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Oxophoebine

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 a00c8668-ef6c-453f-9f4d-2cf640d9f1fc
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name 17,18,19-trimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(19),2,4(8),9,12,14,16(20),17-octaen-11-one
SMILES (Canonical) COC1=C(C(=C2C3=CC4=C(C=C3C(=O)C5=NC=CC1=C25)OCO4)OC)OC
SMILES (Isomeric) COC1=C(C(=C2C3=CC4=C(C=C3C(=O)C5=NC=CC1=C25)OCO4)OC)OC
InChI InChI=1S/C20H15NO6/c1-23-18-9-4-5-21-16-14(9)15(19(24-2)20(18)25-3)10-6-12-13(27-8-26-12)7-11(10)17(16)22/h4-7H,8H2,1-3H3
InChI Key JHBLLXUDHWJZMA-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C20H15NO6
Molecular Weight 365.30 g/mol
Exact Mass 365.08993720 g/mol
Topological Polar Surface Area (TPSA) 76.10 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.20
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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109175-37-3
7H-Benzo(de)(1,3)benzodioxolo(5,6-g)quinolin-7-one, 1,2,3-trimethoxy-
CHEMBL470879
DTXSID10148826
17,18,19-trimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(19),2,4(8),9,12,14,16(20),17-octaen-11-one

2D Structure

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2D Structure of Oxophoebine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9827 98.27%
Caco-2 + 0.6819 68.19%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5384 53.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9578 95.78%
OATP1B3 inhibitior + 0.9527 95.27%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.7814 78.14%
P-glycoprotein inhibitior - 0.4899 48.99%
P-glycoprotein substrate - 0.8744 87.44%
CYP3A4 substrate + 0.5704 57.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7812 78.12%
CYP3A4 inhibition + 0.8999 89.99%
CYP2C9 inhibition - 0.6326 63.26%
CYP2C19 inhibition + 0.7898 78.98%
CYP2D6 inhibition - 0.7215 72.15%
CYP1A2 inhibition + 0.8731 87.31%
CYP2C8 inhibition - 0.6353 63.53%
CYP inhibitory promiscuity + 0.9259 92.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5400 54.00%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.7182 71.82%
Skin irritation - 0.8285 82.85%
Skin corrosion - 0.9683 96.83%
Ames mutagenesis + 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4838 48.38%
Micronuclear + 0.7174 71.74%
Hepatotoxicity + 0.7198 71.98%
skin sensitisation - 0.8220 82.20%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.5604 56.04%
Acute Oral Toxicity (c) III 0.5545 55.45%
Estrogen receptor binding + 0.9138 91.38%
Androgen receptor binding - 0.5392 53.92%
Thyroid receptor binding + 0.7980 79.80%
Glucocorticoid receptor binding + 0.9272 92.72%
Aromatase binding + 0.8336 83.36%
PPAR gamma + 0.7920 79.20%
Honey bee toxicity - 0.8599 85.99%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.6496 64.96%

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 98.97% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.53% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.45% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 95.93% 94.80%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 94.39% 80.96%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 93.92% 85.30%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.59% 94.00%
CHEMBL2581 P07339 Cathepsin D 92.08% 98.95%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 91.67% 96.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.21% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.93% 94.45%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 88.52% 82.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.08% 99.23%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.56% 96.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.54% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.30% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.63% 96.09%
CHEMBL5014 O43353 Serine/threonine-protein kinase RIPK2 85.95% 86.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.61% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.33% 100.00%
CHEMBL2535 P11166 Glucose transporter 85.25% 98.75%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 84.59% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 84.19% 94.73%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 84.05% 85.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.58% 92.62%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 83.34% 94.03%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.05% 93.10%

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.
Aquilegia ecalcarata
Xylopia aethiopica

Cross-Links

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PubChem 159317
NPASS NPC207283
LOTUS LTS0258634
wikiData Q83014466