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Koenimbine

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 cbf92c5d-5580-4317-8c35-4e83066df9d1
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name 8-methoxy-3,3,5-trimethyl-11H-pyrano[3,2-a]carbazole
SMILES (Canonical) CC1=CC2=C(C3=C1OC(C=C3)(C)C)NC4=C2C=C(C=C4)OC
SMILES (Isomeric) CC1=CC2=C(C3=C1OC(C=C3)(C)C)NC4=C2C=C(C=C4)OC
InChI InChI=1S/C19H19NO2/c1-11-9-15-14-10-12(21-4)5-6-16(14)20-17(15)13-7-8-19(2,3)22-18(11)13/h5-10,20H,1-4H3
InChI Key OSERHKINMDLESD-UHFFFAOYSA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C19H19NO2
Molecular Weight 293.40 g/mol
Exact Mass 293.141578849 g/mol
Topological Polar Surface Area (TPSA) 34.20 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.82
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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21087-98-9
Kenimbine
Koenimbin
8-methoxy-3,3,5-trimethyl-11H-pyrano[3,2-a]carbazole
8-Methoxy-3,3,5-trimethyl-3,11-dihydropyrano[3,2-a]carbazole
Pyrano(3,2-a)carbazole, 3,11-dihydro-8-methoxy-3,3,5-trimethyl-
3,11-Dihydro-8-methoxy-3,3,5-trimethylpyrano(3,2-a)carbazole
NSC127152
Koenimbine, analytical standard
CHEMBL2323768
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Koenimbine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.7410 74.10%
Blood Brain Barrier + 0.8129 81.29%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6634 66.34%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8960 89.60%
OATP1B3 inhibitior + 0.9609 96.09%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8677 86.77%
P-glycoprotein inhibitior - 0.5330 53.30%
P-glycoprotein substrate - 0.5544 55.44%
CYP3A4 substrate + 0.5858 58.58%
CYP2C9 substrate + 0.6221 62.21%
CYP2D6 substrate - 0.7035 70.35%
CYP3A4 inhibition + 0.6863 68.63%
CYP2C9 inhibition + 0.5544 55.44%
CYP2C19 inhibition + 0.7156 71.56%
CYP2D6 inhibition + 0.5221 52.21%
CYP1A2 inhibition + 0.8738 87.38%
CYP2C8 inhibition + 0.5441 54.41%
CYP inhibitory promiscuity + 0.8738 87.38%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.5031 50.31%
Eye corrosion - 0.9906 99.06%
Eye irritation + 0.8518 85.18%
Skin irritation - 0.8368 83.68%
Skin corrosion - 0.9540 95.40%
Ames mutagenesis + 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3924 39.24%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5600 56.00%
skin sensitisation - 0.7927 79.27%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7474 74.74%
Acute Oral Toxicity (c) III 0.6233 62.33%
Estrogen receptor binding + 0.9717 97.17%
Androgen receptor binding + 0.6868 68.68%
Thyroid receptor binding + 0.9079 90.79%
Glucocorticoid receptor binding + 0.9044 90.44%
Aromatase binding + 0.9170 91.70%
PPAR gamma + 0.6885 68.85%
Honey bee toxicity - 0.8592 85.92%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.6649 66.49%

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 98.92% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.24% 94.45%
CHEMBL1907 P15144 Aminopeptidase N 94.15% 93.31%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.54% 93.99%
CHEMBL1951 P21397 Monoamine oxidase A 92.84% 91.49%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 92.68% 85.30%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 91.54% 93.24%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.12% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.72% 94.00%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 90.30% 85.49%
CHEMBL4208 P20618 Proteasome component C5 89.45% 90.00%
CHEMBL255 P29275 Adenosine A2b receptor 88.92% 98.59%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.25% 95.56%
CHEMBL4581 P52732 Kinesin-like protein 1 86.01% 93.18%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.02% 89.44%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.00% 91.71%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.80% 93.40%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.72% 99.15%
CHEMBL2535 P11166 Glucose transporter 83.45% 98.75%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 82.52% 80.96%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.09% 86.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.02% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.73% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.77% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.33% 85.14%

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.
Murraya koenigii

Cross-Links

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PubChem 97487
NPASS NPC162484
ChEMBL CHEMBL2323768
LOTUS LTS0183223
wikiData Q72486908