[(10R,11R)-10-[(14R,15R,19R)-2,3,4,7,8,9-hexahydroxy-19-[1-hydroxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate

Details

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Internal ID ce5b1362-0a34-4a33-8cff-3813efb56dfb
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(10R,11R)-10-[(14R,15R,19R)-2,3,4,7,8,9-hexahydroxy-19-[1-hydroxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C4C5C(C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C9=CC=CC=C9C(=C8)OC1C(C(C(C(O1)CO)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
SMILES (Isomeric) C1[C@H]([C@@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@H]4[C@H]5[C@@H](C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)C8=C(C9=CC=CC=C9C(=C8)O[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
InChI InChI=1S/C57H44O32/c58-11-26-40(69)46(75)48(77)57(86-26)85-25-10-16(35(64)15-4-2-1-3-14(15)25)31-33-34-32(44(73)47(76)45(33)74)30-19(9-24(63)39(68)43(30)72)55(81)89-51(50(31)88-56(34)82)49-27(84-52(78)13-5-20(59)36(65)21(60)6-13)12-83-53(79)17-7-22(61)37(66)41(70)28(17)29-18(54(80)87-49)8-23(62)38(67)42(29)71/h1-10,26-27,31,40,46,48-51,57-77H,11-12H2/t26-,27-,31-,40-,46+,48+,49-,50-,51+,57+/m1/s1
InChI Key KKVVHEIWULTLAR-BITAFSISSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H44O32
Molecular Weight 1240.90 g/mol
Exact Mass 1240.1815692 g/mol
Topological Polar Surface Area (TPSA) 555.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.47
H-Bond Acceptor 32
H-Bond Donor 20
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(10R,11R)-10-[(14R,15R,19R)-2,3,4,7,8,9-hexahydroxy-19-[1-hydroxy-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-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 - 0.6788 67.88%
Caco-2 - 0.8773 87.73%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5329 53.29%
OATP2B1 inhibitior - 0.7132 71.32%
OATP1B1 inhibitior + 0.7435 74.35%
OATP1B3 inhibitior + 0.9724 97.24%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7870 78.70%
P-glycoprotein inhibitior + 0.7168 71.68%
P-glycoprotein substrate + 0.6221 62.21%
CYP3A4 substrate + 0.7251 72.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition - 0.9365 93.65%
CYP2C9 inhibition - 0.9171 91.71%
CYP2C19 inhibition - 0.9032 90.32%
CYP2D6 inhibition - 0.9596 95.96%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.8171 81.71%
CYP inhibitory promiscuity - 0.8607 86.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6966 69.66%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.8466 84.66%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis + 0.6163 61.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7742 77.42%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9177 91.77%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8599 85.99%
Acute Oral Toxicity (c) IV 0.5235 52.35%
Estrogen receptor binding + 0.7553 75.53%
Androgen receptor binding + 0.6982 69.82%
Thyroid receptor binding + 0.5240 52.40%
Glucocorticoid receptor binding - 0.5733 57.33%
Aromatase binding - 0.4942 49.42%
PPAR gamma + 0.7098 70.98%
Honey bee toxicity - 0.6416 64.16%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5849 58.49%
Fish aquatic toxicity + 0.8498 84.98%

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 99.77% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.28% 95.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.85% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.65% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.27% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.11% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 92.74% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.01% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.97% 83.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.21% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.99% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.47% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.97% 95.89%
CHEMBL2535 P11166 Glucose transporter 88.88% 98.75%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 87.49% 92.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.66% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.93% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.92% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.75% 97.33%
CHEMBL3401 O75469 Pregnane X receptor 83.11% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.89% 96.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.36% 91.71%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.18% 96.00%
CHEMBL4208 P20618 Proteasome component C5 80.26% 90.00%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 162908377
LOTUS LTS0152194
wikiData Q105142406