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Xyolide

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 0c8afb80-ee75-494a-b980-793472b21cb7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name 4-[[(2R,3S,4S,7S)-2-heptyl-3,4-dihydroxy-10-oxo-2,3,4,7,8,9-hexahydrooxecin-7-yl]oxy]-4-oxobutanoic acid
SMILES (Canonical) CCCCCCCC1C(C(C=CC(CCC(=O)O1)OC(=O)CCC(=O)O)O)O
SMILES (Isomeric) CCCCCCC[C@@H]1[C@H]([C@H](C=C[C@H](CCC(=O)O1)OC(=O)CCC(=O)O)O)O
InChI InChI=1S/C20H32O8/c1-2-3-4-5-6-7-16-20(26)15(21)10-8-14(9-12-19(25)28-16)27-18(24)13-11-17(22)23/h8,10,14-16,20-21,26H,2-7,9,11-13H2,1H3,(H,22,23)/t14-,15+,16-,20+/m1/s1
InChI Key OUOHBCJNWADUGG-ASKKUZCQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H32O8
Molecular Weight 400.50 g/mol
Exact Mass 400.20971797 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.11
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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4-[[(2R,3S,4S,7S)-2-heptyl-3,4-dihydroxy-10-oxo-2,3,4,7,8,9-hexahydrooxecin-7-yl]oxy]-4-oxobutanoic acid
4-(((2R,3S,4S,7S)-2-heptyl-3,4-dihydroxy-10-oxo-2,3,4,7,8,9-hexahydrooxecin-7-yl)oxy)-4-oxobutanoic acid
4-(((5S,8S,9S,10R)-10-heptyl-8,9-dihydroxy-2-oxo-3,4,5,8,9,10-hexahydro-2H-oxecin-5-yl)oxy)-4-oxobutanoate
4-{[(5S,8S,9S,10R)-10-heptyl-8,9-dihydroxy-2-oxo-3,4,5,8,9,10-hexahydro-2H-oxecin-5-yl]oxy}-4-oxobutanoate
RefChem:195558
CHEBI:225286

2D Structure

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2D Structure of Xyolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8991 89.91%
Caco-2 - 0.8220 82.20%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7166 71.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8257 82.57%
OATP1B3 inhibitior + 0.9233 92.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5886 58.86%
P-glycoprotein inhibitior - 0.6180 61.80%
P-glycoprotein substrate - 0.6825 68.25%
CYP3A4 substrate + 0.5893 58.93%
CYP2C9 substrate - 0.8366 83.66%
CYP2D6 substrate - 0.8801 88.01%
CYP3A4 inhibition + 0.5289 52.89%
CYP2C9 inhibition - 0.9074 90.74%
CYP2C19 inhibition - 0.6442 64.42%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.7089 70.89%
CYP2C8 inhibition - 0.6314 63.14%
CYP inhibitory promiscuity - 0.9728 97.28%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.7163 71.63%
Eye corrosion - 0.9848 98.48%
Eye irritation - 0.8833 88.33%
Skin irritation - 0.5636 56.36%
Skin corrosion - 0.9020 90.20%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3733 37.33%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5324 53.24%
skin sensitisation - 0.8674 86.74%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.5590 55.90%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7390 73.90%
Acute Oral Toxicity (c) III 0.4738 47.38%
Estrogen receptor binding + 0.7677 76.77%
Androgen receptor binding - 0.6823 68.23%
Thyroid receptor binding - 0.6632 66.32%
Glucocorticoid receptor binding + 0.5654 56.54%
Aromatase binding - 0.6280 62.80%
PPAR gamma - 0.6593 65.93%
Honey bee toxicity - 0.9393 93.93%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity + 0.6615 66.15%
Fish aquatic toxicity + 0.9733 97.33%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.94% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.98% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.68% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.07% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.74% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 92.15% 92.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.92% 97.25%
CHEMBL230 P35354 Cyclooxygenase-2 88.78% 89.63%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.55% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.28% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 85.76% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.64% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.86% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.61% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.32% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.76% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 82.59% 92.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.78% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.40% 91.19%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 80.86% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.14% 94.33%

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.
There are no matching plants.

Cross-Links

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PubChem 139586611
LOTUS LTS0038994
wikiData Q77510206