[3,4,5-Trihydroxy-6-[2-hydroxy-4-(2-hydroxyethyl)phenoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 82ce636d-b816-4d7d-965c-0c01108d245f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[2-hydroxy-4-(2-hydroxyethyl)phenoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=C(C=C1CCO)O)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCO)O)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O
• InChI: InChI=1S/C21H24O12/c22-4-3-9-1-2-14(11(23)5-9)32-21-19(29)18(28)17(27)15(33-21)8-31-20(30)10-6-12(24)16(26)13(25)7-10/h1-2,5-7,15,17-19,21-29H,3-4,8H2
• InChI Key: YYELUJGOTWMDNG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₁₂
• Molecular Weight: 468.40 g/mol
• Exact Mass: 468.12677620 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.91
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7483	74.83%
Caco-2	-	0.8865	88.65%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6941	69.41%
OATP2B1 inhibitior	-	0.5704	57.04%
OATP1B1 inhibitior	+	0.7576	75.76%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7394	73.94%
P-glycoprotein inhibitior	-	0.5883	58.83%
P-glycoprotein substrate	-	0.8175	81.75%
CYP3A4 substrate	+	0.5765	57.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.8947	89.47%
CYP2C9 inhibition	-	0.7536	75.36%
CYP2C19 inhibition	-	0.9089	90.89%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	+	0.7450	74.50%
CYP inhibitory promiscuity	-	0.8871	88.71%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7165	71.65%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8579	85.79%
Skin irritation	-	0.8256	82.56%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7259	72.59%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9375	93.75%
Acute Oral Toxicity (c)	III	0.6992	69.92%
Estrogen receptor binding	+	0.7075	70.75%
Androgen receptor binding	+	0.5707	57.07%
Thyroid receptor binding	-	0.4881	48.81%
Glucocorticoid receptor binding	+	0.5737	57.37%
Aromatase binding	-	0.5443	54.43%
PPAR gamma	+	0.6236	62.36%
Honey bee toxicity	-	0.8379	83.79%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7199	71.99%
Fish aquatic toxicity	-	0.4472	44.72%

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	97.20%	91.11%
CHEMBL3194	P02766	Transthyretin	95.18%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.90%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.78%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.39%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.39%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	90.91%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.42%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.88%	86.92%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.63%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	88.34%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.66%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.14%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.05%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.51%	95.78%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.25%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.23%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.02%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.19%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.17%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.99%	89.00%

Plants that contains it

• Rosa laevigata

Cross-Links

• PubChem: 73813213
• LOTUS: LTS0136677
• wikiData: Q105368494