[5-[4,5-Dihydroxy-6-(hydroxymethyl)-2-(3,4,5-trimethoxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate

Details

• Internal ID: 5bc33854-fb3b-44e9-94ff-da71ce93d284
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [5-[4,5-dihydroxy-6-(hydroxymethyl)-2-(3,4,5-trimethoxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3,5-dimethoxybenzoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=CC(=C(C(=C4)OC)OC)OC)CO)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=CC(=C(C(=C4)OC)OC)OC)CO)O)O)O
• InChI: InChI=1S/C29H38O17/c1-37-15-6-13(7-16(38-2)20(15)31)26(35)42-11-29(36)12-43-28(25(29)34)46-24-22(33)21(32)19(10-30)45-27(24)44-14-8-17(39-3)23(41-5)18(9-14)40-4/h6-9,19,21-22,24-25,27-28,30-34,36H,10-12H2,1-5H3
• InChI Key: LBCYGUJDJLOLKR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈O₁₇
• Molecular Weight: 658.60 g/mol
• Exact Mass: 658.21089974 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6525	65.25%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6548	65.48%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8625	86.25%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6253	62.53%
P-glycoprotein inhibitior	+	0.6647	66.47%
P-glycoprotein substrate	-	0.5914	59.14%
CYP3A4 substrate	+	0.6735	67.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.8881	88.81%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8683	86.83%
CYP2C8 inhibition	+	0.6788	67.88%
CYP inhibitory promiscuity	-	0.7716	77.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5945	59.45%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.8368	83.68%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4503	45.03%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.7091	70.91%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9180	91.80%
Acute Oral Toxicity (c)	III	0.7175	71.75%
Estrogen receptor binding	+	0.8183	81.83%
Androgen receptor binding	+	0.5248	52.48%
Thyroid receptor binding	+	0.5593	55.93%
Glucocorticoid receptor binding	+	0.7049	70.49%
Aromatase binding	+	0.6717	67.17%
PPAR gamma	+	0.7078	70.78%
Honey bee toxicity	-	0.7702	77.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6233	62.33%
Fish aquatic toxicity	-	0.3766	37.66%

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	98.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.83%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.38%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.89%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.78%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.08%	94.45%
CHEMBL4208	P20618	Proteasome component C5	88.44%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.72%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.40%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.21%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.96%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.77%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	81.90%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	81.40%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.33%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.11%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.26%	95.89%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 72977624
• LOTUS: LTS0044605
• wikiData: Q105149184