5,7-Dihydroxy-3-[4-hydroxy-3-methyl-2,5-bis(3-methylbut-2-enyl)phenyl]chromen-4-one

Details

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Internal ID 41945048-2770-4706-86b4-085afdb0ed13
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones > 2-prenylated isoflavones
IUPAC Name 5,7-dihydroxy-3-[4-hydroxy-3-methyl-2,5-bis(3-methylbut-2-enyl)phenyl]chromen-4-one
SMILES (Canonical) CC1=C(C(=CC(=C1CC=C(C)C)C2=COC3=CC(=CC(=C3C2=O)O)O)CC=C(C)C)O
SMILES (Isomeric) CC1=C(C(=CC(=C1CC=C(C)C)C2=COC3=CC(=CC(=C3C2=O)O)O)CC=C(C)C)O
InChI InChI=1S/C26H28O5/c1-14(2)6-8-17-10-20(19(9-7-15(3)4)16(5)25(17)29)21-13-31-23-12-18(27)11-22(28)24(23)26(21)30/h6-7,10-13,27-29H,8-9H2,1-5H3
InChI Key ZUBXHWGVNFWLBN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O5
Molecular Weight 420.50 g/mol
Exact Mass 420.19367399 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 6.90
Atomic LogP (AlogP) 5.90
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-Dihydroxy-3-[4-hydroxy-3-methyl-2,5-bis(3-methylbut-2-enyl)phenyl]chromen-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 + 0.9822 98.22%
Caco-2 + 0.5669 56.69%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7087 70.87%
OATP2B1 inhibitior + 0.5762 57.62%
OATP1B1 inhibitior + 0.8429 84.29%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9416 94.16%
P-glycoprotein inhibitior + 0.6285 62.85%
P-glycoprotein substrate - 0.7625 76.25%
CYP3A4 substrate + 0.5917 59.17%
CYP2C9 substrate - 0.5755 57.55%
CYP2D6 substrate - 0.8328 83.28%
CYP3A4 inhibition - 0.6056 60.56%
CYP2C9 inhibition + 0.9353 93.53%
CYP2C19 inhibition + 0.9002 90.02%
CYP2D6 inhibition - 0.6030 60.30%
CYP1A2 inhibition + 0.9206 92.06%
CYP2C8 inhibition + 0.5440 54.40%
CYP inhibitory promiscuity + 0.9414 94.14%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6632 66.32%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.6442 64.42%
Skin irritation - 0.7275 72.75%
Skin corrosion - 0.9357 93.57%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6906 69.06%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.7576 75.76%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5386 53.86%
Estrogen receptor binding + 0.9002 90.02%
Androgen receptor binding + 0.7599 75.99%
Thyroid receptor binding + 0.5992 59.92%
Glucocorticoid receptor binding + 0.8519 85.19%
Aromatase binding + 0.6203 62.03%
PPAR gamma + 0.9037 90.37%
Honey bee toxicity - 0.8778 87.78%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9953 99.53%

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 99.29% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.84% 98.95%
CHEMBL1929 P47989 Xanthine dehydrogenase 94.70% 96.12%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.60% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 93.24% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.73% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.48% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 89.88% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.74% 99.17%
CHEMBL4208 P20618 Proteasome component C5 84.16% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.15% 99.23%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.04% 89.34%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.66% 97.28%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.54% 94.00%
CHEMBL3194 P02766 Transthyretin 80.02% 90.71%

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.
Flemingia prostrata

Cross-Links

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PubChem 162968163
LOTUS LTS0138600
wikiData Q105383481