition	-	0.8824	88.24%
CYP1A2 inhibition	-	0.7764	77.64%
CYP2C8 inhibition	-	0.6900	69.00%
CYP inhibitory promiscuity	-	0.9788	97.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5000	50.00%
Carcinogenicity (trinary)	Non-required	0.6604	66.04%
Eye corrosion	-	0.9554	95.54%
Eye irritation	-	0.8811	88.11%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.8485	84.85%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6917	69.17%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7417	74.17%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6274	62.74%
Acute Oral Toxicity (c)	III	0.6622	66.22%
Estrogen receptor binding	+	0.7761	77.61%
Androgen receptor binding	-	0.6597	65.97%
Thyroid receptor binding	-	0.6577	65.77%
Glucocorticoid receptor binding	-	0.6216	62.16%
Aromatase binding	-	0.5056	50.56%
PPAR gamma	+	0.5344	53.44%
Honey bee toxicity	-	0.8598	85.98%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6653	66.53%
Fish aquatic toxicity	+	0.9681	96.81%

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	97.23%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	96.37%	92.50%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.82%	85.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.80%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.56%	95.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.03%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	90.20%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.48%	96.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.23%	92.86%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.29%	92.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.11%	93.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.16%	83.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.24%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.17%	82.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.82%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.97%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	83.24%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.51%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.20%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.79%	94.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.33%	97.36%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.86%	91.81%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.56%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.40%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.06%	99.23%

Plants that contains it

• Byrsonima crassifolia

Cross-Links

• PubChem: 102201395
• LOTUS: LTS0241691
• wikiData: Q105246333