[(1R,4S,9R,18R,19R,21S,22S)-11,12,13-trihydroxy-3,6,7,8,16-pentaoxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20-trioxatetracyclo[16.3.1.04,9.010,15]docosa-10,12,14-trien-19-yl]methyl 3,4,5-trihydroxybenzoate

Details

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Internal ID 5586534f-a468-45a7-bdb2-19dd62282c6e
Taxonomy Phenylpropanoids and polyketides > Tannins
IUPAC Name [(1R,4S,9R,18R,19R,21S,22S)-11,12,13-trihydroxy-3,6,7,8,16-pentaoxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20-trioxatetracyclo[16.3.1.04,9.010,15]docosa-10,12,14-trien-19-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C2C(C3=C(C(=C(C=C3C(=O)OC4C(OC(C(C4OC(=O)C5=CC(=C(C(=C5)O)O)O)OC2=O)OC(=O)C6=CC(=C(C(=C6)O)O)O)COC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)C(=O)C(=O)C1=O
SMILES (Isomeric) C1[C@H]2[C@H](C3=C(C(=C(C=C3C(=O)O[C@@H]4[C@H](O[C@H]([C@@H]([C@H]4OC(=O)C5=CC(=C(C(=C5)O)O)O)OC2=O)OC(=O)C6=CC(=C(C(=C6)O)O)O)COC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)C(=O)C(=O)C1=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/h1-7,14,23,25,33-35,41-48,50-53,55H,8-9H2/t14-,23+,25+,33+,34-,35+,41-/m0/s1
InChI Key ULYXEEKCDUUGNM-AYRKHJLYSA-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) 435.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.08
H-Bond Acceptor 26
H-Bond Donor 12
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4S,9R,18R,19R,21S,22S)-11,12,13-trihydroxy-3,6,7,8,16-pentaoxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20-trioxatetracyclo[16.3.1.04,9.010,15]docosa-10,12,14-trien-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 - 0.4775 47.75%
Caco-2 - 0.8830 88.30%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6236 62.36%
OATP2B1 inhibitior - 0.8493 84.93%
OATP1B1 inhibitior - 0.3749 37.49%
OATP1B3 inhibitior + 0.8293 82.93%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8153 81.53%
P-glycoprotein inhibitior + 0.7383 73.83%
P-glycoprotein substrate - 0.5851 58.51%
CYP3A4 substrate + 0.6550 65.50%
CYP2C9 substrate + 0.5928 59.28%
CYP2D6 substrate - 0.8522 85.22%
CYP3A4 inhibition - 0.8350 83.50%
CYP2C9 inhibition - 0.8497 84.97%
CYP2C19 inhibition - 0.8538 85.38%
CYP2D6 inhibition - 0.9438 94.38%
CYP1A2 inhibition - 0.8929 89.29%
CYP2C8 inhibition + 0.6284 62.84%
CYP inhibitory promiscuity - 0.8546 85.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7127 71.27%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8900 89.00%
Skin irritation - 0.8026 80.26%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis - 0.5362 53.62%
Human Ether-a-go-go-Related Gene inhibition + 0.6551 65.51%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8374 83.74%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8843 88.43%
Acute Oral Toxicity (c) III 0.5443 54.43%
Estrogen receptor binding + 0.7637 76.37%
Androgen receptor binding + 0.7772 77.72%
Thyroid receptor binding + 0.5145 51.45%
Glucocorticoid receptor binding - 0.4852 48.52%
Aromatase binding - 0.5066 50.66%
PPAR gamma + 0.6903 69.03%
Honey bee toxicity - 0.7563 75.63%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8931 89.31%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.40% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.70% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 94.80% 83.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.13% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.33% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.19% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.67% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.31% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.78% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.92% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.90% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 86.33% 92.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.06% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.46% 89.34%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.69% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 83.31% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.18% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.62% 99.15%

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.
Phyllanthus niruri

Cross-Links

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PubChem 162913611
LOTUS LTS0014158
wikiData Q105275426