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6-([1,3]dioxolo[4,5-g]isoquinolin-5-yl)-6H-furo[3,4-g][1,3]benzodioxol-8-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 372672ff-4661-443b-a0cd-c2390cd89191
Taxonomy Alkaloids and derivatives > Phthalide isoquinolines
IUPAC Name 6-([1,3]dioxolo[4,5-g]isoquinolin-5-yl)-6H-furo[3,4-g][1,3]benzodioxol-8-one
SMILES (Canonical) C1OC2=C(O1)C3=C(C=C2)C(OC3=O)C4=NC=CC5=CC6=C(C=C54)OCO6
SMILES (Isomeric) C1OC2=C(O1)C3=C(C=C2)C(OC3=O)C4=NC=CC5=CC6=C(C=C54)OCO6
InChI InChI=1S/C19H11NO6/c21-19-15-10(1-2-12-18(15)25-8-22-12)17(26-19)16-11-6-14-13(23-7-24-14)5-9(11)3-4-20-16/h1-6,17H,7-8H2
InChI Key PMPWZNJOVFBHJT-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H11NO6
Molecular Weight 349.30 g/mol
Exact Mass 349.05863707 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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100163-16-4
117772-89-1
6-([1,3]dioxolo[4,5-g]isoquinolin-5-yl)-6H-furo[3,4-g][1,3]benzodioxol-8-one
6-(1,3-Dioxolo[4,5-g]isoquinolin-5-yl)furo[3,4-e]-1,3-benzodioxol-8(6H)-one
DTXSID30905236
Furo(3,4-e)-1,3-benzodioxol-8(6H)-one, 6-(1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (+)-
6-(2H-[1,3]Dioxolo[4,5-g]isoquinolin-5-yl)-2H-furo[3,4-e][1,3]benzodioxol-8(6H)-one

2D Structure

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2D Structure of 6-([1,3]dioxolo[4,5-g]isoquinolin-5-yl)-6H-furo[3,4-g][1,3]benzodioxol-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 + 0.9943 99.43%
Caco-2 + 0.5607 56.07%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6581 65.81%
OATP2B1 inhibitior - 0.8650 86.50%
OATP1B1 inhibitior + 0.9349 93.49%
OATP1B3 inhibitior + 0.9524 95.24%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8303 83.03%
P-glycoprotein inhibitior + 0.6015 60.15%
P-glycoprotein substrate - 0.7745 77.45%
CYP3A4 substrate + 0.5473 54.73%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8911 89.11%
CYP3A4 inhibition + 0.8495 84.95%
CYP2C9 inhibition - 0.6002 60.02%
CYP2C19 inhibition + 0.6097 60.97%
CYP2D6 inhibition - 0.6780 67.80%
CYP1A2 inhibition + 0.9311 93.11%
CYP2C8 inhibition - 0.5780 57.80%
CYP inhibitory promiscuity + 0.8572 85.72%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5865 58.65%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.7434 74.34%
Skin corrosion - 0.9550 95.50%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4891 48.91%
Micronuclear + 0.7674 76.74%
Hepatotoxicity + 0.6898 68.98%
skin sensitisation - 0.8063 80.63%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.6151 61.51%
Acute Oral Toxicity (c) III 0.6556 65.56%
Estrogen receptor binding + 0.8385 83.85%
Androgen receptor binding + 0.7433 74.33%
Thyroid receptor binding + 0.6742 67.42%
Glucocorticoid receptor binding + 0.8863 88.63%
Aromatase binding + 0.7211 72.11%
PPAR gamma + 0.9021 90.21%
Honey bee toxicity - 0.8209 82.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity - 0.3778 37.78%

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
CHEMBL1951 P21397 Monoamine oxidase A 96.98% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.33% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.38% 94.80%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.12% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.95% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.84% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.15% 85.14%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 91.10% 82.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.09% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.84% 94.45%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.81% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.63% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.74% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 87.45% 94.73%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.29% 93.10%
CHEMBL2581 P07339 Cathepsin D 86.93% 98.95%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 86.66% 88.42%
CHEMBL2535 P11166 Glucose transporter 86.58% 98.75%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 85.89% 80.96%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.77% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.43% 100.00%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 83.00% 81.29%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.04% 96.39%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.94% 97.09%
CHEMBL3384 Q16512 Protein kinase N1 81.43% 80.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.00% 99.15%

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.
Corydalis decumbens

Cross-Links

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PubChem 127491
LOTUS LTS0032085
wikiData Q82873645