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[(1R,18R,19R,21S,22S)-6,8,11,12,13-pentahydroxy-3,7,16-trioxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20-trioxatetracyclo[16.3.1.04,9.010,15]docosa-5,8,10,12,14-pentaen-19-yl]methyl 3,4,5-trihydroxybenzoate

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 251f96e8-9a70-48ee-9a11-219e8b8fbe64
Taxonomy Phenylpropanoids and polyketides > Tannins
IUPAC Name [(1R,18R,19R,21S,22S)-6,8,11,12,13-pentahydroxy-3,7,16-trioxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20-trioxatetracyclo[16.3.1.04,9.010,15]docosa-5,8,10,12,14-pentaen-19-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1=C(C(=O)C(=C2C1C(=O)OC3C(C(C(OC3OC(=O)C4=CC(=C(C(=C4)O)O)O)COC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C62)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O
SMILES (Isomeric) C1=C(C(=O)C(=C2C1C(=O)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OC(=O)C4=CC(=C(C(=C4)O)O)O)COC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C62)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O
InChI InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)62-9-23-33-34(65-37(58)11-3-17(44)27(51)18(45)4-11)35(41(63-23)67-38(59)12-5-19(46)28(52)20(47)6-12)66-40(61)14-8-22(49)30(54)32(56)25(14)24-13(39(60)64-33)7-21(48)29(53)31(24)55/h1-8,14,23,33-35,41-53,55-56H,9H2/t14?,23-,33-,34+,35-,41+/m1/s1
InChI Key XRXHUBVQDJXFCE-VSFQMYJHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H30O26
Molecular Weight 938.70 g/mol
Exact Mass 938.10253106 g/mol
Topological Polar Surface Area (TPSA) 441.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.18
H-Bond Acceptor 26
H-Bond Donor 14
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,18R,19R,21S,22S)-6,8,11,12,13-pentahydroxy-3,7,16-trioxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20-trioxatetracyclo[16.3.1.04,9.010,15]docosa-5,8,10,12,14-pentaen-19-yl]methyl 3,4,5-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8031 80.31%
Caco-2 - 0.8815 88.15%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6747 67.47%
OATP2B1 inhibitior - 0.7065 70.65%
OATP1B1 inhibitior - 0.3764 37.64%
OATP1B3 inhibitior + 0.9087 90.87%
MATE1 inhibitior - 0.5800 58.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8918 89.18%
P-glycoprotein inhibitior + 0.7373 73.73%
P-glycoprotein substrate - 0.6104 61.04%
CYP3A4 substrate + 0.6723 67.23%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8663 86.63%
CYP3A4 inhibition - 0.7519 75.19%
CYP2C9 inhibition - 0.5293 52.93%
CYP2C19 inhibition - 0.5847 58.47%
CYP2D6 inhibition - 0.8502 85.02%
CYP1A2 inhibition - 0.8001 80.01%
CYP2C8 inhibition + 0.6504 65.04%
CYP inhibitory promiscuity - 0.5826 58.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6686 66.86%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.8793 87.93%
Skin irritation - 0.7612 76.12%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6517 65.17%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.7310 73.10%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8472 84.72%
Acute Oral Toxicity (c) III 0.4791 47.91%
Estrogen receptor binding + 0.7755 77.55%
Androgen receptor binding + 0.7467 74.67%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.4773 47.73%
Aromatase binding - 0.5670 56.70%
PPAR gamma + 0.6774 67.74%
Honey bee toxicity - 0.7583 75.83%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5050 50.50%
Fish aquatic toxicity + 0.9722 97.22%

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 99.70% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.12% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.71% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 96.57% 83.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.97% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.91% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.17% 94.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.94% 95.64%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.72% 99.15%
CHEMBL3194 P02766 Transthyretin 88.07% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.61% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 86.94% 94.73%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 85.85% 94.42%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.78% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.37% 96.95%
CHEMBL2581 P07339 Cathepsin D 84.27% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 83.80% 91.19%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.51% 89.34%
CHEMBL3891 P07384 Calpain 1 82.83% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.31% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.72% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.36% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.10% 92.50%
CHEMBL4208 P20618 Proteasome component C5 80.08% 90.00%

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.
Arnebia euchroma
Arnebia guttata
Lithospermum erythrorhizon

Cross-Links

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PubChem 54742219
NPASS NPC86062