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

Details

• Internal ID: 578a78ab-d8ba-43a9-a3dd-caa0ad959b19
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Sulfoquinovosylmonoacylglycerols > Sulfoquinovosyl 1-monoacylglycerols
• IUPAC Name: [(2S,3S,4S,5R,6S)-6-[(2R)-3-hexadecanoyloxy-2-hydroxypropoxy]-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)O
• 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)O
• InChI: InChI=1S/C25H48O11S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(27)34-16-19(26)17-35-25-24(30)23(29)22(28)20(36-25)18-37(31,32)33/h19-20,22-26,28-30H,2-18H2,1H3,(H,31,32,33)/t19-,20+,22+,23-,24+,25-/m0/s1
• InChI Key: PVPLOFLVMFDWJG-RWVWRCSYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₈O₁₁S
• Molecular Weight: 556.70 g/mol
• Exact Mass: 556.29173352 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5145	51.45%
Caco-2	-	0.8590	85.90%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5785	57.85%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5771	57.71%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7711	77.11%
CYP3A4 substrate	+	0.5663	56.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.8153	81.53%
CYP2C19 inhibition	-	0.7549	75.49%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.7745	77.45%
CYP2C8 inhibition	-	0.7749	77.49%
CYP inhibitory promiscuity	-	0.9812	98.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5176	51.76%
Carcinogenicity (trinary)	Non-required	0.6467	64.67%
Eye corrosion	-	0.9571	95.71%
Eye irritation	-	0.8920	89.20%
Skin irritation	-	0.7553	75.53%
Skin corrosion	-	0.8450	84.50%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4776	47.76%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6600	66.00%
skin sensitisation	-	0.7484	74.84%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8059	80.59%
Acute Oral Toxicity (c)	III	0.6665	66.65%
Estrogen receptor binding	+	0.7551	75.51%
Androgen receptor binding	-	0.6446	64.46%
Thyroid receptor binding	-	0.6938	69.38%
Glucocorticoid receptor binding	-	0.6915	69.15%
Aromatase binding	-	0.5234	52.34%
PPAR gamma	-	0.5366	53.66%
Honey bee toxicity	-	0.8776	87.76%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5078	50.78%
Fish aquatic toxicity	+	0.9625	96.25%

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	98.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.89%	99.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.63%	85.31%
CHEMBL5255	O00206	Toll-like receptor 4	93.21%	92.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.99%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.29%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.22%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.32%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	88.33%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.80%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.62%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.99%	93.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.81%	82.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.68%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.66%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.96%	94.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.73%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.56%	97.36%
CHEMBL340	P08684	Cytochrome P450 3A4	82.39%	91.19%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.86%	91.81%

Plants that contains it

• Eschweilera coriacea
• Eucalyptus cladocalyx
• Peltodon longipes
• Salvadora persica

Cross-Links

• PubChem: 102201401
• NPASS: NPC229030
• LOTUS: LTS0062307
• wikiData: Q105215555