2-[5-Carboxy-4-[2,3-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonylphenoxy]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoic acid

Details

• Internal ID: 05e6ba80-53fa-4e0c-8922-aa9cd9ca1649
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 2-[5-carboxy-4-[2,3-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonylphenoxy]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoic acid
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)OC2=C(C(=C(C=C2C(=O)O)OC3=C(C(=C(C=C3C(=O)O)O)O)O)O)O)C(=O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)OC2=C(C(=C(C=C2C(=O)O)OC3=C(C(=C(C=C3C(=O)O)O)O)O)O)O)C(=O)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C27H24O20/c28-5-13-17(34)18(35)21(38)27(46-13)47-26(43)6-1-9(29)14(31)11(2-6)44-23-8(25(41)42)4-12(16(33)20(23)37)45-22-7(24(39)40)3-10(30)15(32)19(22)36/h1-4,13,17-18,21,27-38H,5H2,(H,39,40)(H,41,42)
• InChI Key: WHEUOVJKBVNNMT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₄O₂₀
• Molecular Weight: 668.50 g/mol
• Exact Mass: 668.08609315 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 18
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8127	81.27%
Caco-2	-	0.9045	90.45%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6060	60.60%
OATP2B1 inhibitior	+	0.5787	57.87%
OATP1B1 inhibitior	+	0.7001	70.01%
OATP1B3 inhibitior	+	0.8878	88.78%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7833	78.33%
P-glycoprotein inhibitior	+	0.6533	65.33%
P-glycoprotein substrate	-	0.8819	88.19%
CYP3A4 substrate	+	0.5126	51.26%
CYP2C9 substrate	-	0.7926	79.26%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.8483	84.83%
CYP2C19 inhibition	-	0.9324	93.24%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.9505	95.05%
CYP2C8 inhibition	+	0.7158	71.58%
CYP inhibitory promiscuity	-	0.8675	86.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7565	75.65%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.8629	86.29%
Skin irritation	-	0.8546	85.46%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.7230	72.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7067	70.67%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8718	87.18%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8550	85.50%
Acute Oral Toxicity (c)	III	0.6641	66.41%
Estrogen receptor binding	+	0.7148	71.48%
Androgen receptor binding	+	0.5957	59.57%
Thyroid receptor binding	-	0.5184	51.84%
Glucocorticoid receptor binding	-	0.5606	56.06%
Aromatase binding	-	0.5242	52.42%
PPAR gamma	+	0.5910	59.10%
Honey bee toxicity	-	0.8714	87.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8494	84.94%

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	98.11%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.85%	99.17%
CHEMBL3194	P02766	Transthyretin	95.79%	90.71%
CHEMBL1811	P34995	Prostanoid EP1 receptor	92.79%	95.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.61%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.19%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.74%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.69%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.87%	95.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.52%	87.67%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.84%	83.57%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.48%	83.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.51%	96.21%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.19%	81.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.91%	96.95%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.11%	94.73%
CHEMBL1873	P00750	Tissue-type plasminogen activator	82.33%	93.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.37%	95.78%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.36%	89.34%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.25%	97.53%

Plants that contains it

• Rosa platyacantha

Cross-Links

• PubChem: 163015224
• LOTUS: LTS0030913
• wikiData: Q105305265