3,4,5-trihydroxy-2-[[(2R,20R,42S,46R)-8,9,12,13,14,25,26,27,30,31,32,35,36,37,46-pentadecahydroxy-4,17,22,40,44-pentaoxo-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11,13,15,23,25,27,29(45),30,32,34(39),35,37-pentadecaen-7-yl]oxy]benzoic acid

Details

• Internal ID: a327a6f1-1628-47d3-9975-79f6d66b4381
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3,4,5-trihydroxy-2-[[(2R,20R,42S,46R)-8,9,12,13,14,25,26,27,30,31,32,35,36,37,46-pentadecahydroxy-4,17,22,40,44-pentaoxo-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11,13,15,23,25,27,29(45),30,32,34(39),35,37-pentadecaen-7-yl]oxy]benzoic acid
• SMILES (Canonical): C1C2C(C3C4C(C5=C(C(=C(C(=C5C(=O)O4)C6=C(C(=C(C(=C6C(=O)O3)C7=C(C(=C(C=C7C(=O)O2)O)O)O)O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)OC1=C(C(=C(C=C1C(=O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H](C3[C@@H]4[C@@H](C5=C(C(=C(C(=C5C(=O)O4)C6=C(C(=C(C(=C6C(=O)O3)C7=C(C(=C(C=C7C(=O)O2)O)O)O)O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)OC1=C(C(=C(C=C1C(=O)O)O)O)O
• InChI: InChI=1S/C48H30O31/c49-10-1-6-15(28(56)24(10)52)16-8(4-13(27(55)30(16)58)75-39-9(43(67)68)3-12(51)26(54)38(39)66)46(71)77-40-14(5-74-44(6)69)76-45(70)7-2-11(50)25(53)29(57)17(7)18-21-19(32(60)36(64)31(18)59)20-22-23(34(62)37(65)33(20)61)35(63)41(78-48(22)73)42(40)79-47(21)72/h1-4,14,35,40-42,49-66H,5H2,(H,67,68)/t14-,35-,40-,41+,42?/m1/s1
• InChI Key: LZIFFPLPVBYVMI-JZFMJFFISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₃₀O₃₁
• Molecular Weight: 1102.70 g/mol
• Exact Mass: 1102.07710415 g/mol
• Topological Polar Surface Area (TPSA): 542.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 30
• H-Bond Donor: 19
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6260	62.60%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6215	62.15%
OATP2B1 inhibitior	-	0.7072	70.72%
OATP1B1 inhibitior	+	0.8213	82.13%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8435	84.35%
P-glycoprotein inhibitior	+	0.7232	72.32%
P-glycoprotein substrate	-	0.5798	57.98%
CYP3A4 substrate	+	0.6029	60.29%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8699	86.99%
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	+	0.7372	73.72%
CYP inhibitory promiscuity	-	0.9047	90.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8855	88.55%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7757	77.57%
Micronuclear	+	0.7933	79.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8273	82.73%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5597	55.97%
Acute Oral Toxicity (c)	III	0.5277	52.77%
Estrogen receptor binding	+	0.7679	76.79%
Androgen receptor binding	+	0.7252	72.52%
Thyroid receptor binding	+	0.5356	53.56%
Glucocorticoid receptor binding	+	0.5401	54.01%
Aromatase binding	+	0.5203	52.03%
PPAR gamma	+	0.7058	70.58%
Honey bee toxicity	-	0.7187	71.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
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	96.59%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.58%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.35%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	92.38%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	91.69%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.51%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.43%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.37%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.28%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.89%	86.33%
CHEMBL3194	P02766	Transthyretin	88.82%	90.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.32%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.91%	93.03%
CHEMBL2581	P07339	Cathepsin D	85.92%	98.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.33%	83.00%
CHEMBL2535	P11166	Glucose transporter	84.05%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.01%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.70%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.93%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.37%	96.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.31%	96.21%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.01%	91.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.56%	93.56%

Plants that contains it

• Quercus lusitanica
• Quercus suber

Cross-Links

• PubChem: 101333618
• LOTUS: LTS0012320
• wikiData: Q105159885