5,7-dihydroxy-6-[(2S)-2-hydroxy-3-methylbut-3-enyl]-2-(4-hydroxyphenyl)chromen-4-one

Details

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Internal ID 01145f41-60df-4cc2-8116-99c0f7d3d8a3
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
IUPAC Name 5,7-dihydroxy-6-[(2S)-2-hydroxy-3-methylbut-3-enyl]-2-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical) CC(=C)C(CC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)O)O)O
SMILES (Isomeric) CC(=C)[C@H](CC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)O)O)O
InChI InChI=1S/C20H18O6/c1-10(2)14(22)7-13-15(23)8-18-19(20(13)25)16(24)9-17(26-18)11-3-5-12(21)6-4-11/h3-6,8-9,14,21-23,25H,1,7H2,2H3/t14-/m0/s1
InChI Key PDONMPUBRSPUSC-AWEZNQCLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H18O6
Molecular Weight 354.40 g/mol
Exact Mass 354.11033829 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-dihydroxy-6-[(2S)-2-hydroxy-3-methylbut-3-enyl]-2-(4-hydroxyphenyl)chromen-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 + 0.9898 98.98%
Caco-2 - 0.8378 83.78%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6331 63.31%
OATP2B1 inhibitior + 0.5734 57.34%
OATP1B1 inhibitior + 0.8736 87.36%
OATP1B3 inhibitior + 0.8957 89.57%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7079 70.79%
P-glycoprotein inhibitior - 0.6171 61.71%
P-glycoprotein substrate - 0.7355 73.55%
CYP3A4 substrate + 0.5719 57.19%
CYP2C9 substrate - 0.5826 58.26%
CYP2D6 substrate - 0.8167 81.67%
CYP3A4 inhibition + 0.5568 55.68%
CYP2C9 inhibition + 0.5729 57.29%
CYP2C19 inhibition + 0.6616 66.16%
CYP2D6 inhibition - 0.8611 86.11%
CYP1A2 inhibition + 0.6402 64.02%
CYP2C8 inhibition + 0.7308 73.08%
CYP inhibitory promiscuity + 0.8088 80.88%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6701 67.01%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.5923 59.23%
Skin irritation - 0.6931 69.31%
Skin corrosion - 0.9108 91.08%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5875 58.75%
Micronuclear + 0.5959 59.59%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.6933 69.33%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8410 84.10%
Acute Oral Toxicity (c) III 0.4167 41.67%
Estrogen receptor binding + 0.8888 88.88%
Androgen receptor binding + 0.8027 80.27%
Thyroid receptor binding + 0.6700 67.00%
Glucocorticoid receptor binding + 0.9335 93.35%
Aromatase binding + 0.7647 76.47%
PPAR gamma + 0.9271 92.71%
Honey bee toxicity - 0.7700 77.00%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9862 98.62%

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
CHEMBL2581 P07339 Cathepsin D 99.08% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.05% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.02% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.11% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.89% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 90.82% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.60% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.95% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 89.85% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.83% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.54% 90.71%
CHEMBL301 P24941 Cyclin-dependent kinase 2 85.50% 91.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.70% 95.56%
CHEMBL242 Q92731 Estrogen receptor beta 83.16% 98.35%
CHEMBL3194 P02766 Transthyretin 83.01% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.35% 95.64%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.77% 85.11%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.38% 86.92%

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.
Dorstenia dinklagei
Maclura pomifera

Cross-Links

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PubChem 162910873
LOTUS LTS0170157
wikiData Q105206631