(2R)-5,7,8-trimethoxy-2-phenyl-2,3-dihydrochromen-4-one

Details

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Internal ID 94c868b1-27a1-4977-810e-c5a3cc3141a8
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name (2R)-5,7,8-trimethoxy-2-phenyl-2,3-dihydrochromen-4-one
SMILES (Canonical) COC1=CC(=C(C2=C1C(=O)CC(O2)C3=CC=CC=C3)OC)OC
SMILES (Isomeric) COC1=CC(=C(C2=C1C(=O)C[C@@H](O2)C3=CC=CC=C3)OC)OC
InChI InChI=1S/C18H18O5/c1-20-14-10-15(21-2)17(22-3)18-16(14)12(19)9-13(23-18)11-7-5-4-6-8-11/h4-8,10,13H,9H2,1-3H3/t13-/m1/s1
InChI Key CQNKQOFKXLLWRE-CYBMUJFWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H18O5
Molecular Weight 314.30 g/mol
Exact Mass 314.11542367 g/mol
Topological Polar Surface Area (TPSA) 54.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.42
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-5,7,8-trimethoxy-2-phenyl-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9905 99.05%
Caco-2 + 0.9682 96.82%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7174 71.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9410 94.10%
OATP1B3 inhibitior + 0.9882 98.82%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.6525 65.25%
P-glycoprotein inhibitior + 0.7027 70.27%
P-glycoprotein substrate - 0.9443 94.43%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 0.8256 82.56%
CYP2D6 substrate + 0.3744 37.44%
CYP3A4 inhibition + 0.5817 58.17%
CYP2C9 inhibition - 0.8168 81.68%
CYP2C19 inhibition + 0.7186 71.86%
CYP2D6 inhibition - 0.9324 93.24%
CYP1A2 inhibition + 0.9255 92.55%
CYP2C8 inhibition + 0.5279 52.79%
CYP inhibitory promiscuity + 0.7312 73.12%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5681 56.81%
Eye corrosion - 0.9747 97.47%
Eye irritation - 0.6847 68.47%
Skin irritation - 0.7895 78.95%
Skin corrosion - 0.9824 98.24%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6481 64.81%
Micronuclear + 0.7418 74.18%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.9278 92.78%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) II 0.5134 51.34%
Estrogen receptor binding + 0.7397 73.97%
Androgen receptor binding + 0.5530 55.30%
Thyroid receptor binding + 0.6398 63.98%
Glucocorticoid receptor binding + 0.7165 71.65%
Aromatase binding - 0.6968 69.68%
PPAR gamma - 0.6045 60.45%
Honey bee toxicity - 0.8331 83.31%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.8462 84.62%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.03% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.97% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.77% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.42% 96.09%
CHEMBL2581 P07339 Cathepsin D 87.84% 98.95%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 86.58% 94.03%
CHEMBL2535 P11166 Glucose transporter 86.17% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.86% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.74% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.19% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.93% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.37% 97.09%

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.
Piper hispidum
Uvaria mocoli

Cross-Links

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PubChem 154496040
LOTUS LTS0202754
wikiData Q104968147