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

Details

• Internal ID: f926169a-b4ed-41a6-bd66-008beec31c53
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-5-(2-hydroxyethyl)phenoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=C(C=C1CCO)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCO)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)O
• InChI: InChI=1S/C21H24O12/c22-4-3-9-1-2-11(23)14(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/t15-,17-,18+,19-,21-/m1/s1
• InChI Key: VLFYHWVOQTYYFO-PEVLUNPASA-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	-	0.8900	89.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6941	69.41%
OATP2B1 inhibitior	-	0.5654	56.54%
OATP1B1 inhibitior	+	0.7272	72.72%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6144	61.44%
P-glycoprotein inhibitior	-	0.5800	58.00%
P-glycoprotein substrate	-	0.8394	83.94%
CYP3A4 substrate	+	0.5851	58.51%
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	+	0.7873	78.73%
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	-	0.8769	87.69%
Skin irritation	-	0.8256	82.56%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6424	64.24%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9421	94.21%
Acute Oral Toxicity (c)	III	0.6992	69.92%
Estrogen receptor binding	+	0.7800	78.00%
Androgen receptor binding	+	0.6028	60.28%
Thyroid receptor binding	+	0.5593	55.93%
Glucocorticoid receptor binding	+	0.5484	54.84%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6275	62.75%
Honey bee toxicity	-	0.8585	85.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6999	69.99%
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	99.07%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.94%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.30%	95.17%
CHEMBL3194	P02766	Transthyretin	93.20%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.69%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.40%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.29%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.99%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.53%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.19%	95.64%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.13%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.36%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.25%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	85.12%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.16%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.14%	92.62%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.52%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.14%	95.50%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.32%	96.37%

Plants that contains it

• Rosa indica

Cross-Links

• PubChem: 9982058
• LOTUS: LTS0017503
• wikiData: Q105288366