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[(2S,3R,4S,5R,6S)-6-[(2R,3R,4R,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 4-hydroxy-3,5-dimethoxybenzoate

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 abf94685-aaf0-403a-b7a7-acaad1a9e526
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(2S,3R,4S,5R,6S)-6-[(2R,3R,4R,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 4-hydroxy-3,5-dimethoxybenzoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)OC)O)OC
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)OC)O)OC
InChI InChI=1S/C38H44O19/c1-17-33(56-36(49)20-14-25(50-2)29(45)26(15-20)51-3)30(46)31(47)38(53-17)57-35-32(48)37(52-11-10-19-5-8-22(41)24(43)13-19)54-27(16-39)34(35)55-28(44)9-6-18-4-7-21(40)23(42)12-18/h4-9,12-15,17,27,30-35,37-43,45-48H,10-11,16H2,1-3H3/b9-6+/t17-,27+,30-,31+,32+,33-,34+,35+,37+,38-/m0/s1
InChI Key JYGIDILRMNIZGH-OVQBKRNBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H44O19
Molecular Weight 804.70 g/mol
Exact Mass 804.24767917 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.57
H-Bond Acceptor 19
H-Bond Donor 9
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6S)-6-[(2R,3R,4R,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 4-hydroxy-3,5-dimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6870 68.70%
Caco-2 - 0.8763 87.63%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8089 80.89%
OATP2B1 inhibitior - 0.7190 71.90%
OATP1B1 inhibitior + 0.8105 81.05%
OATP1B3 inhibitior + 0.9238 92.38%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8044 80.44%
P-glycoprotein inhibitior + 0.7032 70.32%
P-glycoprotein substrate + 0.6167 61.67%
CYP3A4 substrate + 0.7003 70.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.8497 84.97%
CYP2C9 inhibition - 0.7623 76.23%
CYP2C19 inhibition - 0.8300 83.00%
CYP2D6 inhibition - 0.9143 91.43%
CYP1A2 inhibition - 0.8597 85.97%
CYP2C8 inhibition + 0.8503 85.03%
CYP inhibitory promiscuity - 0.8330 83.30%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6544 65.44%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9080 90.80%
Skin irritation - 0.8695 86.95%
Skin corrosion - 0.9608 96.08%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6474 64.74%
Micronuclear - 0.6567 65.67%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8730 87.30%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9737 97.37%
Acute Oral Toxicity (c) III 0.7375 73.75%
Estrogen receptor binding + 0.8126 81.26%
Androgen receptor binding + 0.5378 53.78%
Thyroid receptor binding + 0.5510 55.10%
Glucocorticoid receptor binding + 0.6682 66.82%
Aromatase binding + 0.5975 59.75%
PPAR gamma + 0.7414 74.14%
Honey bee toxicity - 0.6594 65.94%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5102 51.02%
Fish aquatic toxicity + 0.8028 80.28%

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 99.65% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.56% 86.33%
CHEMBL3194 P02766 Transthyretin 97.21% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.63% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.25% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.91% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.37% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.46% 86.92%
CHEMBL2581 P07339 Cathepsin D 91.44% 98.95%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 91.29% 80.78%
CHEMBL1951 P21397 Monoamine oxidase A 90.06% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 86.39% 94.73%
CHEMBL4208 P20618 Proteasome component C5 85.46% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.66% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.39% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.50% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.17% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.79% 97.36%

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.
Acanthus montanus

Cross-Links

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PubChem 163190392
LOTUS LTS0069604
wikiData Q105136989