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2-[[(1R,8R,9S,27R,29S,30R,39R)-21-[6-[[(10R,11S,12R,13R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl]oxycarbonyl]-2,3,4-trihydroxyphenoxy]-1,2,2,14,15,16,19,35,36-nonahydroxy-3,6,11,24,32-pentaoxo-29-(3,4,5-trihydroxybenzoyl)oxy-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.05,39.08,27.09,30.012,17.018,23.033,38]tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-20-yl]oxy]-3,4,5-trihydroxybenzoic acid

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 8364c084-18b5-4839-a339-a601948797c3
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 2-[[(1R,8R,9S,27R,29S,30R,39R)-21-[6-[[(10R,11S,12R,13R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl]oxycarbonyl]-2,3,4-trihydroxyphenoxy]-1,2,2,14,15,16,19,35,36-nonahydroxy-3,6,11,24,32-pentaoxo-29-(3,4,5-trihydroxybenzoyl)oxy-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.05,39.08,27.09,30.012,17.018,23.033,38]tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-20-yl]oxy]-3,4,5-trihydroxybenzoic acid
SMILES (Canonical) C1C2C(C(C(C(O2)O)OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)OCC6C7C(C(C(O6)OC(=O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C2=C9C3C(=CC(=O)C(C3(O2)O)(O)O)C(=O)O7)O)O)OC(=O)C2=CC(=C(C(=C25)O)O)O)O)OC2=C(C(=C(C=C2C(=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]([C@@H](O2)O)OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)OC[C@@H]6[C@@H]7[C@@H]([C@H]([C@@H](O6)OC(=O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C2=C9[C@@H]3C(=CC(=O)C([C@@]3(O2)O)(O)O)C(=O)O7)O)O)OC(=O)C2=CC(=C(C(=C25)O)O)O)O)OC2=C(C(=C(C=C2C(=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/C82H56O54/c83-25-1-15(2-26(84)45(25)94)70(110)131-65-62-36(13-123-72(112)17-5-29(87)47(96)53(102)39(17)40-18(74(114)129-62)6-30(88)48(97)54(40)103)126-79(119)67(65)133-78(118)24-10-33(91)51(100)58(107)60(24)125-35-11-21-42(56(105)61(35)128-59-23(69(108)109)9-32(90)50(99)57(59)106)41-19(7-31(89)49(98)55(41)104)75(115)132-66-63-37(14-124-73(21)113)127-80(135-71(111)16-3-27(85)46(95)28(86)4-16)68(66)134-76(116)20-8-34(92)52(101)64-43(20)44-22(77(117)130-63)12-38(93)81(120,121)82(44,122)136-64/h1-12,36-37,44,62-63,65-68,79-80,83-92,94-107,119-122H,13-14H2,(H,108,109)/t36-,37-,44+,62-,63-,65+,66+,67-,68-,79-,80+,82-/m1/s1
InChI Key UWBHWQHXIPEGRK-AXMJJNMLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C82H56O54
Molecular Weight 1905.30 g/mol
Exact Mass 1904.1635912 g/mol
Topological Polar Surface Area (TPSA) 904.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.89
H-Bond Acceptor 53
H-Bond Donor 29
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[(1R,8R,9S,27R,29S,30R,39R)-21-[6-[[(10R,11S,12R,13R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl]oxycarbonyl]-2,3,4-trihydroxyphenoxy]-1,2,2,14,15,16,19,35,36-nonahydroxy-3,6,11,24,32-pentaoxo-29-(3,4,5-trihydroxybenzoyl)oxy-7,10,25,28,31,40-hexaoxaoctacyclo[35.2.1.05,39.08,27.09,30.012,17.018,23.033,38]tetraconta-4,12,14,16,18,20,22,33,35,37-decaen-20-yl]oxy]-3,4,5-trihydroxybenzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6670 66.70%
Caco-2 - 0.8553 85.53%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7298 72.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7714 77.14%
OATP1B3 inhibitior + 0.9587 95.87%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9085 90.85%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.7534 75.34%
CYP3A4 substrate + 0.7266 72.66%
CYP2C9 substrate - 0.7939 79.39%
CYP2D6 substrate - 0.8697 86.97%
CYP3A4 inhibition - 0.8436 84.36%
CYP2C9 inhibition - 0.5332 53.32%
CYP2C19 inhibition + 0.5171 51.71%
CYP2D6 inhibition - 0.7622 76.22%
CYP1A2 inhibition - 0.7270 72.70%
CYP2C8 inhibition + 0.8454 84.54%
CYP inhibitory promiscuity - 0.6404 64.04%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5159 51.59%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.8957 89.57%
Skin irritation - 0.7638 76.38%
Skin corrosion - 0.9327 93.27%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7501 75.01%
Micronuclear + 0.7633 76.33%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.7540 75.40%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7941 79.41%
Acute Oral Toxicity (c) III 0.4297 42.97%
Estrogen receptor binding + 0.6594 65.94%
Androgen receptor binding + 0.7666 76.66%
Thyroid receptor binding + 0.6891 68.91%
Glucocorticoid receptor binding + 0.7055 70.55%
Aromatase binding + 0.6990 69.90%
PPAR gamma + 0.7474 74.74%
Honey bee toxicity - 0.6664 66.64%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9771 97.71%

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 99.09% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.36% 95.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 97.59% 83.00%
CHEMBL1951 P21397 Monoamine oxidase A 96.31% 91.49%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 95.81% 94.42%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.57% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.75% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.12% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.64% 94.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.18% 97.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.00% 95.56%
CHEMBL3194 P02766 Transthyretin 87.89% 90.71%
CHEMBL2581 P07339 Cathepsin D 87.34% 98.95%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.15% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.94% 99.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.64% 96.38%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 85.08% 92.67%
CHEMBL340 P08684 Cytochrome P450 3A4 85.03% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.24% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.79% 95.50%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.89% 95.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.40% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.35% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.92% 92.62%
CHEMBL220 P22303 Acetylcholinesterase 80.69% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 80.20% 92.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.15% 93.03%

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.
Excoecaria kawakamii

Cross-Links

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PubChem 163027433
LOTUS LTS0186758
wikiData Q105280253