(1R,2S,8R,10R,19R,20S,39S)-8,9,9,13,14,25,26,27,30,31,32,39-dodecahydroxy-3,18,21,36,38,40-hexaoxaoctacyclo[18.17.1.12,19.18,12.05,10.011,16.023,28.029,34]tetraconta-5,11,13,15,23,25,27,29,31,33-decaene-4,7,17,22,35-pentone

Details

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Internal ID 6f3beba2-99c6-4575-9c41-45aba9d1330a
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name (1R,2S,8R,10R,19R,20S,39S)-8,9,9,13,14,25,26,27,30,31,32,39-dodecahydroxy-3,18,21,36,38,40-hexaoxaoctacyclo[18.17.1.12,19.18,12.05,10.011,16.023,28.029,34]tetraconta-5,11,13,15,23,25,27,29,31,33-decaene-4,7,17,22,35-pentone
SMILES (Canonical) C1C2C3C(C(C(O2)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O)OC(=O)C6=CC(=C(C7=C6C8C(=CC(=O)C(C8(O)O)(O7)O)C(=O)O3)O)O)O
SMILES (Isomeric) C1[C@@H]2[C@@H]3[C@@H]([C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O)OC(=O)C6=CC(=C(C7=C6[C@@H]8C(=CC(=O)[C@@](C8(O)O)(O7)O)C(=O)O3)O)O)O
InChI InChI=1S/C34H24O23/c35-10-1-6-15(22(42)19(10)39)16-7(2-11(36)20(40)23(16)43)30(47)56-32-27-24(44)25(13(53-32)5-52-28(6)45)54-31(48)9-4-14(38)34(51)33(49,50)18(9)17-8(29(46)55-27)3-12(37)21(41)26(17)57-34/h1-4,13,18,24-25,27,32,35-37,39-44,49-51H,5H2/t13-,18+,24+,25-,27-,32+,34+/m1/s1
InChI Key DOSGOFPXAZRTGO-XCBQHMCESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H24O23
Molecular Weight 800.50 g/mol
Exact Mass 800.07083701 g/mol
Topological Polar Surface Area (TPSA) 383.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -2.08
H-Bond Acceptor 23
H-Bond Donor 12
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,8R,10R,19R,20S,39S)-8,9,9,13,14,25,26,27,30,31,32,39-dodecahydroxy-3,18,21,36,38,40-hexaoxaoctacyclo[18.17.1.12,19.18,12.05,10.011,16.023,28.029,34]tetraconta-5,11,13,15,23,25,27,29,31,33-decaene-4,7,17,22,35-pentone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6409 64.09%
Caco-2 - 0.8859 88.59%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6488 64.88%
OATP2B1 inhibitior - 0.7086 70.86%
OATP1B1 inhibitior + 0.8117 81.17%
OATP1B3 inhibitior + 0.9694 96.94%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8576 85.76%
P-glycoprotein inhibitior + 0.7290 72.90%
P-glycoprotein substrate + 0.5692 56.92%
CYP3A4 substrate + 0.6765 67.65%
CYP2C9 substrate - 0.6058 60.58%
CYP2D6 substrate - 0.8620 86.20%
CYP3A4 inhibition - 0.8585 85.85%
CYP2C9 inhibition + 0.5213 52.13%
CYP2C19 inhibition - 0.5967 59.67%
CYP2D6 inhibition - 0.7881 78.81%
CYP1A2 inhibition - 0.7942 79.42%
CYP2C8 inhibition + 0.6370 63.70%
CYP inhibitory promiscuity - 0.8591 85.91%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6287 62.87%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8908 89.08%
Skin irritation - 0.7020 70.20%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis + 0.5609 56.09%
Human Ether-a-go-go-Related Gene inhibition + 0.6419 64.19%
Micronuclear + 0.7333 73.33%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.7635 76.35%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6259 62.59%
Acute Oral Toxicity (c) III 0.3312 33.12%
Estrogen receptor binding + 0.7781 77.81%
Androgen receptor binding + 0.7553 75.53%
Thyroid receptor binding - 0.5272 52.72%
Glucocorticoid receptor binding + 0.5579 55.79%
Aromatase binding + 0.5652 56.52%
PPAR gamma + 0.7302 73.02%
Honey bee toxicity - 0.7550 75.50%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9681 96.81%

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 99.68% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.43% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.33% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.40% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.81% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.06% 99.15%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.18% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.21% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 85.84% 91.49%
CHEMBL230 P35354 Cyclooxygenase-2 85.78% 89.63%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.53% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.15% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.92% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.47% 95.89%

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.
Punica granatum

Cross-Links

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PubChem 163060266
LOTUS LTS0232457
wikiData Q104986166