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(5S)-3-[(2R)-9-[(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-Decyltetrahydro-5-hydroxy-2H-pyran-2-yl]-1,4-dihydroxybutyl]tetrahydro-2-furanyl]-2-hydroxynonyl]-5-methyl-2(5H)-furanone

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 27427bd2-8209-4f7d-97bb-982dbc163037
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name (2S)-4-[(2R)-9-[(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-decyl-5-hydroxyoxan-2-yl]-1,4-dihydroxybutyl]oxolan-2-yl]-2-hydroxynonyl]-2-methyl-2H-furan-5-one
SMILES (Canonical) CCCCCCCCCCC1C(CCC(O1)C(CCC(C2CCC(O2)CCCCCCCC(CC3=CC(OC3=O)C)O)O)O)O
SMILES (Isomeric) CCCCCCCCCC[C@H]1[C@@H](CC[C@H](O1)[C@H](CC[C@@H]([C@@H]2CC[C@H](O2)CCCCCCC[C@H](CC3=C[C@@H](OC3=O)C)O)O)O)O
InChI InChI=1S/C37H66O8/c1-3-4-5-6-7-8-12-15-18-34-33(41)22-24-36(45-34)32(40)21-20-31(39)35-23-19-30(44-35)17-14-11-9-10-13-16-29(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 PIKSSLVYUFERQJ-OKPRCEDISA-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 8.20
Atomic LogP (AlogP) 6.83
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 24

Synonyms

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(2S)-4-[(2R)-9-[(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-Decyl-5-hydroxyoxan-2-yl]-1,4-dihydroxybutyl]oxolan-2-yl]-2-hydroxynonyl]-2-methyl-2H-furan-5-one
(5S)-3-[(2R)-9-[(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-Decyltetrahydro-5-hydroxy-2H-pyran-2-yl]-1,4-dihydroxybutyl]tetrahydro-2-furanyl]-2-hydroxynonyl]-5-methyl-2(5H)-furanone

2D Structure

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2D Structure of (5S)-3-[(2R)-9-[(2R,5S)-5-[(1S,4S)-4-[(2S,5R,6S)-6-Decyltetrahydro-5-hydroxy-2H-pyran-2-yl]-1,4-dihydroxybutyl]tetrahydro-2-furanyl]-2-hydroxynonyl]-5-methyl-2(5H)-furanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9563 95.63%
Caco-2 - 0.8405 84.05%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8290 82.90%
OATP2B1 inhibitior - 0.5662 56.62%
OATP1B1 inhibitior + 0.8658 86.58%
OATP1B3 inhibitior + 0.9302 93.02%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7570 75.70%
BSEP inhibitior + 0.5512 55.12%
P-glycoprotein inhibitior + 0.6208 62.08%
P-glycoprotein substrate + 0.5382 53.82%
CYP3A4 substrate + 0.6647 66.47%
CYP2C9 substrate - 0.6043 60.43%
CYP2D6 substrate - 0.8694 86.94%
CYP3A4 inhibition - 0.6553 65.53%
CYP2C9 inhibition - 0.9065 90.65%
CYP2C19 inhibition - 0.7434 74.34%
CYP2D6 inhibition - 0.8841 88.41%
CYP1A2 inhibition - 0.8509 85.09%
CYP2C8 inhibition - 0.6698 66.98%
CYP inhibitory promiscuity - 0.8437 84.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6368 63.68%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8812 88.12%
Skin irritation - 0.5524 55.24%
Skin corrosion - 0.9245 92.45%
Ames mutagenesis - 0.7398 73.98%
Human Ether-a-go-go-Related Gene inhibition - 0.4103 41.03%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5103 51.03%
skin sensitisation - 0.8110 81.10%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7212 72.12%
Acute Oral Toxicity (c) III 0.4541 45.41%
Estrogen receptor binding + 0.7254 72.54%
Androgen receptor binding + 0.5463 54.63%
Thyroid receptor binding - 0.6475 64.75%
Glucocorticoid receptor binding - 0.6075 60.75%
Aromatase binding + 0.5445 54.45%
PPAR gamma - 0.5360 53.60%
Honey bee toxicity - 0.8984 89.84%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6003 60.03%
Fish aquatic toxicity + 0.9685 96.85%

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 98.43% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.46% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.80% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.40% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.48% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 90.28% 94.73%
CHEMBL4040 P28482 MAP kinase ERK2 89.16% 83.82%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 89.00% 85.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.80% 95.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 88.21% 92.08%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.84% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.80% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.17% 97.29%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.81% 92.88%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.67% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 83.81% 97.79%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.71% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.37% 86.33%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.81% 91.81%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.71% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.48% 99.23%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.98% 95.58%
CHEMBL230 P35354 Cyclooxygenase-2 80.87% 89.63%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.75% 80.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.54% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.24% 100.00%

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.
Annona mucosa

Cross-Links

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PubChem 10009302
LOTUS LTS0152595
wikiData Q105209572