[(1S,2S,3S,4R,5R,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxycyclohexyl] (9S)-9-methylheptadecanoate

Details

• Internal ID: de98ff6e-26a1-42c9-b52f-5ee1f5799aaf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1S,2S,3S,4R,5R,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxycyclohexyl] (9S)-9-methylheptadecanoate
• SMILES (Canonical): CCCCCCCCC(C)CCCCCCCC(=O)OC1C(C(C(C(C1OC2C(C(C(CO2)O)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCC[C@H](C)CCCCCCCC(=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](CO2)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H54O11/c1-3-4-5-6-8-11-14-18(2)15-12-9-7-10-13-16-20(31)39-27-24(35)22(33)23(34)25(36)28(27)40-29-26(37)21(32)19(30)17-38-29/h18-19,21-30,32-37H,3-17H2,1-2H3/t18-,19+,21-,22-,23+,24-,25+,26+,27-,28+,29-/m0/s1
• InChI Key: VUSHWWGJNWOMPX-RXTRREQRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₄O₁₁
• Molecular Weight: 578.70 g/mol
• Exact Mass: 578.36661253 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4623	46.23%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8498	84.98%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.8947	89.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8792	87.92%
BSEP inhibitior	-	0.6065	60.65%
P-glycoprotein inhibitior	-	0.5153	51.53%
P-glycoprotein substrate	-	0.5672	56.72%
CYP3A4 substrate	+	0.6049	60.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8947	89.47%
CYP3A4 inhibition	-	0.6042	60.42%
CYP2C9 inhibition	-	0.8785	87.85%
CYP2C19 inhibition	-	0.7968	79.68%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.8746	87.46%
CYP2C8 inhibition	-	0.8395	83.95%
CYP inhibitory promiscuity	-	0.9250	92.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7804	78.04%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8913	89.13%
Skin irritation	-	0.7633	76.33%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.7978	79.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.3764	37.64%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8815	88.15%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8506	85.06%
Acute Oral Toxicity (c)	III	0.5439	54.39%
Estrogen receptor binding	+	0.6817	68.17%
Androgen receptor binding	-	0.6442	64.42%
Thyroid receptor binding	-	0.6913	69.13%
Glucocorticoid receptor binding	-	0.6270	62.70%
Aromatase binding	+	0.5382	53.82%
PPAR gamma	-	0.5256	52.56%
Honey bee toxicity	-	0.8941	89.41%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6664	66.64%
Fish aquatic toxicity	+	0.9303	93.03%

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	98.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.21%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.17%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.05%	85.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.57%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	94.55%	92.50%
CHEMBL230	P35354	Cyclooxygenase-2	93.02%	89.63%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.91%	97.29%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.90%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.50%	96.47%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.33%	92.86%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.03%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.34%	93.56%
CHEMBL299	P17252	Protein kinase C alpha	89.11%	98.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.47%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.55%	95.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.02%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.59%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.19%	94.33%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.91%	96.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.49%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.33%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.13%	95.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.41%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	81.93%	91.19%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	81.79%	87.16%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.72%	91.81%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.63%	97.47%
CHEMBL2996	Q05655	Protein kinase C delta	81.56%	97.79%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.37%	92.08%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.22%	80.33%

Plants that contains it

• Solanum lanceolatum

Cross-Links

• PubChem: 163106367
• LOTUS: LTS0089243
• wikiData: Q105297400