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[(10R,11S,13R,14R,15S)-3,4,5,20,21,22-hexahydroxy-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-14-yl] 2-[[(10R,11S,13R,14R,15S)-3,4,14,20,21,22-hexahydroxy-13-(hydroxymethyl)-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-5-yl]oxy]-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 dba37110-2df9-40b3-958a-be0467ee2014
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(10R,11S,13R,14R,15S)-3,4,5,20,21,22-hexahydroxy-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-14-yl] 2-[[(10R,11S,13R,14R,15S)-3,4,14,20,21,22-hexahydroxy-13-(hydroxymethyl)-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-5-yl]oxy]-3,4,5-trihydroxybenzoate
SMILES (Canonical) C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C3C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)OC(=O)C7=CC(=C(C(=C7OC8=C(C(=C9C(=C8)C(=O)OC1C(C(C(OC1OC(=O)C1=CC(=C(C(=C1)O)O)O)CO)O)OC(=O)C1=CC(=C(C(=C19)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@H]3[C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)OC(=O)C7=CC(=C(C(=C7OC8=C(C(=C9C(=C8)C(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC(=O)C1=CC(=C(C(=C1)O)O)O)CO)O)OC(=O)C1=CC(=C(C(=C19)O)O)O)O)O)O)O)O
InChI InChI=1S/C68H50O44/c69-12-33-47(88)55-57(67(104-33)111-60(95)15-3-24(72)40(81)25(73)4-15)109-65(100)20-11-32(46(87)51(92)38(20)37-17(62(97)107-55)7-28(76)44(85)50(37)91)103-53-21(10-31(79)45(86)52(53)93)66(101)106-54-34(13-102-59(94)14-1-22(70)39(80)23(71)2-14)105-68(112-61(96)16-5-26(74)41(82)27(75)6-16)58-56(54)108-63(98)18-8-29(77)42(83)48(89)35(18)36-19(64(99)110-58)9-30(78)43(84)49(36)90/h1-11,33-34,47,54-58,67-93H,12-13H2/t33-,34-,47-,54-,55+,56+,57-,58-,67+,68+/m1/s1
InChI Key DIOUJFPZHCNEIJ-LMQGYRGGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C68H50O44
Molecular Weight 1571.10 g/mol
Exact Mass 1570.1674948 g/mol
Topological Polar Surface Area (TPSA) 744.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.77
H-Bond Acceptor 44
H-Bond Donor 25
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(10R,11S,13R,14R,15S)-3,4,5,20,21,22-hexahydroxy-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-14-yl] 2-[[(10R,11S,13R,14R,15S)-3,4,14,20,21,22-hexahydroxy-13-(hydroxymethyl)-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-5-yl]oxy]-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 - 0.5492 54.92%
Caco-2 - 0.8572 85.72%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4835 48.35%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior - 0.4357 43.57%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8732 87.32%
P-glycoprotein inhibitior + 0.7423 74.23%
P-glycoprotein substrate - 0.6025 60.25%
CYP3A4 substrate + 0.6607 66.07%
CYP2C9 substrate - 0.8026 80.26%
CYP2D6 substrate - 0.8450 84.50%
CYP3A4 inhibition - 0.9299 92.99%
CYP2C9 inhibition - 0.9354 93.54%
CYP2C19 inhibition - 0.8447 84.47%
CYP2D6 inhibition - 0.9585 95.85%
CYP1A2 inhibition - 0.9116 91.16%
CYP2C8 inhibition + 0.7247 72.47%
CYP inhibitory promiscuity - 0.9123 91.23%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7049 70.49%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8957 89.57%
Skin irritation - 0.8414 84.14%
Skin corrosion - 0.9642 96.42%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7642 76.42%
Micronuclear + 0.6233 62.33%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8622 86.22%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8737 87.37%
Acute Oral Toxicity (c) IV 0.4182 41.82%
Estrogen receptor binding + 0.6937 69.37%
Androgen receptor binding + 0.7172 71.72%
Thyroid receptor binding + 0.5851 58.51%
Glucocorticoid receptor binding + 0.6145 61.45%
Aromatase binding + 0.6237 62.37%
PPAR gamma + 0.7392 73.92%
Honey bee toxicity - 0.7619 76.19%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6349 63.49%
Fish aquatic toxicity + 0.8051 80.51%

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 98.95% 91.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 96.61% 83.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.27% 95.17%
CHEMBL1951 P21397 Monoamine oxidase A 95.56% 91.49%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.09% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.63% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.61% 99.17%
CHEMBL3194 P02766 Transthyretin 90.37% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.29% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 90.10% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.22% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.59% 97.21%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.58% 89.34%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.44% 99.15%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.74% 96.21%
CHEMBL2581 P07339 Cathepsin D 85.73% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.46% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.63% 95.50%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.55% 80.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.34% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.12% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.75% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.73% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 82.38% 92.50%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.19% 95.78%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.34% 96.95%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.43% 94.42%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 16177002
LOTUS LTS0096450
wikiData Q104981541