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(2R)-4-[(6R)-6-hydroxy-6-[(2S,5R)-5-[(2R,3R,5R)-3-hydroxy-5-[(1S)-1-hydroxyoctadecyl]oxolan-2-yl]oxolan-2-yl]hexyl]-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 47050d2c-327d-4565-b2da-d9a19d9081bf
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (2R)-4-[(6R)-6-hydroxy-6-[(2S,5R)-5-[(2R,3R,5R)-3-hydroxy-5-[(1S)-1-hydroxyoctadecyl]oxolan-2-yl]oxolan-2-yl]hexyl]-2-methyl-2H-furan-5-one
SMILES (Canonical) CCCCCCCCCCCCCCCCCC(C1CC(C(O1)C2CCC(O2)C(CCCCCC3=CC(OC3=O)C)O)O)O
SMILES (Isomeric) CCCCCCCCCCCCCCCCC[C@@H]([C@H]1C[C@H]([C@@H](O1)[C@H]2CC[C@H](O2)[C@@H](CCCCCC3=C[C@H](OC3=O)C)O)O)O
InChI InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-23-31(39)35-27-32(40)36(44-35)34-25-24-33(43-34)30(38)22-20-17-18-21-29-26-28(2)42-37(29)41/h26,28,30-36,38-40H,3-25,27H2,1-2H3/t28-,30-,31+,32-,33+,34-,35-,36-/m1/s1
InChI Key DVOUJRUFCBNRQW-OJJXEWFNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H66O7
Molecular Weight 622.90 g/mol
Exact Mass 622.48085444 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 10.30
Atomic LogP (AlogP) 7.86
H-Bond Acceptor 7
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 (2R)-4-[(6R)-6-hydroxy-6-[(2S,5R)-5-[(2R,3R,5R)-3-hydroxy-5-[(1S)-1-hydroxyoctadecyl]oxolan-2-yl]oxolan-2-yl]hexyl]-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 + 0.9728 97.28%
Caco-2 - 0.8330 83.30%
Blood Brain Barrier + 0.5355 53.55%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7513 75.13%
OATP2B1 inhibitior - 0.5665 56.65%
OATP1B1 inhibitior + 0.8747 87.47%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.4932 49.32%
P-glycoprotein inhibitior + 0.5924 59.24%
P-glycoprotein substrate + 0.5511 55.11%
CYP3A4 substrate + 0.6679 66.79%
CYP2C9 substrate - 0.6120 61.20%
CYP2D6 substrate - 0.8701 87.01%
CYP3A4 inhibition - 0.7223 72.23%
CYP2C9 inhibition - 0.8595 85.95%
CYP2C19 inhibition - 0.6191 61.91%
CYP2D6 inhibition - 0.9166 91.66%
CYP1A2 inhibition - 0.7907 79.07%
CYP2C8 inhibition - 0.6314 63.14%
CYP inhibitory promiscuity - 0.8279 82.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5759 57.59%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.8813 88.13%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9289 92.89%
Ames mutagenesis - 0.6415 64.15%
Human Ether-a-go-go-Related Gene inhibition - 0.4398 43.98%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5699 56.99%
skin sensitisation - 0.8599 85.99%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7905 79.05%
Acute Oral Toxicity (c) II 0.3817 38.17%
Estrogen receptor binding + 0.7273 72.73%
Androgen receptor binding + 0.5618 56.18%
Thyroid receptor binding - 0.7029 70.29%
Glucocorticoid receptor binding - 0.6478 64.78%
Aromatase binding + 0.5484 54.84%
PPAR gamma + 0.5431 54.31%
Honey bee toxicity - 0.8817 88.17%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.6240 62.40%
Fish aquatic toxicity + 0.9754 97.54%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.35% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.03% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.14% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 95.29% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.91% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.24% 97.09%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 91.13% 85.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.51% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.64% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 88.28% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.27% 90.71%
CHEMBL2996 Q05655 Protein kinase C delta 86.74% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.21% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.53% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 85.49% 98.03%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.05% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.18% 93.56%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.23% 95.58%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.90% 99.23%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.22% 80.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.07% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.75% 100.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.47% 96.37%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.32% 92.86%

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 mucosa

Cross-Links

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PubChem 162953901
LOTUS LTS0223017
wikiData Q104990271