4,5-Dimethoxy-[1,3]dioxolo[4,5-h]chromen-8-one

Details

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Internal ID 65488c46-820e-4e15-ac00-87255b15b7c5
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives
IUPAC Name 4,5-dimethoxy-[1,3]dioxolo[4,5-h]chromen-8-one
SMILES (Canonical) COC1=C(C2=C(C3=C1C=CC(=O)O3)OCO2)OC
SMILES (Isomeric) COC1=C(C2=C(C3=C1C=CC(=O)O3)OCO2)OC
InChI InChI=1S/C12H10O6/c1-14-8-6-3-4-7(13)18-9(6)11-12(10(8)15-2)17-5-16-11/h3-4H,5H2,1-2H3
InChI Key XMGUZQZZMQBVFF-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C12H10O6
Molecular Weight 250.20 g/mol
Exact Mass 250.04773803 g/mol
Topological Polar Surface Area (TPSA) 63.20 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.54
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4,5-Dimethoxy-[1,3]dioxolo[4,5-h]chromen-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9851 98.51%
Caco-2 + 0.6928 69.28%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.6900 69.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9676 96.76%
OATP1B3 inhibitior + 0.9598 95.98%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.6957 69.57%
P-glycoprotein inhibitior - 0.8713 87.13%
P-glycoprotein substrate - 0.9364 93.64%
CYP3A4 substrate - 0.5961 59.61%
CYP2C9 substrate - 0.8464 84.64%
CYP2D6 substrate - 0.8373 83.73%
CYP3A4 inhibition + 0.9227 92.27%
CYP2C9 inhibition + 0.8280 82.80%
CYP2C19 inhibition + 0.9651 96.51%
CYP2D6 inhibition + 0.8600 86.00%
CYP1A2 inhibition + 0.7606 76.06%
CYP2C8 inhibition - 0.9114 91.14%
CYP inhibitory promiscuity + 0.9157 91.57%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4882 48.82%
Eye corrosion - 0.9673 96.73%
Eye irritation + 0.8691 86.91%
Skin irritation - 0.7369 73.69%
Skin corrosion - 0.9689 96.89%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6244 62.44%
Micronuclear + 0.7774 77.74%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.6420 64.20%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.6511 65.11%
Acute Oral Toxicity (c) III 0.5944 59.44%
Estrogen receptor binding + 0.7309 73.09%
Androgen receptor binding + 0.5821 58.21%
Thyroid receptor binding - 0.5688 56.88%
Glucocorticoid receptor binding + 0.6033 60.33%
Aromatase binding + 0.5869 58.69%
PPAR gamma - 0.5061 50.61%
Honey bee toxicity - 0.8601 86.01%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9300 93.00%

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 97.26% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.51% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.13% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.69% 94.45%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 89.10% 85.30%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.51% 94.00%
CHEMBL2581 P07339 Cathepsin D 87.68% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.24% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.38% 92.62%
CHEMBL2535 P11166 Glucose transporter 80.32% 98.75%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 80.08% 85.00%

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.
Artemisia capillaris
Artemisia laciniata
Ruta pinnata

Cross-Links

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PubChem 12135129
LOTUS LTS0257564
wikiData Q105331104