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methyl 3,4,5-trihydroxy-2-[[(10R,11S,13R,14R,15S)-3,4,5,21,22-pentahydroxy-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-14-[3,4,5-trihydroxy-2-[[(1R,2S,19R,20S,22R)-7,8,9,12,13,28,29,30,33,34,35-undecahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-14-yl]oxy]benzoyl]oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-20-yl]oxy]benzoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID e28005d0-fc4f-4b8e-ad49-f9b75bd5f736
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name methyl 3,4,5-trihydroxy-2-[[(10R,11S,13R,14R,15S)-3,4,5,21,22-pentahydroxy-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-14-[3,4,5-trihydroxy-2-[[(1R,2S,19R,20S,22R)-7,8,9,12,13,28,29,30,33,34,35-undecahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-14-yl]oxy]benzoyl]oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-20-yl]oxy]benzoate
SMILES (Canonical) COC(=O)C1=CC(=C(C(=C1OC2=C(C(=C3C(=C2)C(=O)OC4C(C(OC(C4OC(=O)C5=CC(=C(C(=C5OC6=C(C(=C7C(=C6)C(=O)OC8C(C9C(COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O9)O)O)O)O)O)O)OC8OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C17)O)O)O)O)O)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C13)O)O)O)O)O)O)O)O
SMILES (Isomeric) COC(=O)C1=CC(=C(C(=C1OC2=C(C(=C3C(=C2)C(=O)O[C@@H]4[C@H]([C@@H](O[C@@H]([C@H]4OC(=O)C5=CC(=C(C(=C5OC6=C(C(=C7C(=C6)C(=O)O[C@@H]8[C@H]([C@H]9[C@@H](COC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O9)O)O)O)O)O)O)O[C@H]8OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C17)O)O)O)O)O)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C13)O)O)O)O)O)O)O)O
InChI InChI=1S/C90H62O57/c1-133-81(125)27-12-39(101)58(110)68(120)70(27)136-41-14-25-49(66(118)60(41)112)48-24(11-38(100)57(109)65(48)117)85(129)144-76-75(143-86(25)130)73(43(16-134-78(122)18-2-29(91)51(103)30(92)3-18)138-89(76)146-79(123)19-4-31(93)52(104)32(94)5-19)141-88(132)28-13-40(102)59(111)69(121)71(28)137-42-15-26-50(67(119)61(42)113)47-23(10-37(99)56(108)64(47)116)84(128)142-74-72-44(139-90(77(74)145-87(26)131)147-80(124)20-6-33(95)53(105)34(96)7-20)17-135-82(126)21-8-35(97)54(106)62(114)45(21)46-22(83(127)140-72)9-36(98)55(107)63(46)115/h2-15,43-44,72-77,89-121H,16-17H2,1H3/t43-,44-,72-,73-,74+,75+,76-,77-,89+,90+/m1/s1
InChI Key JCMYUBOYYXHSQF-JIJLVTKQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C90H62O57
Molecular Weight 2055.40 g/mol
Exact Mass 2054.1952853 g/mol
Topological Polar Surface Area (TPSA) 953.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.70
H-Bond Acceptor 57
H-Bond Donor 31
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 3,4,5-trihydroxy-2-[[(10R,11S,13R,14R,15S)-3,4,5,21,22-pentahydroxy-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-14-[3,4,5-trihydroxy-2-[[(1R,2S,19R,20S,22R)-7,8,9,12,13,28,29,30,33,34,35-undecahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-14-yl]oxy]benzoyl]oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-20-yl]oxy]benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5064 50.64%
Caco-2 - 0.8552 85.52%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6010 60.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3580 35.80%
OATP1B3 inhibitior + 0.9471 94.71%
MATE1 inhibitior + 0.5600 56.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9116 91.16%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.6349 63.49%
CYP3A4 substrate + 0.6980 69.80%
CYP2C9 substrate - 0.7986 79.86%
CYP2D6 substrate - 0.8498 84.98%
CYP3A4 inhibition - 0.9046 90.46%
CYP2C9 inhibition - 0.8494 84.94%
CYP2C19 inhibition - 0.8293 82.93%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.8640 86.40%
CYP2C8 inhibition + 0.7888 78.88%
CYP inhibitory promiscuity - 0.8134 81.34%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6440 64.40%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.8488 84.88%
Skin corrosion - 0.9510 95.10%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7700 77.00%
Micronuclear + 0.6933 69.33%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8625 86.25%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8662 86.62%
Acute Oral Toxicity (c) III 0.7505 75.05%
Estrogen receptor binding + 0.6533 65.33%
Androgen receptor binding + 0.7336 73.36%
Thyroid receptor binding + 0.6929 69.29%
Glucocorticoid receptor binding + 0.7128 71.28%
Aromatase binding + 0.6662 66.62%
PPAR gamma + 0.7637 76.37%
Honey bee toxicity - 0.7608 76.08%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.7843 78.43%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 99.67% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.85% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.72% 91.49%
CHEMBL220 P22303 Acetylcholinesterase 96.95% 94.45%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 95.46% 83.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.78% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.74% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.64% 94.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.87% 97.21%
CHEMBL3401 O75469 Pregnane X receptor 90.84% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.88% 96.09%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 89.30% 94.42%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.86% 96.95%
CHEMBL4208 P20618 Proteasome component C5 87.50% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.42% 95.50%
CHEMBL2581 P07339 Cathepsin D 86.75% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.33% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.91% 99.23%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.73% 89.34%
CHEMBL5255 O00206 Toll-like receptor 4 85.11% 92.50%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.00% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.14% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.93% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.57% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.12% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.05% 96.90%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.38% 99.15%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.27% 96.21%
CHEMBL2535 P11166 Glucose transporter 80.23% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.18% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Melastoma malabathricum

Cross-Links

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PubChem 101099430
LOTUS LTS0142092
wikiData Q105124988