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Annopentocin 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 bf702b12-4141-4412-a024-1db93f38e1bc
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (2S)-4-[(2R,8R)-2,8-dihydroxy-9-[(2S,5S)-5-[(1S,4R,5R)-1,4,5-trihydroxyheptadecyl]oxolan-2-yl]nonyl]-2-methyl-2H-furan-5-one
SMILES (Canonical) CCCCCCCCCCCCC(C(CCC(C1CCC(O1)CC(CCCCCC(CC2=CC(OC2=O)C)O)O)O)O)O
SMILES (Isomeric) CCCCCCCCCCCC[C@H]([C@@H](CC[C@@H]([C@@H]1CC[C@H](O1)C[C@@H](CCCCC[C@H](CC2=C[C@@H](OC2=O)C)O)O)O)O)O
InChI InChI=1S/C35H64O8/c1-3-4-5-6-7-8-9-10-11-15-18-31(38)32(39)20-21-33(40)34-22-19-30(43-34)25-29(37)17-14-12-13-16-28(36)24-27-23-26(2)42-35(27)41/h23,26,28-34,36-40H,3-22,24-25H2,1-2H3/t26-,28+,29+,30-,31+,32+,33-,34-/m0/s1
InChI Key ZPRYGZNEAVBQEP-DWFITEHMSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C35H64O8
Molecular Weight 612.90 g/mol
Exact Mass 612.46011900 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 6.03
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 26

Synonyms

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184093-44-5
(2S)-4-[(2R,8R)-2,8-dihydroxy-9-[(2S,5S)-5-[(1S,4R,5R)-1,4,5-trihydroxyheptadecyl]oxolan-2-yl]nonyl]-2-methyl-2H-furan-5-one
CHEMBL509118
CHEBI:191633
DTXSID501102002
(2S)-4-[(2R,8R)-2,8-dihydroxy-9-[(2S,5S)-5-[(1S,4R,5R)-1,4,5-trihydroxyheptadecyl]oxolan-2-yl]nonyl]-2-methyl-2H-uran-5-one
(5S)-3-[(2R,8R)-2,8-dihydroxy-9-[(2S,5S)-5-[(1S,4R,5R)-1,4,5-trihydroxyheptadecyl]oxolan-2-yl]nonyl]-5-methyl-2,5-dihydrofuran-2-one
(5S)-3-[(2R,8R)-2,8-Dihydroxy-9-[(2S,5S)-tetrahydro-5-[(1S,4R,5R)-1,4,5-trihydroxyheptadecyl]-2-furanyl]nonyl]-5-methyl-2(5H)-furanone

2D Structure

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2D Structure of Annopentocin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9347 93.47%
Caco-2 - 0.8583 85.83%
Blood Brain Barrier + 0.5355 53.55%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7266 72.66%
OATP2B1 inhibitior - 0.5662 56.62%
OATP1B1 inhibitior + 0.8738 87.38%
OATP1B3 inhibitior + 0.9348 93.48%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5922 59.22%
P-glycoprotein inhibitior - 0.4491 44.91%
P-glycoprotein substrate - 0.5363 53.63%
CYP3A4 substrate + 0.6404 64.04%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate - 0.8695 86.95%
CYP3A4 inhibition - 0.6098 60.98%
CYP2C9 inhibition - 0.8488 84.88%
CYP2C19 inhibition - 0.5716 57.16%
CYP2D6 inhibition - 0.9062 90.62%
CYP1A2 inhibition - 0.7591 75.91%
CYP2C8 inhibition - 0.6919 69.19%
CYP inhibitory promiscuity - 0.9232 92.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5967 59.67%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8950 89.50%
Skin irritation - 0.5257 52.57%
Skin corrosion - 0.9231 92.31%
Ames mutagenesis - 0.7720 77.20%
Human Ether-a-go-go-Related Gene inhibition - 0.4822 48.22%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.5218 52.18%
skin sensitisation - 0.8467 84.67%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7473 74.73%
Acute Oral Toxicity (c) III 0.4027 40.27%
Estrogen receptor binding + 0.6878 68.78%
Androgen receptor binding + 0.5199 51.99%
Thyroid receptor binding - 0.6522 65.22%
Glucocorticoid receptor binding - 0.6153 61.53%
Aromatase binding + 0.5581 55.81%
PPAR gamma - 0.5364 53.64%
Honey bee toxicity - 0.9127 91.27%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6203 62.03%
Fish aquatic toxicity + 0.9722 97.22%

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
CHEMBL2581 P07339 Cathepsin D 98.18% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.64% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 93.88% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.78% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.94% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.88% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.15% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.54% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.36% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 87.04% 92.08%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 86.66% 85.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.42% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.45% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.12% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.86% 97.29%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.76% 92.88%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.35% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.21% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.77% 90.71%

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.
Annona muricata

Cross-Links

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PubChem 5319155
NPASS NPC233551
LOTUS LTS0125170
wikiData Q76303542