5,7-Dihydroxy-3-methoxy-2-(3-methoxy-4-((3-methyl-2-butenyl)oxy)phenyl)-4H-1-benzopyran-4-one

Details

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Internal ID fb188a94-218f-48a1-996a-ddb93250dd21
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
IUPAC Name 5,7-dihydroxy-3-methoxy-2-[3-methoxy-4-(3-methylbut-2-enoxy)phenyl]chromen-4-one
SMILES (Canonical) CC(=CCOC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC)OC)C
SMILES (Isomeric) CC(=CCOC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC)OC)C
InChI InChI=1S/C22H22O7/c1-12(2)7-8-28-16-6-5-13(9-17(16)26-3)21-22(27-4)20(25)19-15(24)10-14(23)11-18(19)29-21/h5-7,9-11,23-24H,8H2,1-4H3
InChI Key FGCOHIKLPLTZAH-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H22O7
Molecular Weight 398.40 g/mol
Exact Mass 398.13655304 g/mol
Topological Polar Surface Area (TPSA) 94.50 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.23
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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CHEBI:178237
LMPK12112746
5,7-dihydroxy-3-methoxy-2-[3-methoxy-4-(3-methylbut-2-enoxy)phenyl]chromen-4-one

2D Structure

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2D Structure of 5,7-Dihydroxy-3-methoxy-2-(3-methoxy-4-((3-methyl-2-butenyl)oxy)phenyl)-4H-1-benzopyran-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 + 0.9802 98.02%
Caco-2 + 0.6216 62.16%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6766 67.66%
OATP2B1 inhibitior - 0.7152 71.52%
OATP1B1 inhibitior + 0.9219 92.19%
OATP1B3 inhibitior + 0.7917 79.17%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8356 83.56%
P-glycoprotein inhibitior + 0.8660 86.60%
P-glycoprotein substrate - 0.6295 62.95%
CYP3A4 substrate + 0.6170 61.70%
CYP2C9 substrate - 0.6279 62.79%
CYP2D6 substrate - 0.8428 84.28%
CYP3A4 inhibition - 0.6052 60.52%
CYP2C9 inhibition + 0.8205 82.05%
CYP2C19 inhibition + 0.9103 91.03%
CYP2D6 inhibition - 0.5944 59.44%
CYP1A2 inhibition + 0.8678 86.78%
CYP2C8 inhibition + 0.9291 92.91%
CYP inhibitory promiscuity + 0.9260 92.60%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7659 76.59%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.6655 66.55%
Skin irritation - 0.7891 78.91%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6846 68.46%
Micronuclear + 0.5300 53.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8208 82.08%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7005 70.05%
Acute Oral Toxicity (c) III 0.7298 72.98%
Estrogen receptor binding + 0.9347 93.47%
Androgen receptor binding + 0.8258 82.58%
Thyroid receptor binding + 0.6262 62.62%
Glucocorticoid receptor binding + 0.9110 91.10%
Aromatase binding + 0.8114 81.14%
PPAR gamma + 0.8631 86.31%
Honey bee toxicity - 0.8450 84.50%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9823 98.23%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.18% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.55% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.16% 89.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 94.86% 96.12%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.75% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.65% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.67% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.47% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 91.87% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.32% 96.09%
CHEMBL3194 P02766 Transthyretin 86.86% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.60% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 86.57% 94.75%
CHEMBL4208 P20618 Proteasome component C5 86.56% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.79% 96.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.92% 95.78%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.23% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.73% 99.15%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 81.92% 85.00%

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.
Bosistoa medicinalis

Cross-Links

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PubChem 44259691
LOTUS LTS0125534
wikiData Q104994813