2,3,4-Trihydroxy-5-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]benzoic acid

Details

• Internal ID: 4bd491a6-4f51-4e4c-acb7-a58bcbc458e1
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 2,3,4-trihydroxy-5-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]benzoic acid
• SMILES (Canonical): C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5=C(C(=C(C(=C5)C(=O)O)O)O)O
• SMILES (Isomeric): C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5=C(C(=C(C(=C5)C(=O)O)O)O)O
• InChI: InChI=1S/C21H10O13/c22-7-1-4-10-11-5(21(31)33-17(10)13(7)24)2-9(15(26)18(11)34-20(4)30)32-8-3-6(19(28)29)12(23)16(27)14(8)25/h1-3,22-27H,(H,28,29)
• InChI Key: ZYZPGZHXYUSFMM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₀O₁₃
• Molecular Weight: 470.30 g/mol
• Exact Mass: 470.01214037 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6378	63.78%
Caco-2	-	0.9386	93.86%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5663	56.63%
OATP2B1 inhibitior	+	0.5835	58.35%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5637	56.37%
P-glycoprotein inhibitior	-	0.6599	65.99%
P-glycoprotein substrate	-	0.8796	87.96%
CYP3A4 substrate	-	0.5857	58.57%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8956	89.56%
CYP3A4 inhibition	-	0.7876	78.76%
CYP2C9 inhibition	-	0.8720	87.20%
CYP2C19 inhibition	-	0.8408	84.08%
CYP2D6 inhibition	-	0.9560	95.60%
CYP1A2 inhibition	-	0.6884	68.84%
CYP2C8 inhibition	+	0.4862	48.62%
CYP inhibitory promiscuity	-	0.8826	88.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6916	69.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.5948	59.48%
Skin irritation	-	0.5810	58.10%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.5101	51.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6667	66.67%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5323	53.23%
skin sensitisation	-	0.8226	82.26%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8520	85.20%
Acute Oral Toxicity (c)	III	0.3808	38.08%
Estrogen receptor binding	+	0.8562	85.62%
Androgen receptor binding	+	0.7009	70.09%
Thyroid receptor binding	-	0.5069	50.69%
Glucocorticoid receptor binding	+	0.7048	70.48%
Aromatase binding	-	0.4904	49.04%
PPAR gamma	+	0.7661	76.61%
Honey bee toxicity	-	0.8760	87.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9484	94.84%

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	99.22%	91.11%
CHEMBL3194	P02766	Transthyretin	97.46%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.54%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.79%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.68%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.03%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.39%	89.34%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	92.11%	91.79%
CHEMBL1811	P34995	Prostanoid EP1 receptor	90.94%	95.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.36%	81.11%
CHEMBL1951	P21397	Monoamine oxidase A	87.09%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.70%	99.23%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.88%	98.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.68%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.37%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.00%	89.00%
CHEMBL5847	P52895	Aldo-keto reductase family 1 member C2	83.51%	92.50%
CHEMBL2581	P07339	Cathepsin D	82.42%	98.95%

Plants that contains it

• Lagerstroemia speciosa

Cross-Links

• PubChem: 101156920
• NPASS: NPC48920