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(2S)-4-[(2R,8R)-8-[(2R,5R)-5-[(2R,5S)-5-[(5S,6S)-5,6-dihydroxyhexadecyl]oxolan-2-yl]oxolan-2-yl]-2,8-dihydroxyoctyl]-2-methyl-2H-furan-5-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 b31c081c-232e-4188-a6cd-d9713bf3097d
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (2S)-4-[(2R,8R)-8-[(2R,5R)-5-[(2R,5S)-5-[(5S,6S)-5,6-dihydroxyhexadecyl]oxolan-2-yl]oxolan-2-yl]-2,8-dihydroxyoctyl]-2-methyl-2H-furan-5-one
SMILES (Canonical) CCCCCCCCCCC(C(CCCCC1CCC(O1)C2CCC(O2)C(CCCCCC(CC3=CC(OC3=O)C)O)O)O)O
SMILES (Isomeric) CCCCCCCCCC[C@@H]([C@H](CCCC[C@H]1CC[C@@H](O1)[C@H]2CC[C@@H](O2)[C@@H](CCCCC[C@H](CC3=C[C@@H](OC3=O)C)O)O)O)O
InChI InChI=1S/C37H66O8/c1-3-4-5-6-7-8-9-12-18-31(39)32(40)19-15-14-17-30-21-22-35(44-30)36-24-23-34(45-36)33(41)20-13-10-11-16-29(38)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3/t27-,29+,30-,31-,32-,33+,34+,35+,36+/m0/s1
InChI Key CXWUDOBKRFRXAX-KWENDKABSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H66O8
Molecular Weight 638.90 g/mol
Exact Mass 638.47576906 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 7.80
Atomic LogP (AlogP) 6.83
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 25

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-4-[(2R,8R)-8-[(2R,5R)-5-[(2R,5S)-5-[(5S,6S)-5,6-dihydroxyhexadecyl]oxolan-2-yl]oxolan-2-yl]-2,8-dihydroxyoctyl]-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 + 0.9577 95.77%
Caco-2 - 0.8426 84.26%
Blood Brain Barrier + 0.5355 53.55%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7720 77.20%
OATP2B1 inhibitior - 0.5674 56.74%
OATP1B1 inhibitior + 0.8624 86.24%
OATP1B3 inhibitior + 0.9360 93.60%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6115 61.15%
P-glycoprotein inhibitior + 0.6343 63.43%
P-glycoprotein substrate + 0.5354 53.54%
CYP3A4 substrate + 0.6569 65.69%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate - 0.8695 86.95%
CYP3A4 inhibition - 0.7262 72.62%
CYP2C9 inhibition - 0.8398 83.98%
CYP2C19 inhibition - 0.6410 64.10%
CYP2D6 inhibition - 0.9021 90.21%
CYP1A2 inhibition - 0.7614 76.14%
CYP2C8 inhibition - 0.5644 56.44%
CYP inhibitory promiscuity - 0.8776 87.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6198 61.98%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.8796 87.96%
Skin irritation - 0.5974 59.74%
Skin corrosion - 0.9282 92.82%
Ames mutagenesis - 0.7720 77.20%
Human Ether-a-go-go-Related Gene inhibition - 0.4596 45.96%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5772 57.72%
skin sensitisation - 0.8213 82.13%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.8596 85.96%
Acute Oral Toxicity (c) III 0.4247 42.47%
Estrogen receptor binding + 0.7314 73.14%
Androgen receptor binding + 0.5620 56.20%
Thyroid receptor binding - 0.6603 66.03%
Glucocorticoid receptor binding - 0.6320 63.20%
Aromatase binding + 0.5505 55.05%
PPAR gamma - 0.4831 48.31%
Honey bee toxicity - 0.8958 89.58%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.6203 62.03%
Fish aquatic toxicity + 0.9806 98.06%

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
CHEMBL2581 P07339 Cathepsin D 96.75% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.27% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.90% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 92.36% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.89% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.76% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.54% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.87% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 87.27% 85.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.86% 97.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.04% 97.29%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 85.01% 92.08%
CHEMBL4581 P52732 Kinesin-like protein 1 83.33% 93.18%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.30% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.28% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.94% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.62% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.88% 90.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.65% 96.47%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.45% 80.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.24% 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 glabra

Cross-Links

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PubChem 44559068
NPASS NPC91067
LOTUS LTS0139026
wikiData Q104972171