Gossypetin hexamethyl ether

Details

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Internal ID f8b932cd-3bf0-44be-ac96-1e50b884b43b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name 2-(3,4-dimethoxyphenyl)-3,5,7,8-tetramethoxychromen-4-one
SMILES (Canonical) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C=C3OC)OC)OC)OC)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C=C3OC)OC)OC)OC)OC
InChI InChI=1S/C21H22O8/c1-23-12-8-7-11(9-13(12)24-2)18-21(28-6)17(22)16-14(25-3)10-15(26-4)19(27-5)20(16)29-18/h7-10H,1-6H3
InChI Key XBZIUXVIWRAJKB-UHFFFAOYSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22O8
Molecular Weight 402.40 g/mol
Exact Mass 402.13146766 g/mol
Topological Polar Surface Area (TPSA) 81.70 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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3,5,7,8,3',4'-Hexamethoxyflavone
2-(3,4-Dimethoxyphenyl)-3,5,7,8-tetramethoxy-4H-1-benzopyran-4-one
7741-47-1
3,3',4',5,7,8-Hexamethoxyflavone
2-(3,4-dimethoxyphenyl)-3,5,7,8-tetramethoxychromen-4-one
4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3,5,7,8-tetramethoxy-
3,5,7,8,3 inverted exclamation marka,4 inverted exclamation marka-Hexamethoxyflavone
SCHEMBL988273
DTXSID60228122
CHEBI:175984
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Gossypetin hexamethyl ether

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9901 99.01%
Caco-2 + 0.8787 87.87%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.7429 74.29%
Subcellular localzation Mitochondria 0.7006 70.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9549 95.49%
OATP1B3 inhibitior + 0.9919 99.19%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7835 78.35%
P-glycoprotein inhibitior + 0.9472 94.72%
P-glycoprotein substrate - 0.8354 83.54%
CYP3A4 substrate - 0.5107 51.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7654 76.54%
CYP3A4 inhibition + 0.6138 61.38%
CYP2C9 inhibition - 0.7985 79.85%
CYP2C19 inhibition + 0.7445 74.45%
CYP2D6 inhibition - 0.9546 95.46%
CYP1A2 inhibition + 0.9694 96.94%
CYP2C8 inhibition + 0.7132 71.32%
CYP inhibitory promiscuity + 0.8123 81.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5636 56.36%
Eye corrosion - 0.9682 96.82%
Eye irritation + 0.5605 56.05%
Skin irritation - 0.7565 75.65%
Skin corrosion - 0.9845 98.45%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7377 73.77%
Micronuclear + 0.7759 77.59%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.9439 94.39%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6098 60.98%
Acute Oral Toxicity (c) II 0.6245 62.45%
Estrogen receptor binding + 0.8774 87.74%
Androgen receptor binding + 0.7662 76.62%
Thyroid receptor binding + 0.6708 67.08%
Glucocorticoid receptor binding + 0.8106 81.06%
Aromatase binding + 0.6856 68.56%
PPAR gamma + 0.7882 78.82%
Honey bee toxicity - 0.8486 84.86%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9192 91.92%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.72% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.49% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.09% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.84% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.36% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.24% 98.95%
CHEMBL4302 P08183 P-glycoprotein 1 86.20% 92.98%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.97% 96.00%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 83.68% 85.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.10% 91.11%
CHEMBL1255126 O15151 Protein Mdm4 82.37% 90.20%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.64% 99.17%

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.
Aesculus turbinata
Alnus alnobetula
Argyreia nervosa
Artocarpus styracifolius
Dorstenia mannii
Equisetum hyemale
Forsythia giraldiana
Krameria erecta
Melicope triphylla
Murraya paniculata
Swertia diluta

Cross-Links

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PubChem 146093
NPASS NPC140364
LOTUS LTS0135012
wikiData Q83108053