Erigeroflavanone

Details

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Internal ID 0ceecf76-0d64-43f4-8176-7ab007601608
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 2-O-methylated flavonoids
IUPAC Name methyl 2-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2-methoxy-4-oxochromen-3-yl]acetate
SMILES (Canonical) COC(=O)CC1(C(=O)C2=C(C=C(C=C2OC1(C3=CC(=C(C=C3)O)O)OC)O)O)O
SMILES (Isomeric) COC(=O)C[C@@]1(C(=O)C2=C(C=C(C=C2O[C@@]1(C3=CC(=C(C=C3)O)O)OC)O)O)O
InChI InChI=1S/C19H18O10/c1-27-15(24)8-18(26)17(25)16-13(23)6-10(20)7-14(16)29-19(18,28-2)9-3-4-11(21)12(22)5-9/h3-7,20-23,26H,8H2,1-2H3/t18-,19+/m0/s1
InChI Key ZPKRBBYQFOQJRL-RBUKOAKNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C19H18O10
Molecular Weight 406.30 g/mol
Exact Mass 406.08999677 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.88
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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CHEMBL465526
BDBM50251269
rel-(2R,3R)-3,5,7,3'',4''-pentahydroxy-2-methoxy-flavanone-3-acetic acid methyl ester
methyl 2-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2-methoxy-4-oxochromen-3-yl]acetate

2D Structure

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2D Structure of Erigeroflavanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8599 85.99%
Caco-2 - 0.6048 60.48%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5284 52.84%
OATP2B1 inhibitior + 0.5747 57.47%
OATP1B1 inhibitior + 0.9219 92.19%
OATP1B3 inhibitior + 0.9211 92.11%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6109 61.09%
P-glycoprotein inhibitior - 0.7153 71.53%
P-glycoprotein substrate - 0.7428 74.28%
CYP3A4 substrate + 0.5916 59.16%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8609 86.09%
CYP3A4 inhibition - 0.7569 75.69%
CYP2C9 inhibition - 0.9501 95.01%
CYP2C19 inhibition - 0.9485 94.85%
CYP2D6 inhibition - 0.9247 92.47%
CYP1A2 inhibition - 0.8852 88.52%
CYP2C8 inhibition + 0.6617 66.17%
CYP inhibitory promiscuity - 0.9204 92.04%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6677 66.77%
Eye corrosion - 0.9897 98.97%
Eye irritation + 0.5569 55.69%
Skin irritation - 0.7637 76.37%
Skin corrosion - 0.9254 92.54%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5600 56.00%
Micronuclear + 0.5759 57.59%
Hepatotoxicity - 0.5601 56.01%
skin sensitisation - 0.9027 90.27%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5555 55.55%
Acute Oral Toxicity (c) III 0.5639 56.39%
Estrogen receptor binding + 0.8558 85.58%
Androgen receptor binding + 0.8377 83.77%
Thyroid receptor binding - 0.5260 52.60%
Glucocorticoid receptor binding + 0.7669 76.69%
Aromatase binding + 0.6120 61.20%
PPAR gamma + 0.6921 69.21%
Honey bee toxicity - 0.7282 72.82%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9302 93.02%

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 99.54% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 99.12% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.40% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.55% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.83% 96.09%
CHEMBL4208 P20618 Proteasome component C5 91.42% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.35% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.00% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.74% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.21% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.96% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.68% 99.23%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.41% 80.00%
CHEMBL2535 P11166 Glucose transporter 81.77% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.62% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.47% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 80.30% 94.73%

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.
Erigeron annuus
Erigeron annuus

Cross-Links

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PubChem 24850296
NPASS NPC88243
ChEMBL CHEMBL465526
LOTUS LTS0240090
wikiData Q105380983