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(2E,4S,5S,6E,8E)-10-[(2R,5S,8S,9R)-2-butyl-2-[(1S,2E,4E)-5-carboxy-1-(3-carboxypropanoyloxy)-4-methylpenta-2,4-dienyl]-8-methyl-1,10-dioxaspiro[4.5]decan-9-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid

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 d7480554-9ccb-4a6a-9793-b97edcf7d600
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2E,4S,5S,6E,8E)-10-[(2R,5S,8S,9R)-2-butyl-2-[(1S,2E,4E)-5-carboxy-1-(3-carboxypropanoyloxy)-4-methylpenta-2,4-dienyl]-8-methyl-1,10-dioxaspiro[4.5]decan-9-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H52O11/c1-6-7-19-35(30(14-10-25(3)23-33(42)43)45-34(44)17-16-32(40)41)21-22-36(47-35)20-18-27(5)29(46-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-15,23,26-30,37H,6-7,13,16-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/b12-8+,14-10+,15-11+,24-9+,25-23+/t26-,27-,28-,29+,30-,35+,36-/m0/s1
InChI Key XVFQIVPMOPJEIO-OXVOKJAASA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C36H52O11
Molecular Weight 660.80 g/mol
Exact Mass 660.35096247 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.13
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 18

Synonyms

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CHEMBL115216
orb1692359
SCHEMBL29883982
BDBM50217842
AKOS040756196
HY-125066
CS-0089236
Q57499770

2D Structure

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2D Structure of (2E,4S,5S,6E,8E)-10-[(2R,5S,8S,9R)-2-butyl-2-[(1S,2E,4E)-5-carboxy-1-(3-carboxypropanoyloxy)-4-methylpenta-2,4-dienyl]-8-methyl-1,10-dioxaspiro[4.5]decan-9-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9742 97.42%
Caco-2 - 0.8351 83.51%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8038 80.38%
OATP2B1 inhibitior - 0.7114 71.14%
OATP1B1 inhibitior + 0.8292 82.92%
OATP1B3 inhibitior + 0.8995 89.95%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9592 95.92%
P-glycoprotein inhibitior + 0.8116 81.16%
P-glycoprotein substrate + 0.6525 65.25%
CYP3A4 substrate + 0.7131 71.31%
CYP2C9 substrate - 0.8150 81.50%
CYP2D6 substrate - 0.9028 90.28%
CYP3A4 inhibition + 0.5068 50.68%
CYP2C9 inhibition - 0.8179 81.79%
CYP2C19 inhibition - 0.8453 84.53%
CYP2D6 inhibition - 0.9217 92.17%
CYP1A2 inhibition - 0.8477 84.77%
CYP2C8 inhibition + 0.6473 64.73%
CYP inhibitory promiscuity - 0.8608 86.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6155 61.55%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.6085 60.85%
Skin corrosion - 0.9306 93.06%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7515 75.15%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7901 79.01%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6779 67.79%
Acute Oral Toxicity (c) III 0.4429 44.29%
Estrogen receptor binding + 0.8456 84.56%
Androgen receptor binding + 0.6460 64.60%
Thyroid receptor binding + 0.5596 55.96%
Glucocorticoid receptor binding + 0.8225 82.25%
Aromatase binding + 0.6571 65.71%
PPAR gamma + 0.7326 73.26%
Honey bee toxicity - 0.7177 71.77%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9774 97.74%

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
CHEMBL221 P23219 Cyclooxygenase-1 97.29% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.63% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.30% 96.61%
CHEMBL2581 P07339 Cathepsin D 95.82% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.33% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.46% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.67% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.86% 99.17%
CHEMBL2061 P19793 Retinoid X receptor alpha 89.76% 91.67%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.31% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.28% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.03% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 86.84% 91.19%
CHEMBL233 P35372 Mu opioid receptor 86.74% 97.93%
CHEMBL5255 O00206 Toll-like receptor 4 86.68% 92.50%
CHEMBL3776 Q14790 Caspase-8 86.21% 97.06%
CHEMBL1870 P28702 Retinoid X receptor beta 86.18% 95.00%
CHEMBL299 P17252 Protein kinase C alpha 86.15% 98.03%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 85.87% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.62% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.88% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.78% 89.00%
CHEMBL236 P41143 Delta opioid receptor 81.41% 99.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.92% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.52% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.08% 99.23%

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 10865248
LOTUS LTS0197325
wikiData Q57499770