(2R)-5-methoxy-7-(3-methylbut-2-enoxy)-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one

Details

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Internal ID 41938615-72a2-44f2-863c-af5348a69e86
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (2R)-5-methoxy-7-(3-methylbut-2-enoxy)-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=CCC1=C2C(=C(C=C1OCC=C(C)C)OC)C(=O)CC(O2)C3=CC=CC=C3)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C=C1OCC=C(C)C)OC)C(=O)C[C@@H](O2)C3=CC=CC=C3)C
InChI InChI=1S/C26H30O4/c1-17(2)11-12-20-23(29-14-13-18(3)4)16-24(28-5)25-21(27)15-22(30-26(20)25)19-9-7-6-8-10-19/h6-11,13,16,22H,12,14-15H2,1-5H3/t22-/m1/s1
InChI Key KSYDDINMVMFLLB-JOCHJYFZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O4
Molecular Weight 406.50 g/mol
Exact Mass 406.21440943 g/mol
Topological Polar Surface Area (TPSA) 44.80 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.26
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-5-methoxy-7-(3-methylbut-2-enoxy)-8-(3-methylbut-2-enyl)-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 + 0.9971 99.71%
Caco-2 + 0.7745 77.45%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8561 85.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8946 89.46%
OATP1B3 inhibitior + 0.9367 93.67%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9889 98.89%
P-glycoprotein inhibitior + 0.9638 96.38%
P-glycoprotein substrate - 0.7891 78.91%
CYP3A4 substrate + 0.5684 56.84%
CYP2C9 substrate - 0.8008 80.08%
CYP2D6 substrate - 0.7156 71.56%
CYP3A4 inhibition - 0.6919 69.19%
CYP2C9 inhibition + 0.6273 62.73%
CYP2C19 inhibition + 0.9459 94.59%
CYP2D6 inhibition - 0.8208 82.08%
CYP1A2 inhibition + 0.9092 90.92%
CYP2C8 inhibition + 0.6013 60.13%
CYP inhibitory promiscuity + 0.9252 92.52%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.7680 76.80%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.8550 85.50%
Skin irritation - 0.8451 84.51%
Skin corrosion - 0.9760 97.60%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8657 86.57%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5677 56.77%
skin sensitisation - 0.7868 78.68%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.5957 59.57%
Acute Oral Toxicity (c) III 0.6748 67.48%
Estrogen receptor binding + 0.8668 86.68%
Androgen receptor binding + 0.6819 68.19%
Thyroid receptor binding + 0.6839 68.39%
Glucocorticoid receptor binding + 0.8397 83.97%
Aromatase binding - 0.5408 54.08%
PPAR gamma + 0.8019 80.19%
Honey bee toxicity - 0.8193 81.93%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9915 99.15%

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 98.03% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.97% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.72% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.38% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.10% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.66% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.22% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 89.58% 94.73%
CHEMBL2535 P11166 Glucose transporter 86.72% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.44% 96.00%
CHEMBL4208 P20618 Proteasome component C5 85.15% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.06% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.82% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.78% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.39% 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.
Lonchocarpus costaricensis

Cross-Links

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PubChem 162843968
LOTUS LTS0190635
wikiData Q105145652