(2S)-2-(1,3-benzodioxol-5-yl)-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one

Details

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Internal ID 6181982a-2ce1-4f54-b9a7-f5cb5f30a355
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
IUPAC Name (2S)-2-(1,3-benzodioxol-5-yl)-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one
SMILES (Canonical) CC(=CCC1=CC2=C(C3=C1OC(C=C3)(C)C)OC(CC2=O)C4=CC5=C(C=C4)OCO5)C
SMILES (Isomeric) CC(=CCC1=CC2=C(C3=C1OC(C=C3)(C)C)O[C@@H](CC2=O)C4=CC5=C(C=C4)OCO5)C
InChI InChI=1S/C26H26O5/c1-15(2)5-6-17-11-19-20(27)13-22(16-7-8-21-23(12-16)29-14-28-21)30-25(19)18-9-10-26(3,4)31-24(17)18/h5,7-12,22H,6,13-14H2,1-4H3/t22-/m0/s1
InChI Key MYBZQNOWCJPPLN-QFIPXVFZSA-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) 54.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.81
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-(1,3-benzodioxol-5-yl)-8,8-dimethyl-6-(3-methylbut-2-enyl)-2,3-dihydropyrano[2,3-h]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 + 0.9953 99.53%
Caco-2 + 0.5278 52.78%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8073 80.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8711 87.11%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9815 98.15%
P-glycoprotein inhibitior + 0.9448 94.48%
P-glycoprotein substrate - 0.5979 59.79%
CYP3A4 substrate + 0.6247 62.47%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.7942 79.42%
CYP3A4 inhibition + 0.7381 73.81%
CYP2C9 inhibition + 0.6229 62.29%
CYP2C19 inhibition + 0.8233 82.33%
CYP2D6 inhibition - 0.6864 68.64%
CYP1A2 inhibition - 0.5108 51.08%
CYP2C8 inhibition - 0.7189 71.89%
CYP inhibitory promiscuity + 0.8638 86.38%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5424 54.24%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.8646 86.46%
Skin irritation - 0.7548 75.48%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8435 84.35%
Micronuclear - 0.5367 53.67%
Hepatotoxicity + 0.5431 54.31%
skin sensitisation - 0.6412 64.12%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.6428 64.28%
Acute Oral Toxicity (c) III 0.5864 58.64%
Estrogen receptor binding + 0.9215 92.15%
Androgen receptor binding + 0.6984 69.84%
Thyroid receptor binding + 0.6598 65.98%
Glucocorticoid receptor binding + 0.8463 84.63%
Aromatase binding + 0.5304 53.04%
PPAR gamma + 0.8414 84.14%
Honey bee toxicity - 0.7546 75.46%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6452 64.52%
Fish aquatic toxicity + 0.9888 98.88%

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 99.06% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.48% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.04% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.60% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.44% 96.77%
CHEMBL2581 P07339 Cathepsin D 95.33% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.70% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.14% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.18% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.50% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.30% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.68% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 86.86% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.16% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.79% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 84.79% 94.73%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.63% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.09% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 81.97% 91.49%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.59% 97.28%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.55% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 81.21% 91.19%
CHEMBL4208 P20618 Proteasome component C5 81.07% 90.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.37% 80.96%

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 16081686
LOTUS LTS0000544
wikiData Q105014988