[(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 75f53759-7bc8-4eae-827e-adebb5c1a136
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)OC(=O)C=CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)OC(=O)/C=C/C3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H36O16/c30-11-19-22(36)23(37)25(39)29(43-19)42-18-5-2-13(10-17(18)34)3-6-21(35)45-27-20(12-31)44-28(26(40)24(27)38)41-8-7-14-1-4-15(32)16(33)9-14/h1-6,9-10,19-20,22-34,36-40H,7-8,11-12H2/b6-3+/t19-,20-,22-,23+,24-,25-,26-,27-,28-,29-/m1/s1
• InChI Key: TWMNUTHHLYKYSA-NTBOYMNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₆
• Molecular Weight: 640.60 g/mol
• Exact Mass: 640.20033506 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.39
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7792	77.92%
Caco-2	-	0.8969	89.69%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7114	71.14%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5369	53.69%
P-glycoprotein inhibitior	+	0.6025	60.25%
P-glycoprotein substrate	-	0.7071	70.71%
CYP3A4 substrate	+	0.6353	63.53%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.7218	72.18%
CYP2C19 inhibition	-	0.8429	84.29%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.9023	90.23%
CYP2C8 inhibition	+	0.7502	75.02%
CYP inhibitory promiscuity	-	0.7614	76.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6808	68.08%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.8373	83.73%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7158	71.58%
Micronuclear	-	0.6367	63.67%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8107	81.07%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.9309	93.09%
Acute Oral Toxicity (c)	III	0.6718	67.18%
Estrogen receptor binding	+	0.7434	74.34%
Androgen receptor binding	-	0.5606	56.06%
Thyroid receptor binding	+	0.5364	53.64%
Glucocorticoid receptor binding	-	0.4690	46.90%
Aromatase binding	+	0.5478	54.78%
PPAR gamma	+	0.6404	64.04%
Honey bee toxicity	-	0.6664	66.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7871	78.71%

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	99.17%	91.11%
CHEMBL3194	P02766	Transthyretin	97.10%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.05%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.43%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.10%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.82%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.53%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	92.14%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.15%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.34%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.11%	96.95%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.41%	96.37%
CHEMBL2581	P07339	Cathepsin D	84.89%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.31%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.84%	80.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.80%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.31%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.94%	94.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.76%	95.78%

Plants that contains it

• Primulina tabacum

Cross-Links

• PubChem: 101673668
• LOTUS: LTS0150926
• wikiData: Q105265913