[(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 3,4-dimethoxybenzoate

Details

• Internal ID: c4b309de-11a9-4dab-90b4-ef0ead8b63af
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxolan-3-yl]methyl 3,4-dimethoxybenzoate
• SMILES (Canonical): COC1=C(C=C(C=C1)C(=O)OCC2(COC(C2O)OCC3C(C(C(C(O3)OCCC4=CC=C(C=C4)O)O)O)O)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C(=O)OC[C@]2(CO[C@H]([C@@H]2O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OCCC4=CC=C(C=C4)O)O)O)O)O)OC
• InChI: InChI=1S/C28H36O14/c1-36-18-8-5-16(11-19(18)37-2)25(34)40-13-28(35)14-41-27(24(28)33)39-12-20-21(30)22(31)23(32)26(42-20)38-10-9-15-3-6-17(29)7-4-15/h3-8,11,20-24,26-27,29-33,35H,9-10,12-14H2,1-2H3/t20-,21-,22+,23-,24+,26-,27-,28-/m1/s1
• InChI Key: PGPDKMQOQDXHAJ-XORKOADCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₁₄
• Molecular Weight: 596.60 g/mol
• Exact Mass: 596.21050582 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.90
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5717	57.17%
Caco-2	-	0.8792	87.92%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8275	82.75%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4519	45.19%
P-glycoprotein inhibitior	+	0.5978	59.78%
P-glycoprotein substrate	+	0.6477	64.77%
CYP3A4 substrate	+	0.6900	69.00%
CYP2C9 substrate	-	0.8084	80.84%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	-	0.9078	90.78%
CYP2C9 inhibition	-	0.8208	82.08%
CYP2C19 inhibition	-	0.8190	81.90%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.8500	85.00%
CYP2C8 inhibition	+	0.8889	88.89%
CYP inhibitory promiscuity	-	0.8753	87.53%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.8283	82.83%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4321	43.21%
Micronuclear	-	0.6626	66.26%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8651	86.51%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8655	86.55%
Acute Oral Toxicity (c)	III	0.6321	63.21%
Estrogen receptor binding	+	0.8207	82.07%
Androgen receptor binding	+	0.6308	63.08%
Thyroid receptor binding	+	0.5586	55.86%
Glucocorticoid receptor binding	+	0.6661	66.61%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.6708	67.08%
Honey bee toxicity	-	0.7783	77.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6366	63.66%
Fish aquatic toxicity	+	0.7645	76.45%

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	97.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.44%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.94%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.72%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.44%	99.17%
CHEMBL2535	P11166	Glucose transporter	91.82%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.66%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.48%	95.89%
CHEMBL4208	P20618	Proteasome component C5	89.33%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.79%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.16%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.82%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.53%	96.69%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.17%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.82%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.94%	85.31%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.01%	85.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.85%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.63%	96.90%
CHEMBL3194	P02766	Transthyretin	80.45%	90.71%

Plants that contains it

• Handroanthus impetiginosus

Cross-Links

• PubChem: 21579200
• NPASS: NPC80835
• LOTUS: LTS0019846
• wikiData: Q105208562