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[(2S,3R,4S,5S,6R,7R,8S)-7-acetyloxy-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl] (E,4R)-4-hydroxydec-2-enoate

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 cd863875-aa24-47ba-bf62-0a080dfb1073
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(2S,3R,4S,5S,6R,7R,8S)-7-acetyloxy-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl] (E,4R)-4-hydroxydec-2-enoate
SMILES (Canonical) CCCCCCC(C=CC(=O)OC1C(C(C(C(C(C(=O)OC1C)C)OC(=O)C)(C)O)O)C)O
SMILES (Isomeric) CCCCCC[C@H](/C=C/C(=O)O[C@@H]1[C@H]([C@@H]([C@@]([C@@H]([C@@H](C(=O)O[C@H]1C)C)OC(=O)C)(C)O)O)C)O
InChI InChI=1S/C24H40O9/c1-7-8-9-10-11-18(26)12-13-19(27)33-20-14(2)21(28)24(6,30)22(32-17(5)25)15(3)23(29)31-16(20)4/h12-16,18,20-22,26,28,30H,7-11H2,1-6H3/b13-12+/t14-,15+,16+,18-,20-,21+,22-,24-/m1/s1
InChI Key RNADGXHRZMPKTC-SSDSDTPGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H40O9
Molecular Weight 472.60 g/mol
Exact Mass 472.26723285 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R,7R,8S)-7-acetyloxy-5,6-dihydroxy-2,4,6,8-tetramethyl-9-oxooxonan-3-yl] (E,4R)-4-hydroxydec-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9316 93.16%
Caco-2 - 0.7791 77.91%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.7383 73.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8342 83.42%
OATP1B3 inhibitior + 0.8650 86.50%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.8300 83.00%
P-glycoprotein inhibitior + 0.6245 62.45%
P-glycoprotein substrate + 0.5375 53.75%
CYP3A4 substrate + 0.6623 66.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9078 90.78%
CYP3A4 inhibition + 0.7419 74.19%
CYP2C9 inhibition - 0.8255 82.55%
CYP2C19 inhibition - 0.5714 57.14%
CYP2D6 inhibition - 0.9514 95.14%
CYP1A2 inhibition - 0.6370 63.70%
CYP2C8 inhibition - 0.6366 63.66%
CYP inhibitory promiscuity - 0.9728 97.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.7023 70.23%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9490 94.90%
Skin irritation - 0.5305 53.05%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5086 50.86%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8501 85.01%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6217 62.17%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6965 69.65%
Acute Oral Toxicity (c) III 0.3666 36.66%
Estrogen receptor binding + 0.5977 59.77%
Androgen receptor binding - 0.4860 48.60%
Thyroid receptor binding - 0.6167 61.67%
Glucocorticoid receptor binding + 0.7298 72.98%
Aromatase binding + 0.5807 58.07%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8163 81.63%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6818 68.18%
Fish aquatic toxicity + 0.9746 97.46%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.41% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.46% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.81% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.38% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.10% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 92.04% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 90.84% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.28% 86.33%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.24% 97.29%
CHEMBL340 P08684 Cytochrome P450 3A4 89.05% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.45% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.76% 85.14%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.70% 89.34%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.59% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.53% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 85.39% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.16% 95.56%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 84.75% 96.00%
CHEMBL230 P35354 Cyclooxygenase-2 84.63% 89.63%
CHEMBL221 P23219 Cyclooxygenase-1 84.49% 90.17%
CHEMBL3045 P05771 Protein kinase C beta 84.14% 97.63%
CHEMBL3401 O75469 Pregnane X receptor 83.42% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.12% 89.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.10% 85.94%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.78% 92.08%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.18% 94.80%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.44% 91.81%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.32% 91.24%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.32% 80.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163193429
LOTUS LTS0222105
wikiData Q105241190