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Licuroside

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 26e98eeb-7551-4fcf-b37e-c8bc5945433b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name (E)-3-[4-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-(2,4-dihydroxyphenyl)prop-2-en-1-one
SMILES (Canonical) C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C=CC(=O)C4=C(C=C(C=C4)O)O)CO)O)O)O)(CO)O
SMILES (Isomeric) C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)/C=C/C(=O)C4=C(C=C(C=C4)O)O)CO)O)O)O)(CO)O
InChI InChI=1S/C26H30O13/c27-10-19-20(32)21(33)22(39-25-23(34)26(35,11-28)12-36-25)24(38-19)37-15-5-1-13(2-6-15)3-8-17(30)16-7-4-14(29)9-18(16)31/h1-9,19-25,27-29,31-35H,10-12H2/b8-3+
InChI Key VMMVZVPAYFZNBM-FPYGCLRLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H30O13
Molecular Weight 550.50 g/mol
Exact Mass 550.16864101 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -1.36
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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CHEBI:193222
VMMVZVPAYFZNBM-FPYGCLRLSA-N
LMPK12120023
AKOS037514704
(E)-3-[4-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-(2,4-dihydroxyphenyl)prop-2-en-1-one
(E)-3-[4-[3-[3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]-1-(2,4-dihydroxyphenyl)prop-2-en-1-one
(E)-3-{4-[3-(3,4-Dihydroxy-4-hydroxymethyl-tetrahydro-furan-2-yloxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy]-phenyl}-1-(2,4-dihydroxy-phenyl)-propenone

2D Structure

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2D Structure of Licuroside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5825 58.25%
Caco-2 - 0.9172 91.72%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6707 67.07%
OATP2B1 inhibitior - 0.5672 56.72%
OATP1B1 inhibitior + 0.9151 91.51%
OATP1B3 inhibitior + 0.9534 95.34%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7301 73.01%
P-glycoprotein inhibitior - 0.5097 50.97%
P-glycoprotein substrate - 0.6550 65.50%
CYP3A4 substrate + 0.6461 64.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8683 86.83%
CYP3A4 inhibition - 0.8390 83.90%
CYP2C9 inhibition - 0.8898 88.98%
CYP2C19 inhibition - 0.8493 84.93%
CYP2D6 inhibition - 0.8673 86.73%
CYP1A2 inhibition - 0.9016 90.16%
CYP2C8 inhibition + 0.6795 67.95%
CYP inhibitory promiscuity - 0.7165 71.65%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5805 58.05%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9163 91.63%
Skin irritation - 0.8203 82.03%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6615 66.15%
Micronuclear + 0.5133 51.33%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.7750 77.50%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7810 78.10%
Acute Oral Toxicity (c) III 0.6726 67.26%
Estrogen receptor binding + 0.7408 74.08%
Androgen receptor binding + 0.6246 62.46%
Thyroid receptor binding + 0.5707 57.07%
Glucocorticoid receptor binding - 0.5211 52.11%
Aromatase binding + 0.6861 68.61%
PPAR gamma + 0.7746 77.46%
Honey bee toxicity - 0.6882 68.82%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8516 85.16%

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 99.63% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.43% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.14% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.92% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.21% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.64% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.73% 86.33%
CHEMBL4208 P20618 Proteasome component C5 90.30% 90.00%
CHEMBL3194 P02766 Transthyretin 90.07% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.45% 91.07%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.27% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.43% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.30% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.13% 99.17%
CHEMBL2581 P07339 Cathepsin D 85.10% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.49% 92.94%
CHEMBL206 P03372 Estrogen receptor alpha 84.04% 97.64%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.07% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.91% 94.33%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.17% 85.00%
CHEMBL3401 O75469 Pregnane X receptor 82.12% 94.73%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.10% 97.53%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.05% 95.89%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.99% 83.57%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.72% 91.24%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.18% 95.83%

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.
Glycyrrhiza glabra
Glycyrrhiza inflata

Cross-Links

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PubChem 6475724
NPASS NPC47204
LOTUS LTS0132318
wikiData Q105289081