Vindolinine N-oxide

Details

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Internal ID 07d50341-3580-4def-a270-0c97e028fc9f
Taxonomy Alkaloids and derivatives > Plumeran-type alkaloids
IUPAC Name methyl (1R,9S,10S,11R,12S,19S,20S)-20-methyl-16-oxido-8-aza-16-azoniahexacyclo[10.6.1.19,11.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate
SMILES (Canonical) CC1C2C3C=CC[N+]4(C3C5(C1(C2C(=O)OC)NC6=CC=CC=C65)CC4)[O-]
SMILES (Isomeric) C[C@H]1[C@H]2[C@@H]3C=CC[N+]4([C@@H]3[C@@]5([C@]1([C@H]2C(=O)OC)NC6=CC=CC=C65)CC4)[O-]
InChI InChI=1S/C21H24N2O3/c1-12-16-13-6-5-10-23(25)11-9-20(18(13)23)14-7-3-4-8-15(14)22-21(12,20)17(16)19(24)26-2/h3-8,12-13,16-18,22H,9-11H2,1-2H3/t12-,13-,16-,17+,18-,20+,21-,23?/m0/s1
InChI Key KUIUIAAUJDPWQH-SWBAGZEDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24N2O3
Molecular Weight 352.40 g/mol
Exact Mass 352.17869263 g/mol
Topological Polar Surface Area (TPSA) 56.40 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.43
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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Vindolinine Nb-oxide

2D Structure

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2D Structure of Vindolinine N-oxide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4611 46.11%
Caco-2 + 0.6430 64.30%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.5358 53.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8590 85.90%
OATP1B3 inhibitior + 0.9338 93.38%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5769 57.69%
P-glycoprotein inhibitior - 0.7726 77.26%
P-glycoprotein substrate + 0.5565 55.65%
CYP3A4 substrate + 0.6621 66.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8225 82.25%
CYP3A4 inhibition - 0.7844 78.44%
CYP2C9 inhibition - 0.8021 80.21%
CYP2C19 inhibition - 0.7879 78.79%
CYP2D6 inhibition - 0.7157 71.57%
CYP1A2 inhibition - 0.7345 73.45%
CYP2C8 inhibition - 0.5597 55.97%
CYP inhibitory promiscuity - 0.8947 89.47%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5643 56.43%
Eye corrosion - 0.9810 98.10%
Eye irritation - 0.9958 99.58%
Skin irritation - 0.7674 76.74%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4549 45.49%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5084 50.84%
skin sensitisation - 0.8334 83.34%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6910 69.10%
Acute Oral Toxicity (c) III 0.5790 57.90%
Estrogen receptor binding - 0.5000 50.00%
Androgen receptor binding + 0.7159 71.59%
Thyroid receptor binding + 0.5332 53.32%
Glucocorticoid receptor binding + 0.6361 63.61%
Aromatase binding + 0.5266 52.66%
PPAR gamma - 0.5565 55.65%
Honey bee toxicity - 0.8271 82.71%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5304 53.04%
Fish aquatic toxicity + 0.9381 93.81%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.01% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.79% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 94.77% 89.63%
CHEMBL221 P23219 Cyclooxygenase-1 93.01% 90.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.88% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.73% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.62% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.16% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.51% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.06% 93.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.41% 91.07%
CHEMBL4208 P20618 Proteasome component C5 82.18% 90.00%
CHEMBL5028 O14672 ADAM10 81.95% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.60% 99.23%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.63% 97.53%

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.
Melodinus tenuicaudatus

Cross-Links

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PubChem 163184431
LOTUS LTS0176209
wikiData Q105117846