[(1R,2R,3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl] icosanoate

Details

• Internal ID: 591358b9-cb59-42d3-a2d3-eb984e11700f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1R,2R,3R,4S,5S,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl] icosanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCC(=O)OC1C(C(C(C(C1OC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H]([C@@H]([C@@H]([C@@H]([C@H]1O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H60O12/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(34)43-30-27(39)25(37)26(38)28(40)31(30)44-32-29(41)24(36)23(35)21(20-33)42-32/h21,23-33,35-41H,2-20H2,1H3/t21-,23+,24+,25-,26+,27-,28+,29-,30-,31-,32+/m1/s1
• InChI Key: WTFWLQSLGMCEJJ-UCNPMWBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₆₀O₁₂
• Molecular Weight: 636.80 g/mol
• Exact Mass: 636.40847734 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5845	58.45%
Caco-2	-	0.8712	87.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8249	82.49%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8549	85.49%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6028	60.28%
P-glycoprotein inhibitior	-	0.4599	45.99%
P-glycoprotein substrate	-	0.8894	88.94%
CYP3A4 substrate	+	0.5442	54.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.7650	76.50%
CYP2C9 inhibition	-	0.8316	83.16%
CYP2C19 inhibition	-	0.7108	71.08%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	-	0.8348	83.48%
CYP2C8 inhibition	-	0.8448	84.48%
CYP inhibitory promiscuity	-	0.8677	86.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7676	76.76%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8811	88.11%
Skin irritation	-	0.7820	78.20%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4276	42.76%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7894	78.94%
skin sensitisation	-	0.8856	88.56%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4580	45.80%
Acute Oral Toxicity (c)	III	0.5715	57.15%
Estrogen receptor binding	+	0.7321	73.21%
Androgen receptor binding	-	0.6263	62.63%
Thyroid receptor binding	-	0.6692	66.92%
Glucocorticoid receptor binding	-	0.6837	68.37%
Aromatase binding	+	0.5815	58.15%
PPAR gamma	+	0.5553	55.53%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6272	62.72%
Fish aquatic toxicity	+	0.9000	90.00%

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	97.08%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.82%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	95.74%	92.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.30%	85.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.38%	92.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.06%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.33%	92.86%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.38%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.85%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.72%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.35%	82.50%
CHEMBL299	P17252	Protein kinase C alpha	83.52%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	83.11%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.08%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.51%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	81.89%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.58%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.66%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.57%	96.95%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.42%	91.81%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	80.04%	95.44%

Plants that contains it

• Solanum lanceolatum

Cross-Links

• PubChem: 163106475
• LOTUS: LTS0263957
• wikiData: Q105312500