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2-[[(10R,11S,12R,13R,15R)-12-[2-[[(10R,11R,12R,13R,15R)-3,4,5,12,13,22,23-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-21-yl]oxy]-3,4,5-trihydroxybenzoyl]oxy-3,4,13,21,22,23-hexahydroxy-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-5-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 23e5432a-2194-4759-bfcc-d47782a1b04e
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 2-[[(10R,11S,12R,13R,15R)-12-[2-[[(10R,11R,12R,13R,15R)-3,4,5,12,13,22,23-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-21-yl]oxy]-3,4,5-trihydroxybenzoyl]oxy-3,4,13,21,22,23-hexahydroxy-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-5-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)OCC6C(C(C(C(O6)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C85)O)O)O)O)O)O)O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)OC1=C(C(=C(C=C1C(=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]([C@@H]([C@H]([C@@H](O6)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C85)O)O)O)O)O)O)O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)OC1=C(C(=C(C=C1C(=O)O)O)O)O
InChI InChI=1S/C68H50O45/c69-21-1-13(2-22(70)37(21)77)60(94)111-56-51(91)67(101)107-31-11-104-63(97)17-9-29(43(83)47(87)35(17)34-16(64(98)109-54(31)56)6-26(74)40(80)46(34)86)106-53-20(8-28(76)42(82)50(53)90)66(100)113-58-57(112-61(95)14-3-23(71)38(78)24(72)4-14)55-32(108-68(58)102)12-103-62(96)15-5-25(73)39(79)45(85)33(15)36-18(65(99)110-55)10-30(44(84)48(36)88)105-52-19(59(92)93)7-27(75)41(81)49(52)89/h1-10,31-32,51,54-58,67-91,101-102H,11-12H2,(H,92,93)/t31-,32-,51-,54-,55-,56-,57+,58-,67-,68-/m1/s1
InChI Key YJEOWSKGNRCMDZ-HWVWXURUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C68H50O45
Molecular Weight 1587.10 g/mol
Exact Mass 1586.1624095 g/mol
Topological Polar Surface Area (TPSA) 764.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.69
H-Bond Acceptor 44
H-Bond Donor 26
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[(10R,11S,12R,13R,15R)-12-[2-[[(10R,11R,12R,13R,15R)-3,4,5,12,13,22,23-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-21-yl]oxy]-3,4,5-trihydroxybenzoyl]oxy-3,4,13,21,22,23-hexahydroxy-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-5-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 - 0.6572 65.72%
Caco-2 - 0.8561 85.61%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5773 57.73%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.7478 74.78%
OATP1B3 inhibitior + 0.9633 96.33%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9180 91.80%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate - 0.5218 52.18%
CYP3A4 substrate + 0.6445 64.45%
CYP2C9 substrate - 0.7967 79.67%
CYP2D6 substrate - 0.8652 86.52%
CYP3A4 inhibition - 0.9083 90.83%
CYP2C9 inhibition - 0.8138 81.38%
CYP2C19 inhibition - 0.8178 81.78%
CYP2D6 inhibition - 0.9063 90.63%
CYP1A2 inhibition - 0.8575 85.75%
CYP2C8 inhibition + 0.7706 77.06%
CYP inhibitory promiscuity - 0.8823 88.23%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6378 63.78%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.8202 82.02%
Skin corrosion - 0.9519 95.19%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7575 75.75%
Micronuclear + 0.7533 75.33%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8570 85.70%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7057 70.57%
Acute Oral Toxicity (c) III 0.4728 47.28%
Estrogen receptor binding + 0.6985 69.85%
Androgen receptor binding + 0.7220 72.20%
Thyroid receptor binding + 0.6251 62.51%
Glucocorticoid receptor binding + 0.6477 64.77%
Aromatase binding + 0.6461 64.61%
PPAR gamma + 0.7497 74.97%
Honey bee toxicity - 0.7479 74.79%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.8794 87.94%

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
CHEMBL1951 P21397 Monoamine oxidase A 98.07% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.65% 91.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 95.68% 83.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 95.44% 94.42%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 94.87% 83.57%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.67% 95.17%
CHEMBL3194 P02766 Transthyretin 93.14% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.72% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.09% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.66% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.32% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.24% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.20% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.98% 95.50%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.95% 96.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.33% 97.21%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.81% 96.21%
CHEMBL230 P35354 Cyclooxygenase-2 84.62% 89.63%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.16% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.01% 96.38%
CHEMBL4208 P20618 Proteasome component C5 82.26% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.90% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.76% 91.19%
CHEMBL1811 P34995 Prostanoid EP1 receptor 81.74% 95.71%
CHEMBL2581 P07339 Cathepsin D 81.71% 98.95%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.39% 95.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.73% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.52% 92.62%
CHEMBL4530 P00488 Coagulation factor XIII 80.17% 96.00%

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.
Oenothera laciniata

Cross-Links

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PubChem 162881033
LOTUS LTS0033168
wikiData Q105349210