[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4-dimethoxybenzoate

Details

• Internal ID: 162302f0-f8a5-48b2-a4ac-7df5d212a3a7
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4-dimethoxybenzoate
• InChI: InChI=1S/C15H20O9/c1-21-8-4-3-7(5-9(8)22-2)14(20)24-15-13(19)12(18)11(17)10(6-16)23-15/h3-5,10-13,15-19H,6H2,1-2H3/t10-,11-,12+,13-,15+/m0/s1
• InChI Key: SSWOBGVMZQWPTN-DKBOKBLXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₉
• Molecular Weight: 344.31 g/mol
• Exact Mass: 344.11073221 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.34
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7173	71.73%
Caco-2	-	0.7796	77.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.9096	90.96%
P-glycoprotein substrate	-	0.8674	86.74%
CYP3A4 substrate	+	0.5172	51.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.8149	81.49%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9141	91.41%
CYP1A2 inhibition	-	0.8740	87.40%
CYP2C8 inhibition	+	0.5742	57.42%
CYP inhibitory promiscuity	-	0.7233	72.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7735	77.35%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8397	83.97%
Skin irritation	-	0.8304	83.04%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6617	66.17%
Micronuclear	-	0.5267	52.67%
Hepatotoxicity	-	0.7069	70.69%
skin sensitisation	-	0.8809	88.09%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7969	79.69%
Acute Oral Toxicity (c)	III	0.7886	78.86%
Estrogen receptor binding	-	0.6178	61.78%
Androgen receptor binding	-	0.7314	73.14%
Thyroid receptor binding	-	0.6200	62.00%
Glucocorticoid receptor binding	-	0.4945	49.45%
Aromatase binding	-	0.6726	67.26%
PPAR gamma	-	0.7271	72.71%
Honey bee toxicity	-	0.9282	92.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7015	70.15%
Fish aquatic toxicity	-	0.4670	46.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.26%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.13%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.79%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.82%	91.11%
CHEMBL4208	P20618	Proteasome component C5	86.82%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.15%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.76%	96.21%
CHEMBL2535	P11166	Glucose transporter	84.47%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.10%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.66%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.27%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.67%	86.92%
CHEMBL1255126	O15151	Protein Mdm4	80.64%	90.20%

Plants that contains it

• Tecomella undulata

Cross-Links

• PubChem: 162935416
• LOTUS: LTS0200232
• wikiData: Q105259995