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[(1R,19R,21S,22S,23S)-6,7,8,11,12,13,22-heptahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-23-yl] (1R)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate

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 ad604d2f-d560-4aba-ab71-567669772a5e
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(1R,19R,21S,22S,23S)-6,7,8,11,12,13,22-heptahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-23-yl] (1R)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate
SMILES (Canonical) C1C(C2=C(C1=O)OC(=O)C3=CC(=C(C(=C32)O)O)O)C(=O)OC4C5COC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)OC4C(C(O5)OC(=O)C8=CC(=C(C(=C8)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1[C@H](C2=C(C1=O)OC(=O)C3=CC(=C(C(=C32)O)O)O)C(=O)O[C@H]4[C@H]5COC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O[C@@H]4[C@@H]([C@@H](O5)OC(=O)C8=CC(=C(C(=C8)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C40H28O25/c41-13-1-8(2-14(42)24(13)47)35(55)65-40-31(54)34-33(63-39(59)12-6-18(46)32-23(12)22-11(37(57)62-32)5-17(45)27(50)30(22)53)19(61-40)7-60-36(56)9-3-15(43)25(48)28(51)20(9)21-10(38(58)64-34)4-16(44)26(49)29(21)52/h1-5,12,19,31,33-34,40-45,47-54H,6-7H2/t12-,19-,31+,33+,34-,40+/m1/s1
InChI Key HDSDSDSDIOSGPO-XCAZMSFXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H28O25
Molecular Weight 908.60 g/mol
Exact Mass 908.09196637 g/mol
Topological Polar Surface Area (TPSA) 421.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.85
H-Bond Acceptor 25
H-Bond Donor 13
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,19R,21S,22S,23S)-6,7,8,11,12,13,22-heptahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-23-yl] (1R)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6976 69.76%
Caco-2 - 0.8851 88.51%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6618 66.18%
OATP2B1 inhibitior - 0.7092 70.92%
OATP1B1 inhibitior + 0.7645 76.45%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6644 66.44%
P-glycoprotein inhibitior + 0.7266 72.66%
P-glycoprotein substrate + 0.6835 68.35%
CYP3A4 substrate + 0.6975 69.75%
CYP2C9 substrate + 0.8123 81.23%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.7991 79.91%
CYP2C9 inhibition - 0.8089 80.89%
CYP2C19 inhibition - 0.7246 72.46%
CYP2D6 inhibition - 0.9075 90.75%
CYP1A2 inhibition - 0.7403 74.03%
CYP2C8 inhibition + 0.7993 79.93%
CYP inhibitory promiscuity - 0.8636 86.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6605 66.05%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8855 88.55%
Skin irritation - 0.7689 76.89%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis + 0.5536 55.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7438 74.38%
Micronuclear + 0.7933 79.33%
Hepatotoxicity - 0.5802 58.02%
skin sensitisation - 0.8055 80.55%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9724 97.24%
Acute Oral Toxicity (c) III 0.5172 51.72%
Estrogen receptor binding + 0.7927 79.27%
Androgen receptor binding + 0.7769 77.69%
Thyroid receptor binding - 0.4876 48.76%
Glucocorticoid receptor binding - 0.4835 48.35%
Aromatase binding + 0.5505 55.05%
PPAR gamma + 0.6996 69.96%
Honey bee toxicity - 0.6838 68.38%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9039 90.39%

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 99.76% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.54% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.80% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.67% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.42% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.42% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.04% 95.89%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.76% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.88% 99.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.73% 83.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.27% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.28% 89.34%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.92% 92.62%
CHEMBL2535 P11166 Glucose transporter 84.29% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.39% 95.56%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.32% 97.31%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.21% 99.23%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.92% 85.31%
CHEMBL3194 P02766 Transthyretin 82.80% 90.71%
CHEMBL1899 P46098 Serotonin 3a (5-HT3a) receptor 82.26% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 82.22% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 80.51% 91.19%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.47% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.32% 97.09%

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.
Acalypha hispida

Cross-Links

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PubChem 162843720
LOTUS LTS0137581
wikiData Q105026515