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(5R)-5-hydroxy-3-[(2R)-2-hydroxy-7-[(2R,5S)-5-[(1S,4S,5S)-1,4,5-trihydroxynonadecyl]oxolan-2-yl]heptyl]-5-methylfuran-2-one

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 1c9cbf24-dae4-4ad1-b340-821bb546f657
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (5R)-5-hydroxy-3-[(2R)-2-hydroxy-7-[(2R,5S)-5-[(1S,4S,5S)-1,4,5-trihydroxynonadecyl]oxolan-2-yl]heptyl]-5-methylfuran-2-one
SMILES (Canonical) CCCCCCCCCCCCCCC(C(CCC(C1CCC(O1)CCCCCC(CC2=CC(OC2=O)(C)O)O)O)O)O
SMILES (Isomeric) CCCCCCCCCCCCCC[C@@H]([C@H](CC[C@@H]([C@@H]1CC[C@H](O1)CCCCC[C@H](CC2=C[C@](OC2=O)(C)O)O)O)O)O
InChI InChI=1S/C35H64O8/c1-3-4-5-6-7-8-9-10-11-12-13-17-20-30(37)31(38)22-23-32(39)33-24-21-29(42-33)19-16-14-15-18-28(36)25-27-26-35(2,41)43-34(27)40/h26,28-33,36-39,41H,3-25H2,1-2H3/t28-,29-,30+,31+,32+,33+,35-/m1/s1
InChI Key LDEDPGQFKSIXFH-ABGSUWOOSA-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 8.00
Atomic LogP (AlogP) 6.38
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 (5R)-5-hydroxy-3-[(2R)-2-hydroxy-7-[(2R,5S)-5-[(1S,4S,5S)-1,4,5-trihydroxynonadecyl]oxolan-2-yl]heptyl]-5-methylfuran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8996 89.96%
Caco-2 - 0.8380 83.80%
Blood Brain Barrier + 0.5605 56.05%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7262 72.62%
OATP2B1 inhibitior - 0.5652 56.52%
OATP1B1 inhibitior + 0.8859 88.59%
OATP1B3 inhibitior + 0.9307 93.07%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7118 71.18%
P-glycoprotein inhibitior + 0.6088 60.88%
P-glycoprotein substrate - 0.5212 52.12%
CYP3A4 substrate + 0.6686 66.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8577 85.77%
CYP3A4 inhibition - 0.5913 59.13%
CYP2C9 inhibition - 0.8369 83.69%
CYP2C19 inhibition - 0.6159 61.59%
CYP2D6 inhibition - 0.9217 92.17%
CYP1A2 inhibition - 0.7561 75.61%
CYP2C8 inhibition - 0.6611 66.11%
CYP inhibitory promiscuity - 0.9367 93.67%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5706 57.06%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9006 90.06%
Skin irritation + 0.5125 51.25%
Skin corrosion - 0.9143 91.43%
Ames mutagenesis - 0.7520 75.20%
Human Ether-a-go-go-Related Gene inhibition + 0.6587 65.87%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5593 55.93%
skin sensitisation - 0.8361 83.61%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.7542 75.42%
Acute Oral Toxicity (c) III 0.4037 40.37%
Estrogen receptor binding + 0.7704 77.04%
Androgen receptor binding + 0.5244 52.44%
Thyroid receptor binding - 0.6223 62.23%
Glucocorticoid receptor binding - 0.5855 58.55%
Aromatase binding + 0.5691 56.91%
PPAR gamma - 0.5269 52.69%
Honey bee toxicity - 0.9230 92.30%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity + 0.6773 67.73%
Fish aquatic toxicity + 0.9719 97.19%

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 99.19% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.33% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.26% 97.25%
CHEMBL230 P35354 Cyclooxygenase-2 96.23% 89.63%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.55% 96.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.54% 92.86%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 90.82% 90.24%
CHEMBL3401 O75469 Pregnane X receptor 90.42% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.35% 97.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.68% 97.29%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.36% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.25% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 87.90% 97.79%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 87.31% 98.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.54% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.17% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 86.16% 98.03%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 84.99% 85.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.36% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.89% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.57% 92.88%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.49% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.99% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.46% 95.89%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 82.12% 92.08%
CHEMBL4581 P52732 Kinesin-like protein 1 82.08% 93.18%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.52% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.94% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.86% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.85% 90.08%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162882250
LOTUS LTS0155516
wikiData Q105150184