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Jerantinine F

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 d3808da4-6d84-40e0-b9ad-2d5a8aaf1f4b
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name methyl (1R,12R,16S,22R)-4-hydroxy-5-methoxy-15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-10-carboxylate
SMILES (Canonical) COC1=C(C=C2C(=C1)NC3=C(CC45CCOC4CCN6C5C23CC6)C(=O)OC)O
SMILES (Isomeric) COC1=C(C=C2C(=C1)NC3=C(C[C@]45CCO[C@H]4CCN6[C@@H]5[C@@]23CC6)C(=O)OC)O
InChI InChI=1S/C22H26N2O5/c1-27-16-10-14-13(9-15(16)25)22-4-7-24-6-3-17-21(20(22)24,5-8-29-17)11-12(18(22)23-14)19(26)28-2/h9-10,17,20,23,25H,3-8,11H2,1-2H3/t17-,20-,21+,22-/m0/s1
InChI Key LZVMXRSCSWSPDH-MVWVFHAYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H26N2O5
Molecular Weight 398.50 g/mol
Exact Mass 398.18417193 g/mol
Topological Polar Surface Area (TPSA) 80.30 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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CHEBI:66124
1067224-95-6
methyl (1R,12R,16S,22R)-4-hydroxy-5-methoxy-15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-10-carboxylate
methyl (5alpha,6alpha,12beta,19alpha)-15-hydroxy-16-methoxy-2,3-didehydro-6,21-epoxyaspidospermidine-3-carboxylate
methyl (1R,12R,16S,22R)-4-hydroxy-5-methoxy-15-oxa-8,19-diazahexacyclo(10.9.1.01,9.02,7.012,16.019,22)docosa-2,4,6,9-tetraene-10-carboxylate
RefChem:150467
CHEMBL524840
SCHEMBL30046080
DTXSID501317520
Q27134645
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Jerantinine F

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8967 89.67%
Caco-2 + 0.6687 66.87%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8064 80.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8976 89.76%
OATP1B3 inhibitior + 0.9308 93.08%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9463 94.63%
P-glycoprotein inhibitior - 0.7086 70.86%
P-glycoprotein substrate + 0.6916 69.16%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 0.7935 79.35%
CYP2D6 substrate - 0.7821 78.21%
CYP3A4 inhibition - 0.7575 75.75%
CYP2C9 inhibition - 0.8317 83.17%
CYP2C19 inhibition - 0.8140 81.40%
CYP2D6 inhibition - 0.7784 77.84%
CYP1A2 inhibition - 0.7287 72.87%
CYP2C8 inhibition + 0.6035 60.35%
CYP inhibitory promiscuity - 0.6581 65.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4611 46.11%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9759 97.59%
Skin irritation - 0.7671 76.71%
Skin corrosion - 0.9332 93.32%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5179 51.79%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5377 53.77%
skin sensitisation - 0.8330 83.30%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.4706 47.06%
Acute Oral Toxicity (c) III 0.5421 54.21%
Estrogen receptor binding + 0.7789 77.89%
Androgen receptor binding + 0.6734 67.34%
Thyroid receptor binding + 0.5733 57.33%
Glucocorticoid receptor binding + 0.7574 75.74%
Aromatase binding + 0.7404 74.04%
PPAR gamma + 0.6312 63.12%
Honey bee toxicity - 0.8386 83.86%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9324 93.24%

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 98.61% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.57% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.12% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 93.51% 93.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.39% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.19% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.16% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.68% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 89.17% 91.19%
CHEMBL4208 P20618 Proteasome component C5 89.16% 90.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.74% 91.03%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.65% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.00% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.40% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.91% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.49% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.25% 97.09%
CHEMBL2581 P07339 Cathepsin D 81.16% 98.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.10% 97.28%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.96% 94.42%
CHEMBL5028 O14672 ADAM10 80.76% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.47% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.31% 86.33%

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.
Tabernaemontana corymbosa

Cross-Links

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PubChem 25112180
LOTUS LTS0157474
wikiData Q27134645