Isofunicone

Details

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Internal ID ad3f051c-eb69-403d-af11-9c34b35ce5ed
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Aryl-phenylketones
IUPAC Name methyl 5-hydroxy-3-methoxy-2-[5-methoxy-4-oxo-6-[(E)-prop-1-enyl]pyran-3-carbonyl]benzoate
SMILES (Canonical) CC=CC1=C(C(=O)C(=CO1)C(=O)C2=C(C=C(C=C2OC)O)C(=O)OC)OC
SMILES (Isomeric) C/C=C/C1=C(C(=O)C(=CO1)C(=O)C2=C(C=C(C=C2OC)O)C(=O)OC)OC
InChI InChI=1S/C19H18O8/c1-5-6-13-18(25-3)17(22)12(9-27-13)16(21)15-11(19(23)26-4)7-10(20)8-14(15)24-2/h5-9,20H,1-4H3/b6-5+
InChI Key RKPUWEPREOHXHS-AATRIKPKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H18O8
Molecular Weight 374.30 g/mol
Exact Mass 374.10016753 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Isofunicone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9351 93.51%
Caco-2 + 0.5867 58.67%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7276 72.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8634 86.34%
OATP1B3 inhibitior + 0.9348 93.48%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.5554 55.54%
P-glycoprotein inhibitior + 0.7922 79.22%
P-glycoprotein substrate - 0.7372 73.72%
CYP3A4 substrate + 0.5627 56.27%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition - 0.7993 79.93%
CYP2C9 inhibition - 0.9751 97.51%
CYP2C19 inhibition - 0.8698 86.98%
CYP2D6 inhibition - 0.9201 92.01%
CYP1A2 inhibition - 0.7923 79.23%
CYP2C8 inhibition + 0.7070 70.70%
CYP inhibitory promiscuity - 0.6600 66.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8939 89.39%
Carcinogenicity (trinary) Danger 0.4645 46.45%
Eye corrosion - 0.9789 97.89%
Eye irritation - 0.6935 69.35%
Skin irritation - 0.7793 77.93%
Skin corrosion - 0.9774 97.74%
Ames mutagenesis - 0.5878 58.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5773 57.73%
Micronuclear + 0.7659 76.59%
Hepatotoxicity + 0.5617 56.17%
skin sensitisation - 0.9349 93.49%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity + 0.6614 66.14%
Acute Oral Toxicity (c) II 0.5424 54.24%
Estrogen receptor binding + 0.8385 83.85%
Androgen receptor binding + 0.6499 64.99%
Thyroid receptor binding - 0.5769 57.69%
Glucocorticoid receptor binding + 0.7793 77.93%
Aromatase binding - 0.5168 51.68%
PPAR gamma + 0.7127 71.27%
Honey bee toxicity - 0.8773 87.73%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9737 97.37%

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 97.90% 91.11%
CHEMBL2535 P11166 Glucose transporter 91.62% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.45% 99.17%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 90.21% 94.42%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.20% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.33% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.05% 96.00%
CHEMBL4040 P28482 MAP kinase ERK2 87.01% 83.82%
CHEMBL3401 O75469 Pregnane X receptor 86.43% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.41% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.04% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.48% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.27% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.67% 89.00%
CHEMBL4208 P20618 Proteasome component C5 82.81% 90.00%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 81.46% 98.21%
CHEMBL2581 P07339 Cathepsin D 81.26% 98.95%
CHEMBL3194 P02766 Transthyretin 81.15% 90.71%
CHEMBL1255126 O15151 Protein Mdm4 80.68% 90.20%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.24% 99.23%

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.
Jurinea eriobasis

Cross-Links

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PubChem 10571422
LOTUS LTS0241647
wikiData Q105379008