5-Methoxyhinokinin

Details

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Internal ID 42de431d-124c-4a08-ba91-0dda72b47e5c
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 9,9-epoxylignans > Dibenzylbutyrolactone lignans
IUPAC Name 4-(1,3-benzodioxol-5-ylmethyl)-3-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]oxolan-2-one
SMILES (Canonical) COC1=CC(=CC2=C1OCO2)CC3C(COC3=O)CC4=CC5=C(C=C4)OCO5
SMILES (Isomeric) COC1=CC(=CC2=C1OCO2)CC3C(COC3=O)CC4=CC5=C(C=C4)OCO5
InChI InChI=1S/C21H20O7/c1-23-18-7-13(8-19-20(18)28-11-27-19)5-15-14(9-24-21(15)22)4-12-2-3-16-17(6-12)26-10-25-16/h2-3,6-8,14-15H,4-5,9-11H2,1H3
InChI Key GDOAQHHMFNQXLJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O7
Molecular Weight 384.40 g/mol
Exact Mass 384.12090297 g/mol
Topological Polar Surface Area (TPSA) 72.40 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.73
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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CHEBI:175897
5-Methoxy-3,4:3',4'-bis(methylenedioxy)lignan-9,9'-olide
4-(1,3-benzodioxol-5-ylmethyl)-3-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]oxolan-2-one

2D Structure

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2D Structure of 5-Methoxyhinokinin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 + 0.6097 60.97%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7812 78.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9287 92.87%
OATP1B3 inhibitior + 0.9825 98.25%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9338 93.38%
P-glycoprotein inhibitior + 0.6856 68.56%
P-glycoprotein substrate - 0.7453 74.53%
CYP3A4 substrate + 0.5580 55.80%
CYP2C9 substrate + 0.5905 59.05%
CYP2D6 substrate - 0.7552 75.52%
CYP3A4 inhibition + 0.9405 94.05%
CYP2C9 inhibition + 0.8900 89.00%
CYP2C19 inhibition + 0.9753 97.53%
CYP2D6 inhibition + 0.7351 73.51%
CYP1A2 inhibition + 0.7033 70.33%
CYP2C8 inhibition - 0.7174 71.74%
CYP inhibitory promiscuity + 0.9318 93.18%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4234 42.34%
Eye corrosion - 0.9727 97.27%
Eye irritation - 0.8266 82.66%
Skin irritation - 0.7954 79.54%
Skin corrosion - 0.9664 96.64%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8292 82.92%
Micronuclear + 0.6359 63.59%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.5281 52.81%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5222 52.22%
Acute Oral Toxicity (c) III 0.6485 64.85%
Estrogen receptor binding + 0.8939 89.39%
Androgen receptor binding + 0.6933 69.33%
Thyroid receptor binding - 0.4893 48.93%
Glucocorticoid receptor binding + 0.6508 65.08%
Aromatase binding - 0.6120 61.20%
PPAR gamma + 0.6854 68.54%
Honey bee toxicity - 0.6066 60.66%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9879 98.79%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.81% 96.77%
CHEMBL4040 P28482 MAP kinase ERK2 98.79% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.13% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.52% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.43% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.85% 91.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.73% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.92% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.75% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.06% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.31% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.39% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.69% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.65% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.88% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.33% 96.00%
CHEMBL261 P00915 Carbonic anhydrase I 83.06% 96.76%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 82.35% 82.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.04% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 81.67% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.46% 89.00%

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.
Peperomia heyneana
Piper trichostachyon

Cross-Links

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PubChem 14018792
LOTUS LTS0039484
wikiData Q105006843