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[(1S,8R,9R,19R,21S,22R,23R)-7,7,8,12,13-pentahydroxy-3,6,16-trioxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20,24-tetraoxapentacyclo[17.3.1.18,11.04,9.010,15]tetracosa-4,10,12,14-tetraen-23-yl] 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 41e47b91-76ae-4433-9f0e-e79202ff0c81
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(1S,8R,9R,19R,21S,22R,23R)-7,7,8,12,13-pentahydroxy-3,6,16-trioxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20,24-tetraoxapentacyclo[17.3.1.18,11.04,9.010,15]tetracosa-4,10,12,14-tetraen-23-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=O)C(C6(C5C7=C(O6)C(=C(C=C7C(=O)O1)O)O)O)(O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
SMILES (Isomeric) C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=O)C([C@]6([C@@H]5C7=C(O6)C(=C(C=C7C(=O)O1)O)O)O)(O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
InChI InChI=1S/C41H30O27/c42-15-1-10(2-16(43)26(15)50)34(54)64-30-22-9-62-37(57)13-7-21(48)29(53)31-24(13)25-14(8-23(49)40(59,60)41(25,61)68-31)38(58)65-32(30)33(66-35(55)11-3-17(44)27(51)18(45)4-11)39(63-22)67-36(56)12-5-19(46)28(52)20(47)6-12/h1-8,22,25,30,32-33,39,42-48,50-53,59-61H,9H2/t22-,25+,30-,32+,33-,39+,41-/m1/s1
InChI Key MOLNKVPJIKSCNO-ZZFVZTRASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H30O27
Molecular Weight 954.70 g/mol
Exact Mass 954.09744568 g/mol
Topological Polar Surface Area (TPSA) 450.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -1.08
H-Bond Acceptor 27
H-Bond Donor 14
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,8R,9R,19R,21S,22R,23R)-7,7,8,12,13-pentahydroxy-3,6,16-trioxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20,24-tetraoxapentacyclo[17.3.1.18,11.04,9.010,15]tetracosa-4,10,12,14-tetraen-23-yl] 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 + 0.8547 85.47%
Caco-2 - 0.8780 87.80%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7432 74.32%
OATP2B1 inhibitior - 0.8521 85.21%
OATP1B1 inhibitior + 0.7568 75.68%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.5800 58.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9045 90.45%
P-glycoprotein inhibitior + 0.7507 75.07%
P-glycoprotein substrate + 0.6378 63.78%
CYP3A4 substrate + 0.6960 69.60%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.7307 73.07%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.5264 52.64%
CYP2D6 inhibition - 0.7981 79.81%
CYP1A2 inhibition - 0.7047 70.47%
CYP2C8 inhibition + 0.6748 67.48%
CYP inhibitory promiscuity - 0.6465 64.65%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5521 55.21%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.8923 89.23%
Skin irritation - 0.7360 73.60%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6798 67.98%
Micronuclear + 0.8033 80.33%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.7314 73.14%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9271 92.71%
Acute Oral Toxicity (c) III 0.4434 44.34%
Estrogen receptor binding + 0.7782 77.82%
Androgen receptor binding + 0.7765 77.65%
Thyroid receptor binding + 0.5235 52.35%
Glucocorticoid receptor binding + 0.6125 61.25%
Aromatase binding + 0.5532 55.32%
PPAR gamma + 0.7462 74.62%
Honey bee toxicity - 0.7408 74.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9798 97.98%

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 99.50% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.41% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 91.21% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.94% 83.00%
CHEMBL2581 P07339 Cathepsin D 90.59% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.20% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.17% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.57% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.68% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 85.12% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.62% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.35% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.17% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.96% 96.09%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.78% 94.42%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.99% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.50% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.22% 99.17%

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.
Macaranga tanarius

Cross-Links

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PubChem 102059404
LOTUS LTS0228034
wikiData Q105168977