[(11R,12S,13R,31R,33S,50R,51S,52R,53R,55S)-4,5,6,18,19,20,23,24,25,38,39,43,44,45,52,60,61-heptadecahydroxy-53-(hydroxymethyl)-9,15,28,35,48,57-hexaoxo-12-(3,4,5-trihydroxybenzoyl)oxy-2,10,14,29,32,34,41,49,54,56-decaoxadecacyclo[56.3.1.136,40.03,8.011,33.013,31.016,21.022,27.042,47.050,55]trihexaconta-1(62),3,5,7,16,18,20,22,24,26,36,38,40(63),42,44,46,58,60-octadecaen-51-yl] 3,4,5-trihydroxybenzoate

Details

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Internal ID 18311719-8d47-45cd-a7c8-c786b984e765
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(11R,12S,13R,31R,33S,50R,51S,52R,53R,55S)-4,5,6,18,19,20,23,24,25,38,39,43,44,45,52,60,61-heptadecahydroxy-53-(hydroxymethyl)-9,15,28,35,48,57-hexaoxo-12-(3,4,5-trihydroxybenzoyl)oxy-2,10,14,29,32,34,41,49,54,56-decaoxadecacyclo[56.3.1.136,40.03,8.011,33.013,31.016,21.022,27.042,47.050,55]trihexaconta-1(62),3,5,7,16,18,20,22,24,26,36,38,40(63),42,44,46,58,60-octadecaen-51-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C2C(C(C3C(O2)OC(=O)C4=CC(=C(C(=C4)OC5=C(C(=C(C=C5C(=O)OC6C(C(C(OC6OC(=O)C7=CC(=C(C(=C7)OC8=C(C(=C(C=C8C(=O)O3)O)O)O)O)O)CO)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
SMILES (Isomeric) C1[C@@H]2[C@H]([C@@H]([C@@H]3[C@@H](O2)OC(=O)C4=CC(=C(C(=C4)OC5=C(C(=C(C=C5C(=O)O[C@@H]6[C@H]([C@@H]([C@H](O[C@H]6OC(=O)C7=CC(=C(C(=C7)OC8=C(C(=C(C=C8C(=O)O3)O)O)O)O)O)CO)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
InChI InChI=1S/C68H50O44/c69-13-35-47(88)55(107-59(93)15-1-23(70)39(80)24(71)2-15)57-67(104-35)111-61(95)17-5-27(74)41(82)33(7-17)103-53-22(12-32(79)46(87)51(53)92)66(100)110-58-56(108-60(94)16-3-25(72)40(81)26(73)4-16)54-36(14-101-63(97)19-9-29(76)43(84)48(89)37(19)38-20(64(98)106-54)10-30(77)44(85)49(38)90)105-68(58)112-62(96)18-6-28(75)42(83)34(8-18)102-52-21(65(99)109-57)11-31(78)45(86)50(52)91/h1-12,35-36,47,54-58,67-92H,13-14H2/t35-,36-,47-,54-,55+,56+,57-,58-,67+,68+/m1/s1
InChI Key KMLBHKVZFLDBQK-SHIPKOKOSA-N
Popularity 1 reference 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) 733.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.19
H-Bond Acceptor 44
H-Bond Donor 24
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(11R,12S,13R,31R,33S,50R,51S,52R,53R,55S)-4,5,6,18,19,20,23,24,25,38,39,43,44,45,52,60,61-heptadecahydroxy-53-(hydroxymethyl)-9,15,28,35,48,57-hexaoxo-12-(3,4,5-trihydroxybenzoyl)oxy-2,10,14,29,32,34,41,49,54,56-decaoxadecacyclo[56.3.1.136,40.03,8.011,33.013,31.016,21.022,27.042,47.050,55]trihexaconta-1(62),3,5,7,16,18,20,22,24,26,36,38,40(63),42,44,46,58,60-octadecaen-51-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 - 0.5492 54.92%
Caco-2 - 0.8576 85.76%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.4835 48.35%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.7238 72.38%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9110 91.10%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.5888 58.88%
CYP3A4 substrate + 0.6803 68.03%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8383 83.83%
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 + 0.7543 75.43%
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 + 0.5246 52.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7448 74.48%
Micronuclear + 0.6233 62.33%
Hepatotoxicity - 0.6217 62.17%
skin sensitisation - 0.8622 86.22%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7985 79.85%
Acute Oral Toxicity (c) IV 0.4182 41.82%
Estrogen receptor binding + 0.6911 69.11%
Androgen receptor binding + 0.7166 71.66%
Thyroid receptor binding + 0.5876 58.76%
Glucocorticoid receptor binding + 0.6079 60.79%
Aromatase binding + 0.6191 61.91%
PPAR gamma + 0.7444 74.44%
Honey bee toxicity - 0.7089 70.89%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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 99.40% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.90% 91.49%
CHEMBL2581 P07339 Cathepsin D 93.25% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.27% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.72% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.24% 99.17%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.68% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.64% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.26% 86.33%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.30% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.04% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.41% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.33% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.53% 93.40%
CHEMBL3401 O75469 Pregnane X receptor 83.02% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.89% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.42% 95.89%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 81.32% 80.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.17% 99.15%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.70% 100.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.62% 96.37%
CHEMBL5255 O00206 Toll-like receptor 4 80.21% 92.50%

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.
Endiandra introrsa
Endiandra jonesii

Cross-Links

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PubChem 16143500
LOTUS LTS0083371
wikiData Q105202710