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[(1R,3S,4R,21R,22S)-27-[5-[[(10R,11S,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-9,10,11,14,15,16,26,28,29,32,33,34-dodecahydroxy-6,19,24,37-tetraoxo-2,5,20,23,38-pentaoxaheptacyclo[19.18.0.04,22.07,12.013,18.025,30.031,36]nonatriaconta-7,9,11,13,15,17,25(30),26,28,31,33,35-dodecaen-3-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 74a52268-5b6f-48cd-acce-ccde4f796600
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(1R,3S,4R,21R,22S)-27-[5-[[(10R,11S,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-9,10,11,14,15,16,26,28,29,32,33,34-dodecahydroxy-6,19,24,37-tetraoxo-2,5,20,23,38-pentaoxaheptacyclo[19.18.0.04,22.07,12.013,18.025,30.031,36]nonatriaconta-7,9,11,13,15,17,25(30),26,28,31,33,35-dodecaen-3-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C2C3C(C(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=C(C8=C(C(=C(C=C8C(=O)O1)O)O)O)C(=C(C(=C7O)OC9=CC(=CC(=C9O)O)C(=O)OC1C2C(C(C(O1)CO)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O2)O)O)O)O)O)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(=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=C(C8=C(C(=C(C=C8C(=O)O1)O)O)O)C(=C(C(=C7O)OC9=CC(=CC(=C9O)O)C(=O)O[C@H]1[C@H]2[C@H]([C@@H]([C@H](O1)CO)O)OC(=O)C1=CC(=C(C(=C1C1=C(C(=C(C=C1C(=O)O2)O)O)O)O)O)O)O)O
InChI InChI=1S/C68H48O44/c69-10-28-44(85)55-57(109-64(99)17-8-25(76)41(82)47(88)32(17)31-16(63(98)107-55)7-24(75)40(81)46(31)87)67(104-28)112-60(95)13-3-21(72)38(79)27(4-13)103-54-51(92)36-35(50(91)52(54)93)34-14(5-22(73)43(84)49(34)90)61(96)102-11-29-53-56(108-66(36)101)58(68(105-29)111-59(94)12-1-19(70)37(78)20(71)2-12)110-65(100)18-9-26(77)42(83)48(89)33(18)30-15(62(97)106-53)6-23(74)39(80)45(30)86/h1-9,28-29,44,53,55-58,67-93H,10-11H2/t28-,29-,44-,53-,55+,56+,57-,58-,67+,68+/m1/s1
InChI Key NVCOWEOJFKNGLB-NLSNCOHASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C68H48O44
Molecular Weight 1569.10 g/mol
Exact Mass 1568.1518448 g/mol
Topological Polar Surface Area (TPSA) 744.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 1.75
H-Bond Acceptor 44
H-Bond Donor 25
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3S,4R,21R,22S)-27-[5-[[(10R,11S,13R,14R,15S)-3,4,5,14,20,21,22-heptahydroxy-13-(hydroxymethyl)-8,17-dioxo-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-9,10,11,14,15,16,26,28,29,32,33,34-dodecahydroxy-6,19,24,37-tetraoxo-2,5,20,23,38-pentaoxaheptacyclo[19.18.0.04,22.07,12.013,18.025,30.031,36]nonatriaconta-7,9,11,13,15,17,25(30),26,28,31,33,35-dodecaen-3-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 - 0.8568 85.68%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4835 48.35%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior - 0.3163 31.63%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8776 87.76%
P-glycoprotein inhibitior + 0.7424 74.24%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6749 67.49%
CYP2C9 substrate - 0.7974 79.74%
CYP2D6 substrate - 0.8563 85.63%
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 + 0.7352 73.52%
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 - 0.8958 89.58%
Skin irritation - 0.8414 84.14%
Skin corrosion - 0.9642 96.42%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7510 75.10%
Micronuclear + 0.6233 62.33%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8622 86.22%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8065 80.65%
Acute Oral Toxicity (c) IV 0.4182 41.82%
Estrogen receptor binding + 0.6932 69.32%
Androgen receptor binding + 0.7147 71.47%
Thyroid receptor binding + 0.5908 59.08%
Glucocorticoid receptor binding + 0.6084 60.84%
Aromatase binding + 0.6301 63.01%
PPAR gamma + 0.7466 74.66%
Honey bee toxicity - 0.7335 73.35%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5749 57.49%
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 99.25% 91.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.05% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.34% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.17% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.11% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.70% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.29% 95.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.04% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.38% 95.56%
CHEMBL3194 P02766 Transthyretin 88.14% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 87.91% 91.49%
CHEMBL220 P22303 Acetylcholinesterase 86.58% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.58% 97.21%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.31% 83.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.27% 86.92%
CHEMBL2581 P07339 Cathepsin D 84.87% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.33% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.14% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.77% 95.78%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.41% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.28% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.03% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.16% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 82.00% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.99% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.83% 93.18%
CHEMBL340 P08684 Cytochrome P450 3A4 80.10% 91.19%

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.
Sanguisorba officinalis

Cross-Links

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PubChem 162842058
LOTUS LTS0003847
wikiData Q105186155