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(11R,12R,13S)-13-(4-Benzoyl-3,5-dihydroxyphenoxy)-3,4,5,11,12,21,22,23-octahydroxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaene-8,18-dione

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 9879e6e3-1c56-4ec9-a6e8-ead3b20ed685
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name (11R,12R,13S)-13-(4-benzoyl-3,5-dihydroxyphenoxy)-3,4,5,11,12,21,22,23-octahydroxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaene-8,18-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H26O17/c34-15-6-12(7-16(35)22(15)23(38)11-4-2-1-3-5-11)48-33-29(44)28(43)30-19(49-33)10-47-31(45)13-8-17(36)24(39)26(41)20(13)21-14(32(46)50-30)9-18(37)25(40)27(21)42/h1-9,19,28-30,33-37,39-44H,10H2/t19?,28-,29-,30?,33-/m1/s1
InChI Key RPZNIDVYYGUDPA-JRFUOTGDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H26O17
Molecular Weight 694.50 g/mol
Exact Mass 694.11699936 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.45
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 4

Synonyms

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DTXSID20915460
CHEBI:178153
(1,1'-Biphenyl)-2,2'-dicarboxylic acid, 4,4',5,5',6,6'-hexahydroxy-, cyclic 4',6'-ester with (4-beta-D-glucopyranosyloxy)-2,6-(dihydroxyphenyl)phenylmethanone, stereoisomer
(13S,14R,15R)-13-(4-Benzoyl-3,5-dihydroxyphenoxy)-2,3,4,5,6,7,14,15-octahydroxy-11,11a,13,14,15,15a-hexahydrodibenzo[g,i]pyrano[3,2-b][1,5]dioxacycloundecine-9,17-dione
13-(4-Benzoyl-3,5-dihydroxyphenoxy)-2,3,4,5,6,7,14,15-octahydroxy-11,11a,13,14,15,15a-hexahydrodibenzo[g,i]pyrano[3,2-b][1,5]dioxacycloundecine-9,17-dione

2D Structure

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2D Structure of (11R,12R,13S)-13-(4-Benzoyl-3,5-dihydroxyphenoxy)-3,4,5,11,12,21,22,23-octahydroxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaene-8,18-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5957 59.57%
Caco-2 - 0.8937 89.37%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6016 60.16%
OATP2B1 inhibitior - 0.5593 55.93%
OATP1B1 inhibitior + 0.8652 86.52%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7198 71.98%
P-glycoprotein inhibitior + 0.6876 68.76%
P-glycoprotein substrate - 0.6894 68.94%
CYP3A4 substrate + 0.6186 61.86%
CYP2C9 substrate - 0.8082 80.82%
CYP2D6 substrate - 0.8670 86.70%
CYP3A4 inhibition - 0.8634 86.34%
CYP2C9 inhibition - 0.7954 79.54%
CYP2C19 inhibition - 0.8542 85.42%
CYP2D6 inhibition - 0.9031 90.31%
CYP1A2 inhibition - 0.8422 84.22%
CYP2C8 inhibition + 0.7705 77.05%
CYP inhibitory promiscuity - 0.8960 89.60%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6794 67.94%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8616 86.16%
Skin irritation - 0.7833 78.33%
Skin corrosion - 0.9534 95.34%
Ames mutagenesis + 0.5377 53.77%
Human Ether-a-go-go-Related Gene inhibition - 0.4049 40.49%
Micronuclear + 0.7633 76.33%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8663 86.63%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5096 50.96%
Acute Oral Toxicity (c) III 0.4838 48.38%
Estrogen receptor binding + 0.7564 75.64%
Androgen receptor binding + 0.6893 68.93%
Thyroid receptor binding - 0.5050 50.50%
Glucocorticoid receptor binding + 0.5486 54.86%
Aromatase binding - 0.4870 48.70%
PPAR gamma + 0.6805 68.05%
Honey bee toxicity - 0.8111 81.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8948 89.48%

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 98.68% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.09% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.29% 86.33%
CHEMBL230 P35354 Cyclooxygenase-2 91.79% 89.63%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.77% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.66% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.34% 99.15%
CHEMBL1951 P21397 Monoamine oxidase A 88.25% 91.49%
CHEMBL4208 P20618 Proteasome component C5 88.03% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.20% 95.89%
CHEMBL3194 P02766 Transthyretin 86.61% 90.71%
CHEMBL2581 P07339 Cathepsin D 86.43% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.07% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.90% 99.17%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.37% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 83.14% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.99% 95.50%
CHEMBL2535 P11166 Glucose transporter 82.27% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.71% 97.09%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.12% 92.67%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.80% 83.00%

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.
Psidium guajava

Cross-Links

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PubChem 175616
LOTUS LTS0014760
wikiData Q82886464