3,7-Dihydroxy-2-[3-(2-hydroxy-3-methylbut-3-enyl)-4-methoxyphenyl]-5,6-dimethoxychromen-4-one

Details

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Internal ID eb4fff88-4cf3-4d7f-b4f6-67225736a187
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
IUPAC Name 3,7-dihydroxy-2-[3-(2-hydroxy-3-methylbut-3-enyl)-4-methoxyphenyl]-5,6-dimethoxychromen-4-one
SMILES (Canonical) CC(=C)C(CC1=C(C=CC(=C1)C2=C(C(=O)C3=C(O2)C=C(C(=C3OC)OC)O)O)OC)O
SMILES (Isomeric) CC(=C)C(CC1=C(C=CC(=C1)C2=C(C(=O)C3=C(O2)C=C(C(=C3OC)OC)O)O)OC)O
InChI InChI=1S/C23H24O8/c1-11(2)14(24)9-13-8-12(6-7-16(13)28-3)21-20(27)19(26)18-17(31-21)10-15(25)22(29-4)23(18)30-5/h6-8,10,14,24-25,27H,1,9H2,2-5H3
InChI Key VSIPYJYMDXQPCZ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C23H24O8
Molecular Weight 428.40 g/mol
Exact Mass 428.14711772 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,7-Dihydroxy-2-[3-(2-hydroxy-3-methylbut-3-enyl)-4-methoxyphenyl]-5,6-dimethoxychromen-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 + 0.9880 98.80%
Caco-2 - 0.5273 52.73%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5821 58.21%
OATP2B1 inhibitior - 0.7141 71.41%
OATP1B1 inhibitior + 0.9105 91.05%
OATP1B3 inhibitior + 0.8823 88.23%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6688 66.88%
P-glycoprotein inhibitior + 0.7563 75.63%
P-glycoprotein substrate - 0.5790 57.90%
CYP3A4 substrate + 0.6307 63.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7373 73.73%
CYP3A4 inhibition - 0.6811 68.11%
CYP2C9 inhibition - 0.5955 59.55%
CYP2C19 inhibition + 0.6601 66.01%
CYP2D6 inhibition - 0.7987 79.87%
CYP1A2 inhibition - 0.5172 51.72%
CYP2C8 inhibition + 0.8302 83.02%
CYP inhibitory promiscuity + 0.7071 70.71%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6956 69.56%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.8586 85.86%
Skin irritation - 0.7545 75.45%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7431 74.31%
Micronuclear + 0.5359 53.59%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.7930 79.30%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.9044 90.44%
Acute Oral Toxicity (c) III 0.4889 48.89%
Estrogen receptor binding + 0.8788 87.88%
Androgen receptor binding + 0.5937 59.37%
Thyroid receptor binding + 0.7098 70.98%
Glucocorticoid receptor binding + 0.8289 82.89%
Aromatase binding + 0.6938 69.38%
PPAR gamma + 0.6990 69.90%
Honey bee toxicity - 0.7388 73.88%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9767 97.67%

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 99.12% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.26% 85.14%
CHEMBL2581 P07339 Cathepsin D 98.08% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.74% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.33% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.80% 94.45%
CHEMBL1255126 O15151 Protein Mdm4 93.67% 90.20%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.67% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.43% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.54% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.48% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.12% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.72% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.85% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 81.56% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 81.26% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.14% 95.50%

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.
Duranta erecta

Cross-Links

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PubChem 10410309
LOTUS LTS0036556
wikiData Q105292231