3-(3,4-Dihydroxyphenyl)-2-[3-(3,4-dihydroxyphenyl)-3-[4,5-dihydroxy-2-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]phenyl]propanoyl]oxypropanoic acid

Details

• Internal ID: 9e2127f6-a1f8-40d1-a258-856cbacfb7c1
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-2-[3-(3,4-dihydroxyphenyl)-3-[4,5-dihydroxy-2-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]phenyl]propanoyl]oxypropanoic acid
• SMILES (Canonical): C1=CC(=C(C=C1CC(C(=O)O)OC(=O)CC(C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3CCOC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CC(C(=O)O)OC(=O)CC(C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3CCOC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H36O16/c33-13-26-28(41)29(42)30(43)32(48-26)46-6-5-16-10-23(38)24(39)11-17(16)18(15-2-4-20(35)22(37)9-15)12-27(40)47-25(31(44)45)8-14-1-3-19(34)21(36)7-14/h1-4,7,9-11,18,25-26,28-30,32-39,41-43H,5-6,8,12-13H2,(H,44,45)
• InChI Key: IHLZSPUMQSBYKJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₆O₁₆
• Molecular Weight: 676.60 g/mol
• Exact Mass: 676.20033506 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8489	84.89%
Caco-2	-	0.9140	91.40%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	0.8489	84.89%
OATP1B1 inhibitior	+	0.8559	85.59%
OATP1B3 inhibitior	+	0.9135	91.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8452	84.52%
P-glycoprotein inhibitior	+	0.6106	61.06%
P-glycoprotein substrate	-	0.6264	62.64%
CYP3A4 substrate	+	0.6221	62.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.6191	61.91%
CYP2C19 inhibition	-	0.8121	81.21%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.8566	85.66%
CYP2C8 inhibition	+	0.5925	59.25%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7416	74.16%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.8655	86.55%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7601	76.01%
Micronuclear	-	0.7026	70.26%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8112	81.12%
Acute Oral Toxicity (c)	III	0.6414	64.14%
Estrogen receptor binding	+	0.7934	79.34%
Androgen receptor binding	+	0.6600	66.00%
Thyroid receptor binding	-	0.5386	53.86%
Glucocorticoid receptor binding	-	0.5751	57.51%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6702	67.02%
Honey bee toxicity	-	0.6119	61.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8366	83.66%

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	99.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.48%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.66%	94.62%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.03%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.62%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.35%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.25%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.02%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.02%	89.67%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.13%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.74%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.34%	92.62%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.50%	94.00%
CHEMBL3194	P02766	Transthyretin	83.32%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.44%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.95%	96.37%
CHEMBL4040	P28482	MAP kinase ERK2	80.74%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.64%	94.00%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 75596921
• LOTUS: LTS0004375
• wikiData: Q105113114