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(3R)-3,4-Dihydro-7-hydroxy-3-[2-hydroxy-4-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-5-methoxy-2H-1-benzopyran-8-carboxaldehyde

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 e6d32560-f6b9-4124-8951-f520690d7e88
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 5-O-methylated isoflavonoids
IUPAC Name (3R)-7-hydroxy-3-[2-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl]-5-methoxy-3,4-dihydro-2H-chromene-8-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H26O6/c1-13(2)5-6-16-20(27-3)8-7-15(22(16)26)14-9-17-21(28-4)10-19(25)18(11-24)23(17)29-12-14/h5,7-8,10-11,14,25-26H,6,9,12H2,1-4H3/t14-/m0/s1
InChI Key KZQAGRHRFKIERV-AWEZNQCLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C23H26O6
Molecular Weight 398.40 g/mol
Exact Mass 398.17293854 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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(3R)-3,4-Dihydro-7-hydroxy-3-[2-hydroxy-4-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-5-methoxy-2H-1-benzopyran-8-carboxaldehyde
156250-70-3

2D Structure

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2D Structure of (3R)-3,4-Dihydro-7-hydroxy-3-[2-hydroxy-4-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-5-methoxy-2H-1-benzopyran-8-carboxaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9877 98.77%
Caco-2 + 0.7296 72.96%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8800 88.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8855 88.55%
OATP1B3 inhibitior + 0.8921 89.21%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9666 96.66%
P-glycoprotein inhibitior + 0.6861 68.61%
P-glycoprotein substrate + 0.5481 54.81%
CYP3A4 substrate + 0.6241 62.41%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate - 0.7806 78.06%
CYP3A4 inhibition - 0.8321 83.21%
CYP2C9 inhibition + 0.8527 85.27%
CYP2C19 inhibition + 0.9164 91.64%
CYP2D6 inhibition - 0.5895 58.95%
CYP1A2 inhibition + 0.9230 92.30%
CYP2C8 inhibition + 0.6465 64.65%
CYP inhibitory promiscuity + 0.8875 88.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9413 94.13%
Carcinogenicity (trinary) Non-required 0.7705 77.05%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.7921 79.21%
Skin irritation - 0.8238 82.38%
Skin corrosion - 0.9619 96.19%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5483 54.83%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8444 84.44%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.4851 48.51%
Acute Oral Toxicity (c) III 0.5060 50.60%
Estrogen receptor binding + 0.9497 94.97%
Androgen receptor binding + 0.6825 68.25%
Thyroid receptor binding + 0.6620 66.20%
Glucocorticoid receptor binding + 0.8585 85.85%
Aromatase binding + 0.6690 66.90%
PPAR gamma + 0.7396 73.96%
Honey bee toxicity - 0.8091 80.91%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6255 62.55%
Fish aquatic toxicity + 0.9956 99.56%

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
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 97.20% 98.11%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.34% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.21% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.29% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.68% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.14% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.80% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.01% 93.40%
CHEMBL2581 P07339 Cathepsin D 87.68% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.57% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.12% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 87.06% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.01% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.79% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.20% 100.00%
CHEMBL2535 P11166 Glucose transporter 83.90% 98.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.88% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 83.06% 91.19%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.82% 89.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.73% 85.14%
CHEMBL3194 P02766 Transthyretin 81.69% 90.71%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.26% 83.10%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.21% 94.00%

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 uralensis

Cross-Links

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PubChem 163040882
LOTUS LTS0019244
wikiData Q105148390