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Leufolin A

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 2851bc59-7d56-446b-bf2d-0f724524a55b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[4-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H28O12/c31-17-6-1-15(2-7-17)3-10-25(35)39-14-24-27(36)28(37)29(38)30(42-24)40-19-8-4-16(5-9-19)22-13-21(34)26-20(33)11-18(32)12-23(26)41-22/h1-12,22,24,27-33,36-38H,13-14H2/b10-3+/t22-,24+,27+,28-,29+,30+/m0/s1
InChI Key LBJRQQUCMONTPV-AVNPKAOGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H28O12
Molecular Weight 580.50 g/mol
Exact Mass 580.15807632 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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{6-[4-(5,7-dihydroxy-4-oxo-3,4-dihydro-H-chromen-2-yl)phenoxy]-3,4,5-trihydroxytetrahydro-2H-pyran- 2-yl}methyl-(E)-3-(4-hydroxyphenyl)-2-propenoate
4-[(2S)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-chromen-2-yl]phenyl 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-beta-D-glucopyranoside
CHEBI:66575
Q27135190

2D Structure

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2D Structure of Leufolin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4689 46.89%
Caco-2 - 0.8918 89.18%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.5846 58.46%
OATP2B1 inhibitior - 0.8463 84.63%
OATP1B1 inhibitior + 0.9080 90.80%
OATP1B3 inhibitior + 0.9635 96.35%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7820 78.20%
P-glycoprotein inhibitior + 0.6639 66.39%
P-glycoprotein substrate - 0.7501 75.01%
CYP3A4 substrate + 0.6617 66.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8640 86.40%
CYP3A4 inhibition - 0.8901 89.01%
CYP2C9 inhibition - 0.8448 84.48%
CYP2C19 inhibition - 0.8659 86.59%
CYP2D6 inhibition - 0.9392 93.92%
CYP1A2 inhibition - 0.9312 93.12%
CYP2C8 inhibition + 0.7414 74.14%
CYP inhibitory promiscuity - 0.7755 77.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6770 67.70%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8969 89.69%
Skin irritation - 0.8069 80.69%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6683 66.83%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8777 87.77%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7708 77.08%
Acute Oral Toxicity (c) III 0.4048 40.48%
Estrogen receptor binding + 0.7537 75.37%
Androgen receptor binding + 0.6074 60.74%
Thyroid receptor binding + 0.5279 52.79%
Glucocorticoid receptor binding + 0.5650 56.50%
Aromatase binding - 0.5143 51.43%
PPAR gamma + 0.7658 76.58%
Honey bee toxicity - 0.7129 71.29%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9677 96.77%

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 99.70% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.12% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.21% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.35% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.15% 96.09%
CHEMBL4208 P20618 Proteasome component C5 93.94% 90.00%
CHEMBL3194 P02766 Transthyretin 93.07% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 92.31% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.57% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.31% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.02% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.30% 96.00%
CHEMBL2581 P07339 Cathepsin D 88.15% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.11% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.54% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.76% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.37% 94.80%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.95% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.84% 95.64%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.74% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 83.57% 94.73%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.16% 95.78%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 83.13% 97.03%
CHEMBL5255 O00206 Toll-like receptor 4 83.04% 92.50%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.08% 91.71%
CHEMBL1929 P47989 Xanthine dehydrogenase 81.01% 96.12%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.63% 85.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.44% 95.89%

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.
Leucas urticifolia

Cross-Links

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PubChem 70697844
LOTUS LTS0220791
wikiData Q27135190