[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: dbbdeed0-c831-47f8-83fa-9f415c96f11c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC(CCC1=CC=C(C=C1)O)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H](CCC1=CC=C(C=C1)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O
• InChI: InChI=1S/C23H28O11/c1-11(2-3-12-4-6-14(24)7-5-12)33-23-21(30)20(29)19(28)17(34-23)10-32-22(31)13-8-15(25)18(27)16(26)9-13/h4-9,11,17,19-21,23-30H,2-3,10H2,1H3/t11-,17+,19+,20-,21+,23+/m0/s1
• InChI Key: DOLLUUJWXHAFRJ-YCVSVHTKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₁₁
• Molecular Weight: 480.50 g/mol
• Exact Mass: 480.16316171 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5328	53.28%
Caco-2	-	0.8718	87.18%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8369	83.69%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.7303	73.03%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6204	62.04%
P-glycoprotein inhibitior	-	0.5770	57.70%
P-glycoprotein substrate	-	0.6159	61.59%
CYP3A4 substrate	+	0.6213	62.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.8427	84.27%
CYP2C9 inhibition	-	0.6013	60.13%
CYP2C19 inhibition	-	0.7680	76.80%
CYP2D6 inhibition	-	0.8951	89.51%
CYP1A2 inhibition	-	0.5812	58.12%
CYP2C8 inhibition	+	0.6005	60.05%
CYP inhibitory promiscuity	-	0.7467	74.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7198	71.98%
Micronuclear	-	0.7426	74.26%
Hepatotoxicity	-	0.8093	80.93%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.9544	95.44%
Acute Oral Toxicity (c)	III	0.7758	77.58%
Estrogen receptor binding	+	0.7569	75.69%
Androgen receptor binding	+	0.7573	75.73%
Thyroid receptor binding	+	0.5933	59.33%
Glucocorticoid receptor binding	+	0.7073	70.73%
Aromatase binding	-	0.5065	50.65%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9524	95.24%

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	98.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.26%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	94.80%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.76%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.82%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.53%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.46%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.98%	86.33%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	89.63%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.87%	85.31%
CHEMBL3194	P02766	Transthyretin	88.81%	90.71%
CHEMBL2535	P11166	Glucose transporter	88.54%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.88%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.36%	85.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.14%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.52%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.43%	83.57%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.45%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.03%	95.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.67%	95.64%
CHEMBL226	P30542	Adenosine A1 receptor	82.34%	95.93%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.49%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.29%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.15%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.84%	97.21%

Plants that contains it

• Coffea canephora

Cross-Links

• PubChem: 101093539
• LOTUS: LTS0214624
• wikiData: Q105134159