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Squamolinone

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 25173aaa-0d56-4399-9be5-9a07ff0e83f9
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
IUPAC Name 5-[11-hydroxy-11-[5-[5-(1-hydroxynonyl)oxolan-2-yl]oxolan-2-yl]undecyl]-3-(2-oxopropyl)oxolan-2-one
SMILES (Canonical) CCCCCCCCC(C1CCC(O1)C2CCC(O2)C(CCCCCCCCCCC3CC(C(=O)O3)CC(=O)C)O)O
SMILES (Isomeric) CCCCCCCCC(C1CCC(O1)C2CCC(O2)C(CCCCCCCCCCC3CC(C(=O)O3)CC(=O)C)O)O
InChI InChI=1S/C35H62O7/c1-3-4-5-6-12-15-18-29(37)31-20-22-33(41-31)34-23-21-32(42-34)30(38)19-16-13-10-8-7-9-11-14-17-28-25-27(24-26(2)36)35(39)40-28/h27-34,37-38H,3-25H2,1-2H3
InChI Key MKIFKXKPNJUPLF-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C35H62O7
Molecular Weight 594.90 g/mol
Exact Mass 594.44955431 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 8.30
Atomic LogP (AlogP) 7.37
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 23

Synonyms

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CHEBI:176183
5-[11-hydroxy-11-[5-[5-(1-hydroxynonyl)oxolan-2-yl]oxolan-2-yl]undecyl]-3-(2-oxopropyl)oxolan-2-one

2D Structure

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2D Structure of Squamolinone

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 - 0.8216 82.16%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8280 82.80%
OATP2B1 inhibitior - 0.5622 56.22%
OATP1B1 inhibitior + 0.8897 88.97%
OATP1B3 inhibitior + 0.8869 88.69%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5411 54.11%
P-glycoprotein inhibitior + 0.6415 64.15%
P-glycoprotein substrate + 0.5760 57.60%
CYP3A4 substrate + 0.6178 61.78%
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 - 0.6782 67.82%
CYP inhibitory promiscuity - 0.9621 96.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6971 69.71%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.8201 82.01%
Skin irritation - 0.6506 65.06%
Skin corrosion - 0.9052 90.52%
Ames mutagenesis - 0.8437 84.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4521 45.21%
Micronuclear - 0.9300 93.00%
Hepatotoxicity + 0.5513 55.13%
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 + 0.8225 82.25%
Acute Oral Toxicity (c) III 0.5296 52.96%
Estrogen receptor binding + 0.7098 70.98%
Androgen receptor binding + 0.6499 64.99%
Thyroid receptor binding - 0.6936 69.36%
Glucocorticoid receptor binding - 0.5100 51.00%
Aromatase binding + 0.5653 56.53%
PPAR gamma + 0.5267 52.67%
Honey bee toxicity - 0.9269 92.69%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.6328 63.28%
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 97.57% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.01% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.41% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.71% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.51% 91.11%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 90.56% 85.94%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 90.43% 90.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.65% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.15% 97.29%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.95% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 85.64% 92.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.02% 90.08%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.41% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.11% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.08% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.97% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 82.84% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.54% 93.56%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.43% 98.33%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.36% 80.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.35% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.06% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.88% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.87% 91.19%
CHEMBL230 P35354 Cyclooxygenase-2 81.85% 89.63%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.72% 95.00%
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 squamosa

Cross-Links

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PubChem 85143077
LOTUS LTS0104755
wikiData Q105166011