[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (11S)-11-hydroxyhexadecanoate

Details

• Internal ID: 0ce97c37-a37b-4ed3-a588-336feb8d65b6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (11S)-11-hydroxyhexadecanoate
• SMILES (Canonical): CCCCCC(CCCCCCCCCC(=O)OC1C(C(C(C(O1)C)OC2C(C(C(C(O2)C)O)O)O)O)O)O
• SMILES (Isomeric): CCCCC[C@@H](CCCCCCCCCC(=O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)O)O)O
• InChI: InChI=1S/C28H52O11/c1-4-5-11-14-19(29)15-12-9-7-6-8-10-13-16-20(30)38-27-25(35)23(33)26(18(3)37-27)39-28-24(34)22(32)21(31)17(2)36-28/h17-19,21-29,31-35H,4-16H2,1-3H3/t17-,18-,19-,21-,22+,23-,24+,25+,26-,27-,28-/m0/s1
• InChI Key: SPCJYUVYCUKUIH-UVWABQKZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₂O₁₁
• Molecular Weight: 564.70 g/mol
• Exact Mass: 564.35096247 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8300	83.00%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7638	76.38%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.7885	78.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6067	60.67%
P-glycoprotein inhibitior	-	0.4741	47.41%
P-glycoprotein substrate	-	0.6210	62.10%
CYP3A4 substrate	+	0.5941	59.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.6825	68.25%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	-	0.8056	80.56%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.9322	93.22%
CYP2C8 inhibition	-	0.8078	80.78%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7511	75.11%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.6812	68.12%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4292	42.92%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6915	69.15%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7151	71.51%
Acute Oral Toxicity (c)	III	0.5475	54.75%
Estrogen receptor binding	+	0.6483	64.83%
Androgen receptor binding	-	0.6581	65.81%
Thyroid receptor binding	-	0.6008	60.08%
Glucocorticoid receptor binding	-	0.5753	57.53%
Aromatase binding	+	0.5610	56.10%
PPAR gamma	+	0.5729	57.29%
Honey bee toxicity	-	0.8656	86.56%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6568	65.68%
Fish aquatic toxicity	+	0.9235	92.35%

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	97.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.82%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.52%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.85%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.31%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	91.99%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.31%	92.86%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.89%	97.25%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.10%	92.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.09%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.20%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.08%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.51%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	85.01%	98.03%
CHEMBL3401	O75469	Pregnane X receptor	84.97%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.28%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.35%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.22%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.92%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.39%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.31%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.84%	94.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.70%	91.81%

Plants that contains it

• Annona muricata
• Ipomoea cairica

Cross-Links

• PubChem: 6325713
• NPASS: NPC269822
• LOTUS: LTS0189790
• wikiData: Q105257353