3,4,5-trihydroxy-2-[[(10R,11S,12R,13S,15R)-3,4,5,21,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-22-yl]oxy]benzoic acid

Details

• Internal ID: ba7e86bc-5f02-4aa0-be75-a6479401879a
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3,4,5-trihydroxy-2-[[(10R,11S,12R,13S,15R)-3,4,5,21,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-22-yl]oxy]benzoic acid
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)O)OC8=C(C(=C(C=C8C(=O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)O)OC8=C(C(=C(C=C8C(=O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H34O31/c49-17-1-11(2-18(50)29(17)58)43(68)77-40-39-26(74-48(79-45(70)13-5-21(53)31(60)22(54)6-13)41(40)78-44(69)12-3-19(51)30(59)20(52)4-12)10-73-46(71)14-8-25(57)38(75-37-16(42(66)67)9-24(56)33(62)36(37)65)35(64)28(14)27-15(47(72)76-39)7-23(55)32(61)34(27)63/h1-9,26,39-41,48-65H,10H2,(H,66,67)/t26-,39-,40+,41-,48+/m1/s1
• InChI Key: HYXQWPAKDBAJLB-DQLQDYHGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₃₄O₃₁
• Molecular Weight: 1106.80 g/mol
• Exact Mass: 1106.10840428 g/mol
• Topological Polar Surface Area (TPSA): 531.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 30
• H-Bond Donor: 18
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6260	62.60%
Caco-2	-	0.8719	87.19%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6215	62.15%
OATP2B1 inhibitior	-	0.5690	56.90%
OATP1B1 inhibitior	+	0.7079	70.79%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8079	80.79%
P-glycoprotein inhibitior	+	0.7404	74.04%
P-glycoprotein substrate	-	0.6397	63.97%
CYP3A4 substrate	+	0.6039	60.39%
CYP2C9 substrate	-	0.6008	60.08%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.8626	86.26%
CYP2C19 inhibition	-	0.8499	84.99%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.8350	83.50%
CYP2C8 inhibition	+	0.7631	76.31%
CYP inhibitory promiscuity	-	0.9047	90.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8852	88.52%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7036	70.36%
Micronuclear	+	0.7933	79.33%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8273	82.73%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7603	76.03%
Acute Oral Toxicity (c)	III	0.5277	52.77%
Estrogen receptor binding	+	0.7439	74.39%
Androgen receptor binding	+	0.7232	72.32%
Thyroid receptor binding	+	0.5239	52.39%
Glucocorticoid receptor binding	-	0.4719	47.19%
Aromatase binding	+	0.5681	56.81%
PPAR gamma	+	0.7166	71.66%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8919	89.19%

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	97.89%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	97.12%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.64%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	94.23%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.89%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.92%	99.23%
CHEMBL3194	P02766	Transthyretin	90.54%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.28%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	90.09%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.83%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.79%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.12%	94.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.62%	96.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.38%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.09%	95.50%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.59%	97.53%
CHEMBL4208	P20618	Proteasome component C5	82.38%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.89%	97.21%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.88%	96.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.50%	89.34%
CHEMBL4581	P52732	Kinesin-like protein 1	80.32%	93.18%

Plants that contains it

• Syzygium aromaticum

Cross-Links

• PubChem: 102445429
• LOTUS: LTS0022493
• wikiData: Q105035521