3-(1,3-Benzodioxol-5-yl)-1-[5-hydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]prop-2-en-1-one

Details

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Internal ID 2d7c5571-6d33-4a79-99b4-b90d0e5f0309
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
IUPAC Name 3-(1,3-benzodioxol-5-yl)-1-[5-hydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]prop-2-en-1-one
SMILES (Canonical) CC(=CCC1=CC(=C(C2=C1OC(C=C2)(C)C)O)C(=O)C=CC3=CC4=C(C=C3)OCO4)C
SMILES (Isomeric) CC(=CCC1=CC(=C(C2=C1OC(C=C2)(C)C)O)C(=O)C=CC3=CC4=C(C=C3)OCO4)C
InChI InChI=1S/C26H26O5/c1-16(2)5-8-18-14-20(24(28)19-11-12-26(3,4)31-25(18)19)21(27)9-6-17-7-10-22-23(13-17)30-15-29-22/h5-7,9-14,28H,8,15H2,1-4H3
InChI Key XQZPGKOIRKWRAA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H26O5
Molecular Weight 418.50 g/mol
Exact Mass 418.17802393 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.71
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-(1,3-Benzodioxol-5-yl)-1-[5-hydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]prop-2-en-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 + 0.5363 53.63%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7829 78.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8774 87.74%
OATP1B3 inhibitior + 0.9469 94.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9810 98.10%
P-glycoprotein inhibitior + 0.9256 92.56%
P-glycoprotein substrate - 0.5348 53.48%
CYP3A4 substrate + 0.5890 58.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8487 84.87%
CYP3A4 inhibition + 0.6083 60.83%
CYP2C9 inhibition + 0.6858 68.58%
CYP2C19 inhibition + 0.8259 82.59%
CYP2D6 inhibition - 0.6792 67.92%
CYP1A2 inhibition + 0.7191 71.91%
CYP2C8 inhibition + 0.5814 58.14%
CYP inhibitory promiscuity + 0.7547 75.47%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5640 56.40%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.6954 69.54%
Skin irritation - 0.6891 68.91%
Skin corrosion - 0.9322 93.22%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6971 69.71%
Micronuclear - 0.5126 51.26%
Hepatotoxicity - 0.6093 60.93%
skin sensitisation - 0.6253 62.53%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8522 85.22%
Acute Oral Toxicity (c) III 0.5637 56.37%
Estrogen receptor binding + 0.9496 94.96%
Androgen receptor binding + 0.8393 83.93%
Thyroid receptor binding + 0.6239 62.39%
Glucocorticoid receptor binding + 0.8423 84.23%
Aromatase binding + 0.7199 71.99%
PPAR gamma + 0.8966 89.66%
Honey bee toxicity - 0.8069 80.69%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9939 99.39%

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 99.72% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.46% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.63% 85.14%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 95.40% 85.30%
CHEMBL2581 P07339 Cathepsin D 94.97% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.93% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.32% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.07% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.74% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 91.40% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 88.51% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.54% 95.50%
CHEMBL4208 P20618 Proteasome component C5 86.77% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.68% 96.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.81% 94.80%
CHEMBL1951 P21397 Monoamine oxidase A 83.85% 91.49%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.68% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.16% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.54% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.01% 97.09%

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.
Pongamia pinnata

Cross-Links

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PubChem 163030465
LOTUS LTS0005322
wikiData Q105340251