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21,22-Diprenylpaxilline

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 d2ebacfb-f6f7-459f-a929-8aaf8ae65fd2
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-19,20-bis(3-methylbut-2-enyl)-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17(22),18,20-pentaen-8-one
SMILES (Canonical) CC(=CCC1=CC2=C(C=C1CC=C(C)C)NC3=C2CC4C3(C5(CCC6C(=CC(=O)C(O6)C(C)(C)O)C5(CC4)O)C)C)C
SMILES (Isomeric) CC(=CCC1=CC2=C(C=C1CC=C(C)C)NC3=C2C[C@H]4[C@]3([C@]5(CC[C@H]6C(=CC(=O)[C@H](O6)C(C)(C)O)[C@@]5(CC4)O)C)C)C
InChI InChI=1S/C37H49NO4/c1-21(2)9-11-23-17-26-27-19-25-13-16-37(41)28-20-30(39)33(34(5,6)40)42-31(28)14-15-35(37,7)36(25,8)32(27)38-29(26)18-24(23)12-10-22(3)4/h9-10,17-18,20,25,31,33,38,40-41H,11-16,19H2,1-8H3/t25-,31-,33-,35+,36+,37+/m0/s1
InChI Key YMPSZJNRZBHLRI-OGYDQXLWSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C37H49NO4
Molecular Weight 571.80 g/mol
Exact Mass 571.36615904 g/mol
Topological Polar Surface Area (TPSA) 82.60 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.97
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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CHEMBL2408944
CHEBI:181405
C20561
(2R,4bS,6aS,12bS,12cR,14aS)-9,10-diisopentenylpaxilline
(1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-19,20-bis(3-methylbut-2-enyl)-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17(22),18,20-pentaen-8-one

2D Structure

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2D Structure of 21,22-Diprenylpaxilline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9931 99.31%
Caco-2 - 0.7718 77.18%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5727 57.27%
OATP2B1 inhibitior - 0.8503 85.03%
OATP1B1 inhibitior + 0.8622 86.22%
OATP1B3 inhibitior + 0.9305 93.05%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9925 99.25%
P-glycoprotein inhibitior + 0.8081 80.81%
P-glycoprotein substrate + 0.6447 64.47%
CYP3A4 substrate + 0.6948 69.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8701 87.01%
CYP3A4 inhibition - 0.7437 74.37%
CYP2C9 inhibition - 0.8917 89.17%
CYP2C19 inhibition - 0.8821 88.21%
CYP2D6 inhibition - 0.9145 91.45%
CYP1A2 inhibition + 0.8699 86.99%
CYP2C8 inhibition + 0.5851 58.51%
CYP inhibitory promiscuity - 0.5674 56.74%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5026 50.26%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9254 92.54%
Skin irritation - 0.6821 68.21%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7721 77.21%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5199 51.99%
skin sensitisation - 0.8087 80.87%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.5743 57.43%
Acute Oral Toxicity (c) III 0.5512 55.12%
Estrogen receptor binding + 0.8154 81.54%
Androgen receptor binding + 0.7522 75.22%
Thyroid receptor binding + 0.6171 61.71%
Glucocorticoid receptor binding + 0.8079 80.79%
Aromatase binding + 0.7480 74.80%
PPAR gamma + 0.7343 73.43%
Honey bee toxicity - 0.7990 79.90%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9794 97.94%

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 99.67% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.60% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.18% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.77% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.54% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.60% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.05% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.75% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.43% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.07% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.93% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 90.31% 98.59%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.17% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 89.13% 97.05%
CHEMBL3401 O75469 Pregnane X receptor 87.42% 94.73%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.14% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.06% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.93% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.12% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.77% 93.99%
CHEMBL1951 P21397 Monoamine oxidase A 83.18% 91.49%
CHEMBL1870 P28702 Retinoid X receptor beta 82.83% 95.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.52% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.12% 91.07%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.39% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.32% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 80.68% 94.75%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.63% 95.00%

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.
There are no matching plants.

Cross-Links

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PubChem 71745339
LOTUS LTS0266576
wikiData Q77490441