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[(2R,3S,4S,5R,6S)-6-[4-[(E)-3-[[(2R,3S,4S,5R,6S)-6-[2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-6-oxopyran-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxoprop-1-enyl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

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 61f4b521-ddcc-41b4-af3f-2c23e09c7395
Taxonomy Phenylpropanoids and polyketides > Kavalactones
IUPAC Name [(2R,3S,4S,5R,6S)-6-[4-[(E)-3-[[(2R,3S,4S,5R,6S)-6-[2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-6-oxopyran-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxoprop-1-enyl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H42O21/c44-25-8-2-20(13-27(25)46)1-7-23-16-24(17-35(51)60-23)61-42-40(56)38(54)36(52)31(63-42)18-58-34(50)12-6-22-4-10-30(29(48)15-22)62-43-41(57)39(55)37(53)32(64-43)19-59-33(49)11-5-21-3-9-26(45)28(47)14-21/h1-17,31-32,36-48,52-57H,18-19H2/b7-1+,11-5+,12-6+/t31-,32-,36-,37-,38+,39+,40-,41-,42-,43-/m1/s1
InChI Key HTTUTLDWZXZWPJ-PQQZVXDQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H42O21
Molecular Weight 894.80 g/mol
Exact Mass 894.22185834 g/mol
Topological Polar Surface Area (TPSA) 338.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.22
H-Bond Acceptor 21
H-Bond Donor 11
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[4-[(E)-3-[[(2R,3S,4S,5R,6S)-6-[2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-6-oxopyran-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxoprop-1-enyl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8082 80.82%
Caco-2 - 0.8690 86.90%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5968 59.68%
OATP2B1 inhibitior + 0.5685 56.85%
OATP1B1 inhibitior + 0.9214 92.14%
OATP1B3 inhibitior + 0.9382 93.82%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8945 89.45%
P-glycoprotein inhibitior + 0.7394 73.94%
P-glycoprotein substrate - 0.7688 76.88%
CYP3A4 substrate + 0.6099 60.99%
CYP2C9 substrate - 0.8091 80.91%
CYP2D6 substrate - 0.8735 87.35%
CYP3A4 inhibition - 0.8755 87.55%
CYP2C9 inhibition - 0.8340 83.40%
CYP2C19 inhibition - 0.8690 86.90%
CYP2D6 inhibition - 0.9209 92.09%
CYP1A2 inhibition - 0.9389 93.89%
CYP2C8 inhibition + 0.6822 68.22%
CYP inhibitory promiscuity - 0.8163 81.63%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6616 66.16%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.8569 85.69%
Skin corrosion - 0.9531 95.31%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7553 75.53%
Micronuclear + 0.5707 57.07%
Hepatotoxicity - 0.8446 84.46%
skin sensitisation - 0.8068 80.68%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.8650 86.50%
Acute Oral Toxicity (c) III 0.6435 64.35%
Estrogen receptor binding + 0.7654 76.54%
Androgen receptor binding + 0.6635 66.35%
Thyroid receptor binding + 0.5847 58.47%
Glucocorticoid receptor binding + 0.6348 63.48%
Aromatase binding + 0.5303 53.03%
PPAR gamma + 0.7053 70.53%
Honey bee toxicity - 0.7734 77.34%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9458 94.58%

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 99.55% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.16% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.69% 86.33%
CHEMBL3194 P02766 Transthyretin 96.55% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.42% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.38% 96.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.96% 83.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 89.69% 80.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.17% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.53% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.72% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.85% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.81% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.28% 96.09%
CHEMBL4208 P20618 Proteasome component C5 83.28% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.14% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.56% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 82.04% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.20% 95.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.34% 89.62%

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.
Clematis tashiroi

Cross-Links

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PubChem 122181710
LOTUS LTS0197079
wikiData Q105033600