[(1R,2S,3S,4R,5S,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxycyclohexyl] 16-methylheptadecanoate

Details

• Internal ID: 5d6cb2da-3fc8-4b2a-8ce3-0ba816dbb39f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1R,2S,3S,4R,5S,6R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxycyclohexyl] 16-methylheptadecanoate
• SMILES (Canonical): CC(C)CCCCCCCCCCCCCCC(=O)OC1C(C(C(C(C1OC2C(C(C(CO2)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(C)CCCCCCCCCCCCCCC(=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/c1-18(2)15-13-11-9-7-5-3-4-6-8-10-12-14-16-20(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/t19-,21+,22+,23-,24+,25+,26-,27-,28-,29+/m1/s1
• InChI Key: INZOKVKQDRGDDQ-BSMCXZHXSA-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	-	0.5281	52.81%
Caco-2	-	0.8406	84.06%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8981	89.81%
OATP2B1 inhibitior	-	0.5753	57.53%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.8984	89.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8292	82.92%
BSEP inhibitior	+	0.5975	59.75%
P-glycoprotein inhibitior	-	0.4743	47.43%
P-glycoprotein substrate	-	0.6379	63.79%
CYP3A4 substrate	+	0.6025	60.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8947	89.47%
CYP3A4 inhibition	-	0.7470	74.70%
CYP2C9 inhibition	-	0.8429	84.29%
CYP2C19 inhibition	-	0.8684	86.84%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.8626	86.26%
CYP2C8 inhibition	-	0.9145	91.45%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7799	77.99%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8909	89.09%
Skin irritation	-	0.7905	79.05%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4563	45.63%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7197	71.97%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8705	87.05%
Acute Oral Toxicity (c)	III	0.5738	57.38%
Estrogen receptor binding	+	0.5914	59.14%
Androgen receptor binding	-	0.7174	71.74%
Thyroid receptor binding	-	0.6348	63.48%
Glucocorticoid receptor binding	-	0.6850	68.50%
Aromatase binding	-	0.4947	49.47%
PPAR gamma	+	0.5249	52.49%
Honey bee toxicity	-	0.8383	83.83%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5270	52.70%
Fish aquatic toxicity	+	0.9212	92.12%

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	98.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.81%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.37%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.01%	96.47%
CHEMBL4040	P28482	MAP kinase ERK2	91.24%	83.82%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.22%	85.31%
CHEMBL5255	O00206	Toll-like receptor 4	91.13%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.84%	90.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.06%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.68%	96.77%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	86.61%	96.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.32%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.73%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.63%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.51%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.54%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.11%	82.50%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	81.97%	87.16%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.76%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	81.51%	91.19%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.06%	97.29%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.76%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.65%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.22%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.16%	97.86%

Plants that contains it

• Solanum lanceolatum

Cross-Links

• PubChem: 163104449
• LOTUS: LTS0015142
• wikiData: Q105116550