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[(10S,11R,13S,14S,15R)-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,11R,12R,13S,15S)-3,4,5,11,12,22,23-heptahydroxy-8,18-dioxo-13-(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-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 835dd7d8-1850-4d7c-ade4-a637e8720cc8
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(10S,11R,13S,14S,15R)-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,11R,12R,13S,15S)-3,4,5,11,12,22,23-heptahydroxy-8,18-dioxo-13-(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-trihydroxybenzoate
SMILES (Canonical) C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)OC6=C(C(=C(C=C6C(=O)OC7C(OC(C8C7OC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)OC6=C(C(=C(C=C6C(=O)O[C@H]7[C@@H](O[C@@H]([C@@H]8[C@@H]7OC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C68H50O44/c69-22-1-14(2-23(70)39(22)79)59(94)102-13-34-56(57-58(68(106-34)112-61(96)16-5-26(73)41(81)27(74)6-16)110-65(100)19-9-30(77)43(83)48(88)36(19)35-18(64(99)109-57)8-29(76)42(82)47(35)87)108-66(101)21-10-31(78)45(85)51(91)54(21)104-32-11-20-38(50(90)46(32)86)37-17(7-28(75)44(84)49(37)89)63(98)107-55-33(12-103-62(20)97)105-67(53(93)52(55)92)111-60(95)15-3-24(71)40(80)25(72)4-15/h1-11,33-34,52-53,55-58,67-93H,12-13H2/t33-,34-,52+,53+,55-,56-,57+,58-,67-,68+/m0/s1
InChI Key BCCWHLKJYNXRJB-VGVKHAFASA-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 1.30
Atomic LogP (AlogP) 1.77
H-Bond Acceptor 44
H-Bond Donor 25
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(10S,11R,13S,14S,15R)-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,11R,12R,13S,15S)-3,4,5,11,12,22,23-heptahydroxy-8,18-dioxo-13-(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-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7541 75.41%
Caco-2 - 0.8565 85.65%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5781 57.81%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior - 0.3238 32.38%
OATP1B3 inhibitior + 0.9421 94.21%
MATE1 inhibitior - 0.5800 58.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8645 86.45%
P-glycoprotein inhibitior + 0.7428 74.28%
P-glycoprotein substrate + 0.5647 56.47%
CYP3A4 substrate + 0.6886 68.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8458 84.58%
CYP3A4 inhibition - 0.8890 88.90%
CYP2C9 inhibition - 0.8086 80.86%
CYP2C19 inhibition - 0.8373 83.73%
CYP2D6 inhibition - 0.9180 91.80%
CYP1A2 inhibition - 0.9104 91.04%
CYP2C8 inhibition + 0.7787 77.87%
CYP inhibitory promiscuity - 0.8220 82.20%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6493 64.93%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.8424 84.24%
Skin corrosion - 0.9608 96.08%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7769 77.69%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8705 87.05%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9136 91.36%
Acute Oral Toxicity (c) III 0.4860 48.60%
Estrogen receptor binding + 0.6970 69.70%
Androgen receptor binding + 0.7194 71.94%
Thyroid receptor binding + 0.5943 59.43%
Glucocorticoid receptor binding + 0.6119 61.19%
Aromatase binding + 0.6375 63.75%
PPAR gamma + 0.7368 73.68%
Honey bee toxicity - 0.7374 73.74%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6349 63.49%
Fish aquatic toxicity + 0.8813 88.13%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.93% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.91% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 96.77% 83.00%
CHEMBL220 P22303 Acetylcholinesterase 95.31% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 93.38% 97.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.28% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.04% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.85% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.45% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.44% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 88.86% 94.73%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.12% 95.64%
CHEMBL2581 P07339 Cathepsin D 87.96% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.88% 95.56%
CHEMBL4208 P20618 Proteasome component C5 86.43% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.33% 99.15%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.23% 96.95%
CHEMBL5255 O00206 Toll-like receptor 4 86.02% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.44% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.23% 96.09%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.88% 83.57%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.80% 99.23%
CHEMBL3194 P02766 Transthyretin 84.74% 90.71%
CHEMBL2535 P11166 Glucose transporter 84.55% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.24% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.21% 89.34%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.47% 95.78%
CHEMBL3891 P07384 Calpain 1 82.26% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.64% 92.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.19% 96.21%

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.
Monochaetum multiflorum

Cross-Links

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PubChem 163191880
LOTUS LTS0117956
wikiData Q104923219