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(3R,5R)-5-[(11R)-11-[(2R,5R)-5-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-11-hydroxyundecyl]-3-(2-oxopropyl)oxolan-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 dceff56b-fcc4-48fb-abee-1bf97a291feb
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (3R,5R)-5-[(11R)-11-[(2R,5R)-5-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-11-hydroxyundecyl]-3-(2-oxopropyl)oxolan-2-one
SMILES (Canonical) CCCCCCC(CCCC(C1CCC(O1)C2CCC(O2)C(CCCCCCCCCCC3CC(C(=O)O3)CC(=O)C)O)O)O
SMILES (Isomeric) CCCCCC[C@@H](CCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]2CC[C@@H](O2)[C@@H](CCCCCCCCCC[C@@H]3C[C@@H](C(=O)O3)CC(=O)C)O)O)O
InChI InChI=1S/C37H66O8/c1-3-4-5-12-16-29(39)17-15-20-32(41)34-22-24-36(45-34)35-23-21-33(44-35)31(40)19-14-11-9-7-6-8-10-13-18-30-26-28(25-27(2)38)37(42)43-30/h28-36,39-41H,3-26H2,1-2H3/t28-,29-,30+,31+,32-,33+,34+,35+,36+/m0/s1
InChI Key BHXLNEIOVWTFLN-LMHCWAKCSA-N
Popularity 0 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) 123.00 Ų
XlogP 7.70
Atomic LogP (AlogP) 7.12
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 25

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5R)-5-[(11R)-11-[(2R,5R)-5-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-11-hydroxyundecyl]-3-(2-oxopropyl)oxolan-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 + 0.9255 92.55%
Caco-2 - 0.8285 82.85%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8280 82.80%
OATP2B1 inhibitior - 0.5635 56.35%
OATP1B1 inhibitior + 0.8871 88.71%
OATP1B3 inhibitior + 0.8869 88.69%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6947 69.47%
P-glycoprotein inhibitior + 0.6451 64.51%
P-glycoprotein substrate + 0.6362 63.62%
CYP3A4 substrate + 0.6297 62.97%
CYP2C9 substrate - 0.7891 78.91%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.7396 73.96%
CYP2C9 inhibition - 0.8891 88.91%
CYP2C19 inhibition - 0.8418 84.18%
CYP2D6 inhibition - 0.9377 93.77%
CYP1A2 inhibition - 0.8500 85.00%
CYP2C8 inhibition - 0.6174 61.74%
CYP inhibitory promiscuity - 0.9621 96.21%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6971 69.71%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.8542 85.42%
Skin irritation - 0.6506 65.06%
Skin corrosion - 0.9052 90.52%
Ames mutagenesis - 0.8137 81.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4435 44.35%
Micronuclear - 0.9300 93.00%
Hepatotoxicity + 0.5556 55.56%
skin sensitisation - 0.9027 90.27%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.5535 55.35%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.8390 83.90%
Acute Oral Toxicity (c) III 0.5296 52.96%
Estrogen receptor binding + 0.7509 75.09%
Androgen receptor binding + 0.6530 65.30%
Thyroid receptor binding - 0.6168 61.68%
Glucocorticoid receptor binding + 0.5418 54.18%
Aromatase binding + 0.5446 54.46%
PPAR gamma - 0.4879 48.79%
Honey bee toxicity - 0.9122 91.22%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6228 62.28%
Fish aquatic toxicity + 0.9533 95.33%

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 97.86% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.10% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.06% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.01% 91.11%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 91.48% 90.24%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 90.56% 85.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.47% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.97% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.55% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.23% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.20% 90.08%
CHEMBL5255 O00206 Toll-like receptor 4 84.31% 92.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.76% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.53% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.31% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.15% 99.23%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.97% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.54% 93.56%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.36% 80.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.06% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.88% 100.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.57% 95.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.45% 98.33%
CHEMBL3401 O75469 Pregnane X receptor 81.21% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 81.08% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.91% 96.77%
CHEMBL230 P35354 Cyclooxygenase-2 80.73% 89.63%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 80.69% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.45% 95.89%

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 bullata

Cross-Links

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PubChem 163091343
LOTUS LTS0049231
wikiData Q104936297