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

Details

• Internal ID: 0eb86f85-df1d-41cd-ac89-93cd62b60e88
• 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,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexyl] (9S)-9-methylheptadecanoate
• SMILES (Canonical): CCCCCCCCC(C)CCCCCCCC(=O)OC1C(C(C(C(C1OC2C(C(C(C(O2)CO)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]([C@H](O2)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C30H56O12/c1-3-4-5-6-8-11-14-18(2)15-12-9-7-10-13-16-20(32)41-28-25(37)23(35)24(36)26(38)29(28)42-30-27(39)22(34)21(33)19(17-31)40-30/h18-19,21-31,33-39H,3-17H2,1-2H3/t18-,19+,21+,22-,23-,24+,25-,26+,27+,28-,29+,30-/m0/s1
• InChI Key: YIKVPKTVJAIMRX-YIDNNBGOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₆O₁₂
• Molecular Weight: 608.80 g/mol
• Exact Mass: 608.37717722 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5833	58.33%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8489	84.89%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.8754	87.54%
OATP1B3 inhibitior	+	0.9006	90.06%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5921	59.21%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7808	78.08%
CYP3A4 substrate	+	0.5839	58.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.6530	65.30%
CYP2C9 inhibition	-	0.8282	82.82%
CYP2C19 inhibition	-	0.7558	75.58%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.8374	83.74%
CYP2C8 inhibition	-	0.8542	85.42%
CYP inhibitory promiscuity	-	0.8688	86.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7849	78.49%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6624	66.24%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7519	75.19%
skin sensitisation	-	0.8915	89.15%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6459	64.59%
Acute Oral Toxicity (c)	III	0.6101	61.01%
Estrogen receptor binding	+	0.7504	75.04%
Androgen receptor binding	-	0.5704	57.04%
Thyroid receptor binding	-	0.6768	67.68%
Glucocorticoid receptor binding	-	0.6013	60.13%
Aromatase binding	+	0.6152	61.52%
PPAR gamma	-	0.5226	52.26%
Honey bee toxicity	-	0.8811	88.11%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5541	55.41%
Fish aquatic toxicity	+	0.9161	91.61%

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	97.55%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.31%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	95.91%	92.50%
CHEMBL2581	P07339	Cathepsin D	95.67%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.61%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.01%	92.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.42%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.98%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.25%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.12%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	89.38%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	89.03%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.53%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.76%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.65%	82.50%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	87.02%	95.44%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.53%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.87%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.58%	94.33%
CHEMBL2885	P07451	Carbonic anhydrase III	85.13%	87.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.35%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.83%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.79%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.14%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.27%	90.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.82%	96.61%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.59%	91.81%

Plants that contains it

• Solanum lanceolatum

Cross-Links

• PubChem: 163106722
• LOTUS: LTS0198013
• wikiData: Q105348889