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6'',6''-Dimethylpyrano[2'',3'':6',5']-2'-hydroxy-3,4,4'-trimethoxychalcone

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 1f7f7382-a18a-4eb1-b1d0-e359704a9c8b
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
IUPAC Name (E)-3-(3,4-dimethoxyphenyl)-1-(7-hydroxy-5-methoxy-2,2-dimethylchromen-8-yl)prop-2-en-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H24O6/c1-23(2)11-10-15-19(27-4)13-17(25)21(22(15)29-23)16(24)8-6-14-7-9-18(26-3)20(12-14)28-5/h6-13,25H,1-5H3/b8-6+
InChI Key MYVVQLOQHTYUSA-SOFGYWHQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H24O6
Molecular Weight 396.40 g/mol
Exact Mass 396.15728848 g/mol
Topological Polar Surface Area (TPSA) 74.20 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.50
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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CHEBI:185879
LMPK12120314
2'-Hydroxy-3,4,4'-trimethoxy-5',6'-(2'',2''-dimethylpyrano)chalcone
(E)-3-(3,4-dimethoxyphenyl)-1-(7-hydroxy-5-methoxy-2,2-dimethylchromen-8-yl)prop-2-en-1-one
3-(3,4-Dimethoxy-phenyl)-1-(7-hydroxy-5-methoxy-2,2-dimethyl-2H-chromen-8-yl)-propenone
(2E)-3-(3,4-dimethoxyphenyl)-1-(7-hydroxy-5-methoxy-2,2-dimethyl-2H-chromen-8-yl)prop-2-en-1-one
2-propen-1-one, 3-(3,4-dimethoxyphenyl)-1-(7-hydroxy-5-methoxy-2,2-dimethyl-2H-1-benzopyran-8-yl)-, (2E)-
InChI=1/C23H24O6/c1-23(2)11-10-15-19(27-4)13-17(25)21(22(15)29-23)16(24)8-6-14-7-9-18(26-3)20(12-14)28-5/h6-13,25H,1-5H3/b8-6

2D Structure

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2D Structure of 6'',6''-Dimethylpyrano[2'',3'':6',5']-2'-hydroxy-3,4,4'-trimethoxychalcone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 + 0.8244 82.44%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7018 70.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9131 91.31%
OATP1B3 inhibitior + 0.9893 98.93%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9277 92.77%
P-glycoprotein inhibitior + 0.8780 87.80%
P-glycoprotein substrate - 0.6982 69.82%
CYP3A4 substrate + 0.5890 58.90%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8506 85.06%
CYP3A4 inhibition + 0.7103 71.03%
CYP2C9 inhibition - 0.8913 89.13%
CYP2C19 inhibition + 0.7122 71.22%
CYP2D6 inhibition - 0.7278 72.78%
CYP1A2 inhibition + 0.8092 80.92%
CYP2C8 inhibition + 0.7079 70.79%
CYP inhibitory promiscuity + 0.5495 54.95%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4753 47.53%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.6288 62.88%
Skin irritation - 0.7527 75.27%
Skin corrosion - 0.9685 96.85%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7457 74.57%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5414 54.14%
skin sensitisation - 0.8483 84.83%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.5928 59.28%
Acute Oral Toxicity (c) III 0.5358 53.58%
Estrogen receptor binding + 0.9563 95.63%
Androgen receptor binding + 0.8165 81.65%
Thyroid receptor binding + 0.8398 83.98%
Glucocorticoid receptor binding + 0.8579 85.79%
Aromatase binding + 0.7126 71.26%
PPAR gamma + 0.8607 86.07%
Honey bee toxicity - 0.8312 83.12%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9606 96.06%

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 98.71% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.68% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.26% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.16% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.34% 89.00%
CHEMBL1255126 O15151 Protein Mdm4 91.98% 90.20%
CHEMBL3194 P02766 Transthyretin 91.91% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.61% 96.00%
CHEMBL4208 P20618 Proteasome component C5 89.56% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.09% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.22% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.97% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.91% 95.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.07% 89.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.85% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.75% 91.07%
CHEMBL2535 P11166 Glucose transporter 82.98% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 82.93% 94.73%
CHEMBL230 P35354 Cyclooxygenase-2 81.93% 89.63%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.50% 89.62%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.16% 85.30%

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.
There are no matching plants.

Cross-Links

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PubChem 637127
LOTUS LTS0054372
wikiData Q105175219