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(2S)-4-[(2R,13R)-2,13-dihydroxy-13-[(2R,3R,5R)-3-hydroxy-5-[(2R,5R)-5-[(1R)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-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 67c49953-a400-4a30-8725-c6d3e40811a8
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (2S)-4-[(2R,13R)-2,13-dihydroxy-13-[(2R,3R,5R)-3-hydroxy-5-[(2R,5R)-5-[(1R)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one
SMILES (Canonical) CCCCCCCCCCC(C1CCC(O1)C2CC(C(O2)C(CCCCCCCCCCC(CC3=CC(OC3=O)C)O)O)O)O
SMILES (Isomeric) CCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@H]2C[C@H]([C@H](O2)[C@@H](CCCCCCCCCC[C@H](CC3=C[C@@H](OC3=O)C)O)O)O)O
InChI InChI=1S/C37H66O8/c1-3-4-5-6-7-11-14-17-20-30(39)33-22-23-34(44-33)35-26-32(41)36(45-35)31(40)21-18-15-12-9-8-10-13-16-19-29(38)25-28-24-27(2)43-37(28)42/h24,27,29-36,38-41H,3-23,25-26H2,1-2H3/t27-,29+,30+,31+,32+,33+,34+,35+,36+/m0/s1
InChI Key NNTXABWKPQWPML-LHWRVJFASA-N
Popularity 1 reference 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 9.30
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,13R)-2,13-dihydroxy-13-[(2R,3R,5R)-3-hydroxy-5-[(2R,5R)-5-[(1R)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-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 + 0.9397 93.97%
Caco-2 - 0.8403 84.03%
Blood Brain Barrier - 0.5145 51.45%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6980 69.80%
OATP2B1 inhibitior - 0.5644 56.44%
OATP1B1 inhibitior + 0.8653 86.53%
OATP1B3 inhibitior + 0.9416 94.16%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4694 46.94%
P-glycoprotein inhibitior + 0.6475 64.75%
P-glycoprotein substrate + 0.5732 57.32%
CYP3A4 substrate + 0.6650 66.50%
CYP2C9 substrate - 0.6120 61.20%
CYP2D6 substrate - 0.8701 87.01%
CYP3A4 inhibition - 0.7108 71.08%
CYP2C9 inhibition - 0.8560 85.60%
CYP2C19 inhibition - 0.5624 56.24%
CYP2D6 inhibition - 0.9149 91.49%
CYP1A2 inhibition - 0.8173 81.73%
CYP2C8 inhibition - 0.6939 69.39%
CYP inhibitory promiscuity - 0.7843 78.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6120 61.20%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8717 87.17%
Skin irritation - 0.5704 57.04%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6937 69.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4204 42.04%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5103 51.03%
skin sensitisation - 0.8521 85.21%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.8191 81.91%
Acute Oral Toxicity (c) II 0.4011 40.11%
Estrogen receptor binding + 0.7341 73.41%
Androgen receptor binding + 0.5841 58.41%
Thyroid receptor binding - 0.5931 59.31%
Glucocorticoid receptor binding - 0.6034 60.34%
Aromatase binding + 0.5725 57.25%
PPAR gamma - 0.5173 51.73%
Honey bee toxicity - 0.8854 88.54%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5943 59.43%
Fish aquatic toxicity + 0.9695 96.95%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.50% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.96% 97.25%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 93.00% 85.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.91% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.97% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.65% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.96% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 87.80% 89.63%
CHEMBL3401 O75469 Pregnane X receptor 87.75% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.35% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.08% 99.17%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.52% 92.08%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 84.76% 91.81%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.45% 90.71%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.97% 95.58%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.70% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.52% 86.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.14% 92.86%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.07% 80.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.76% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.56% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.70% 93.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 80.45% 97.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.42% 89.00%

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.
Asimina triloba

Cross-Links

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PubChem 102209553
LOTUS LTS0044499
wikiData Q105182313