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9-Prenylpaxilline

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 2e965c8c-5858-4b51-bfab-bff2d425eb25
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-19-(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=C1)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=C1)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/C32H41NO4/c1-18(2)7-8-19-9-10-24-21(15-19)22-16-20-11-14-32(36)23-17-25(34)28(29(3,4)35)37-26(23)12-13-30(32,5)31(20,6)27(22)33-24/h7,9-10,15,17,20,26,28,33,35-36H,8,11-14,16H2,1-6H3/t20-,26-,28-,30+,31+,32+/m0/s1
InChI Key SJIZYQLZTLQSKI-QBTJWMPOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H41NO4
Molecular Weight 503.70 g/mol
Exact Mass 503.30355879 g/mol
Topological Polar Surface Area (TPSA) 82.60 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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(1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-19-(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
(1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-19-(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
RefChem:108194
CHEMBL2408946
CHEBI:208590

2D Structure

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2D Structure of 9-Prenylpaxilline

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 - 0.7025 70.25%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5727 57.27%
OATP2B1 inhibitior - 0.8499 84.99%
OATP1B1 inhibitior + 0.8646 86.46%
OATP1B3 inhibitior + 0.9305 93.05%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9886 98.86%
P-glycoprotein inhibitior + 0.7788 77.88%
P-glycoprotein substrate + 0.6931 69.31%
CYP3A4 substrate + 0.7007 70.07%
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 + 0.6476 64.76%
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 - 0.9461 94.61%
Skin irritation - 0.6821 68.21%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6559 65.59%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5051 50.51%
skin sensitisation - 0.8087 80.87%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7286 72.86%
Acute Oral Toxicity (c) III 0.5512 55.12%
Estrogen receptor binding + 0.8302 83.02%
Androgen receptor binding + 0.7614 76.14%
Thyroid receptor binding + 0.6069 60.69%
Glucocorticoid receptor binding + 0.8137 81.37%
Aromatase binding + 0.7825 78.25%
PPAR gamma + 0.6962 69.62%
Honey bee toxicity - 0.7850 78.50%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5700 57.00%
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 99.63% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.25% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.26% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.25% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.67% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.52% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 93.38% 97.05%
CHEMBL1951 P21397 Monoamine oxidase A 93.16% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.13% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.05% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.54% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.45% 92.94%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.85% 89.34%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.10% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.96% 100.00%
CHEMBL255 P29275 Adenosine A2b receptor 86.42% 98.59%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.61% 93.00%
CHEMBL2535 P11166 Glucose transporter 85.07% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 84.60% 94.73%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.58% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.47% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.39% 94.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.69% 97.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.49% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.48% 86.33%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.80% 95.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.59% 96.90%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.45% 97.28%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.43% 93.40%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.24% 85.49%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.94% 95.71%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.89% 96.00%

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 10481206
LOTUS LTS0016754
wikiData Q77489811