[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-hydroxy-4-(3-oxobutyl)phenoxy]oxan-3-yl] 4-hydroxybenzoate

Details

• Internal ID: 2a8babfd-5a5b-4546-96b4-d70635fbfa42
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-hydroxy-4-(3-oxobutyl)phenoxy]oxan-3-yl] 4-hydroxybenzoate
• InChI: InChI=1S/C23H26O10/c1-12(25)2-3-13-4-9-17(16(27)10-13)31-23-21(20(29)19(28)18(11-24)32-23)33-22(30)14-5-7-15(26)8-6-14/h4-10,18-21,23-24,26-29H,2-3,11H2,1H3/t18-,19-,20+,21-,23-/m1/s1
• InChI Key: JZRKNIFBJUEAOD-ZFVIQDPVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₀
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.15259702 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6666	66.66%
Caco-2	-	0.8777	87.77%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7893	78.93%
OATP2B1 inhibitior	-	0.8469	84.69%
OATP1B1 inhibitior	+	0.8377	83.77%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6562	65.62%
P-glycoprotein inhibitior	-	0.5158	51.58%
P-glycoprotein substrate	-	0.6101	61.01%
CYP3A4 substrate	+	0.6131	61.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.8448	84.48%
CYP2C9 inhibition	-	0.6575	65.75%
CYP2C19 inhibition	-	0.8444	84.44%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.7395	73.95%
CYP2C8 inhibition	+	0.7795	77.95%
CYP inhibitory promiscuity	-	0.8802	88.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7587	75.87%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8879	88.79%
Skin irritation	-	0.8043	80.43%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4911	49.11%
Micronuclear	-	0.7426	74.26%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8910	89.10%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8358	83.58%
Acute Oral Toxicity (c)	III	0.7645	76.45%
Estrogen receptor binding	+	0.7252	72.52%
Androgen receptor binding	+	0.5733	57.33%
Thyroid receptor binding	-	0.5689	56.89%
Glucocorticoid receptor binding	+	0.5630	56.30%
Aromatase binding	+	0.5234	52.34%
PPAR gamma	-	0.5749	57.49%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7299	72.99%
Fish aquatic toxicity	+	0.9406	94.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.81%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.81%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.31%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.79%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.43%	96.95%
CHEMBL3194	P02766	Transthyretin	91.88%	90.71%
CHEMBL4208	P20618	Proteasome component C5	89.97%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.11%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.86%	95.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.67%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.02%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	87.96%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.52%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.15%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.95%	96.21%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.24%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.94%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.92%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.29%	93.10%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	81.82%	92.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.41%	82.50%

Plants that contains it

• Vitex rotundifolia

Cross-Links

• PubChem: 10695350
• LOTUS: LTS0036165
• wikiData: Q105137528