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(+)-Pinnatoxin A

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 82e14b49-1a00-4e46-ad48-b4a9963f0453
Taxonomy Organoheterocyclic compounds > Oxepanes
IUPAC Name (3R,11R,14S,23R,24S,31S,32S,33S,34R,35R)-11,34-dihydroxy-11,23,24,35-tetramethyl-16-methylidene-37,38,39,40,41-pentaoxa-21-azaoctacyclo[30.4.1.11,33.13,7.17,10.110,14.020,26.026,31]hentetraconta-20,29-diene-29-carboxylic acid
SMILES (Canonical) CC1CC23CCC(=CC2C4C5C(C(CC(O4)(O5)CC6CCCC7(O6)CCC8(O7)C(CCC(O8)CC(=C)CCCC3=NCC1C)(C)O)C)O)C(=O)O
SMILES (Isomeric) C[C@H]1CC23CCC(=C[C@@H]2[C@H]4[C@@H]5[C@@H]([C@@H](CC(O4)(O5)C[C@H]6CCCC7(O6)CCC8(O7)[C@](CC[C@H](O8)CC(=C)CCCC3=NC[C@@H]1C)(C)O)C)O)C(=O)O
InChI InChI=1S/C41H61NO9/c1-24-8-6-10-32-38(20-25(2)27(4)23-42-32)15-11-28(36(44)45)19-31(38)34-35-33(43)26(3)21-40(49-34,50-35)22-30-9-7-13-39(47-30)16-17-41(51-39)37(5,46)14-12-29(18-24)48-41/h19,25-27,29-31,33-35,43,46H,1,6-18,20-23H2,2-5H3,(H,44,45)/t25-,26+,27-,29-,30+,31+,33+,34-,35-,37+,38?,39?,40?,41?/m0/s1
InChI Key ZYFHPTPXLHNGQK-PBTOPYJBSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C41H61NO9
Molecular Weight 711.90 g/mol
Exact Mass 711.43463252 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 6.61
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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160759-36-4
(+)-Pinnatoxin A
DTXSID40880101
19H-11,15:15,18:18,22:24,28:24,29-Pentaepoxy-1H-benzo(2,3)cycloheptacos(1,2-b)azepine-31-carboxylic acid, 2,3,4,6,7,8,9,10,11,12,13,14,16,17,20,21,22,23,25,26,27,28,29,29a,32,33-hexacosahydro-14,27-dihydroxy-2,3,14,26-tetramethyl-9-methylene-, (2S,3R,11S,14R,15R,18R,22R,24R,26R,27R,28R,29S,29aS,33aR)-
19H-11,15:15,18:18,22:24,28:24,29-Pentaepoxy-1H-benzo(2,3)cycloheptacos(1,2-b)azepine-31-carboxylic acid, 2,3,4,6,7,8,9,10,11,12,13,14,16,17,20,21,22,23,25,26,27,28,29,29a,32,33-hexacosahydro-14,27-dihydroxy-2,3,14,26-tetramethyl-9-methylene-, (2R*,3R*,11S*,14S*,15R*,18R*,22S*,24R*,26S*,27R*,28S*,29R*,29aR*,33aS*)-

2D Structure

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2D Structure of (+)-Pinnatoxin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9080 90.80%
Caco-2 - 0.8394 83.94%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5230 52.30%
OATP2B1 inhibitior - 0.5709 57.09%
OATP1B1 inhibitior + 0.8419 84.19%
OATP1B3 inhibitior + 0.9271 92.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9834 98.34%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.6576 65.76%
CYP3A4 substrate + 0.7312 73.12%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8950 89.50%
CYP3A4 inhibition - 0.9458 94.58%
CYP2C9 inhibition - 0.8836 88.36%
CYP2C19 inhibition - 0.8732 87.32%
CYP2D6 inhibition - 0.9315 93.15%
CYP1A2 inhibition - 0.8394 83.94%
CYP2C8 inhibition + 0.7774 77.74%
CYP inhibitory promiscuity - 0.9788 97.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5101 51.01%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9144 91.44%
Skin irritation - 0.6285 62.85%
Skin corrosion - 0.9094 90.94%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6764 67.64%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.7879 78.79%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8805 88.05%
Acute Oral Toxicity (c) III 0.5511 55.11%
Estrogen receptor binding + 0.7466 74.66%
Androgen receptor binding + 0.7411 74.11%
Thyroid receptor binding - 0.5685 56.85%
Glucocorticoid receptor binding + 0.7108 71.08%
Aromatase binding + 0.6593 65.93%
PPAR gamma + 0.6260 62.60%
Honey bee toxicity - 0.7056 70.56%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9406 94.06%

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 97.10% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.59% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.43% 99.23%
CHEMBL2581 P07339 Cathepsin D 90.32% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.17% 85.14%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 89.51% 98.46%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.80% 95.56%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.46% 97.53%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.19% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.51% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.12% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.22% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.32% 90.71%
CHEMBL1914 P06276 Butyrylcholinesterase 83.94% 95.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.40% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.07% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.21% 86.33%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.49% 86.00%
CHEMBL4040 P28482 MAP kinase ERK2 80.21% 83.82%

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 178043
LOTUS LTS0117029
wikiData Q83128740