(2R)-4',5,7-Trihydroxy-6-methylflavanone

Details

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Internal ID 6ec173c3-d2e7-460c-bd73-34613d15f511
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
IUPAC Name (2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC=C(C=C3)O)O
SMILES (Isomeric) CC1=C(C2=C(C=C1O)O[C@H](CC2=O)C3=CC=C(C=C3)O)O
InChI InChI=1S/C16H14O5/c1-8-11(18)6-14-15(16(8)20)12(19)7-13(21-14)9-2-4-10(17)5-3-9/h2-6,13,17-18,20H,7H2,1H3/t13-/m1/s1
InChI Key SLFZBNOERHGNMI-CYBMUJFWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H14O5
Molecular Weight 286.28 g/mol
Exact Mass 286.08412354 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.82
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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(2R)-4',5,7-Trihydroxy-6-methylflavanone
(2r)-5,7,4'-trihydroxy-6-methylflavanone
(2R)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-4H-1-benzopyran-4-one
206560-98-7

2D Structure

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2D Structure of (2R)-4',5,7-Trihydroxy-6-methylflavanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9463 94.63%
Caco-2 + 0.6543 65.43%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7969 79.69%
OATP2B1 inhibitior - 0.6101 61.01%
OATP1B1 inhibitior + 0.9001 90.01%
OATP1B3 inhibitior + 0.9395 93.95%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8189 81.89%
P-glycoprotein inhibitior - 0.8951 89.51%
P-glycoprotein substrate - 0.9133 91.33%
CYP3A4 substrate + 0.5110 51.10%
CYP2C9 substrate - 0.7974 79.74%
CYP2D6 substrate - 0.7747 77.47%
CYP3A4 inhibition + 0.8322 83.22%
CYP2C9 inhibition + 0.9091 90.91%
CYP2C19 inhibition + 0.8751 87.51%
CYP2D6 inhibition - 0.7485 74.85%
CYP1A2 inhibition + 0.9317 93.17%
CYP2C8 inhibition - 0.6810 68.10%
CYP inhibitory promiscuity + 0.7479 74.79%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6160 61.60%
Eye corrosion - 0.9931 99.31%
Eye irritation + 0.8441 84.41%
Skin irritation - 0.5602 56.02%
Skin corrosion - 0.9139 91.39%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition - 0.7310 73.10%
Micronuclear + 0.8459 84.59%
Hepatotoxicity - 0.6467 64.67%
skin sensitisation - 0.8910 89.10%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.5972 59.72%
Acute Oral Toxicity (c) I 0.3194 31.94%
Estrogen receptor binding + 0.7148 71.48%
Androgen receptor binding + 0.7413 74.13%
Thyroid receptor binding + 0.7060 70.60%
Glucocorticoid receptor binding + 0.7899 78.99%
Aromatase binding + 0.5452 54.52%
PPAR gamma + 0.8127 81.27%
Honey bee toxicity - 0.9203 92.03%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8635 86.35%

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 97.69% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.71% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.40% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.28% 89.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 89.97% 85.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.37% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.79% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.63% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.77% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.50% 99.15%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 84.76% 90.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.60% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 82.64% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.76% 94.80%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.32% 93.40%
CHEMBL4208 P20618 Proteasome component C5 81.17% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.37% 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.
Lepechinia caulescens
Maprounea guianensis
Peritassa campestris
Pseudotsuga sinensis var. sinensis
Qualea labouriauana

Cross-Links

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PubChem 59072631
NPASS NPC52
LOTUS LTS0194723
wikiData Q105255294