(2R,3R,4S,5S,6R)-2-[(3S,5S)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 66cf966e-166a-492b-8a9c-0272144711c0
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(3S,5S)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCCCCC(CC(CCC1=CC(=C(C=C1)O)OC)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CCCCC[C@@H](C[C@H](CCC1=CC(=C(C=C1)O)OC)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C23H38O9/c1-3-4-5-6-16(31-23-22(29)21(28)20(27)19(13-24)32-23)12-15(25)9-7-14-8-10-17(26)18(11-14)30-2/h8,10-11,15-16,19-29H,3-7,9,12-13H2,1-2H3/t15-,16-,19+,20+,21-,22+,23+/m0/s1
• InChI Key: IJSYHUFAWPXPKA-MTLKXPBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₉
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.25158279 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6280	62.80%
Caco-2	-	0.8390	83.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7796	77.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.8957	89.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7792	77.92%
BSEP inhibitior	-	0.7029	70.29%
P-glycoprotein inhibitior	-	0.6654	66.54%
P-glycoprotein substrate	+	0.6013	60.13%
CYP3A4 substrate	+	0.6436	64.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7853	78.53%
CYP3A4 inhibition	+	0.5268	52.68%
CYP2C9 inhibition	-	0.8532	85.32%
CYP2C19 inhibition	-	0.7581	75.81%
CYP2D6 inhibition	-	0.8868	88.68%
CYP1A2 inhibition	-	0.6972	69.72%
CYP2C8 inhibition	+	0.7834	78.34%
CYP inhibitory promiscuity	-	0.8647	86.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7760	77.60%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9570	95.70%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8023	80.23%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7948	79.48%
skin sensitisation	-	0.7996	79.96%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8428	84.28%
Acute Oral Toxicity (c)	III	0.6601	66.01%
Estrogen receptor binding	+	0.8109	81.09%
Androgen receptor binding	-	0.5087	50.87%
Thyroid receptor binding	+	0.5540	55.40%
Glucocorticoid receptor binding	-	0.5887	58.87%
Aromatase binding	+	0.5254	52.54%
PPAR gamma	+	0.6182	61.82%
Honey bee toxicity	-	0.8418	84.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5909	59.09%
Fish aquatic toxicity	+	0.9224	92.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.72%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.00%	97.25%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.06%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.68%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.38%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	89.05%	93.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.26%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.24%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.06%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.67%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.08%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.73%	93.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.15%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.77%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.65%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.59%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.76%	89.62%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.44%	92.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.57%	92.94%
CHEMBL2535	P11166	Glucose transporter	81.19%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.47%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.22%	97.09%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 10504082
• LOTUS: LTS0192380
• wikiData: Q105114114