(2R)-4-[(2S)-2-hydroxy-7-[(2S,5S)-5-[(1R,4S,5R,10R)-1,4,5,10-tetrahydroxynonadecyl]oxolan-2-yl]heptyl]-2-methyl-2H-furan-5-one

Details

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Internal ID 3cb0fcdf-0fd6-4c7f-a83c-2686cad6a987
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (2R)-4-[(2S)-2-hydroxy-7-[(2S,5S)-5-[(1R,4S,5R,10R)-1,4,5,10-tetrahydroxynonadecyl]oxolan-2-yl]heptyl]-2-methyl-2H-furan-5-one
SMILES (Canonical) CCCCCCCCCC(CCCCC(C(CCC(C1CCC(O1)CCCCCC(CC2=CC(OC2=O)C)O)O)O)O)O
SMILES (Isomeric) CCCCCCCCC[C@H](CCCC[C@H]([C@H](CC[C@H]([C@@H]1CC[C@@H](O1)CCCCC[C@@H](CC2=C[C@H](OC2=O)C)O)O)O)O)O
InChI InChI=1S/C35H64O8/c1-3-4-5-6-7-8-10-15-28(36)16-13-14-19-31(38)32(39)21-22-33(40)34-23-20-30(43-34)18-12-9-11-17-29(37)25-27-24-26(2)42-35(27)41/h24,26,28-34,36-40H,3-23,25H2,1-2H3/t26-,28-,29+,30+,31-,32+,33-,34+/m1/s1
InChI Key PUEQYPBAQMXBCO-VSMQDCFVSA-N
Popularity 0 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 6.90
Atomic LogP (AlogP) 6.03
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 26

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-4-[(2S)-2-hydroxy-7-[(2S,5S)-5-[(1R,4S,5R,10R)-1,4,5,10-tetrahydroxynonadecyl]oxolan-2-yl]heptyl]-2-methyl-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9439 94.39%
Caco-2 - 0.8528 85.28%
Blood Brain Barrier + 0.5605 56.05%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7441 74.41%
OATP2B1 inhibitior - 0.5660 56.60%
OATP1B1 inhibitior + 0.8721 87.21%
OATP1B3 inhibitior + 0.9382 93.82%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6419 64.19%
P-glycoprotein inhibitior + 0.6052 60.52%
P-glycoprotein substrate + 0.5054 50.54%
CYP3A4 substrate + 0.6469 64.69%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate - 0.8695 86.95%
CYP3A4 inhibition - 0.6259 62.59%
CYP2C9 inhibition - 0.8552 85.52%
CYP2C19 inhibition - 0.6226 62.26%
CYP2D6 inhibition - 0.8935 89.35%
CYP1A2 inhibition - 0.7599 75.99%
CYP2C8 inhibition - 0.6565 65.65%
CYP inhibitory promiscuity - 0.9099 90.99%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6215 62.15%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8802 88.02%
Skin irritation - 0.5565 55.65%
Skin corrosion - 0.9247 92.47%
Ames mutagenesis - 0.7820 78.20%
Human Ether-a-go-go-Related Gene inhibition - 0.3817 38.17%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5968 59.68%
skin sensitisation - 0.8075 80.75%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7607 76.07%
Acute Oral Toxicity (c) III 0.4523 45.23%
Estrogen receptor binding + 0.7791 77.91%
Androgen receptor binding + 0.5248 52.48%
Thyroid receptor binding - 0.6425 64.25%
Glucocorticoid receptor binding - 0.5422 54.22%
Aromatase binding + 0.5761 57.61%
PPAR gamma - 0.4942 49.42%
Honey bee toxicity - 0.9109 91.09%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity + 0.6203 62.03%
Fish aquatic toxicity + 0.9751 97.51%

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 98.23% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.59% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.37% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.96% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.63% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 88.96% 83.82%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.85% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.54% 95.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.45% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.07% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 86.79% 97.79%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 86.44% 90.24%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 85.60% 92.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.10% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.00% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.46% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.79% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.35% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 82.04% 93.18%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 81.33% 85.94%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.92% 92.88%

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 154497043
LOTUS LTS0046544
wikiData Q105215038