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[(E)-4-[[(3aR,4R,6E,9R,10E,11aR)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl]oxy]-3-(hydroxymethyl)-4-oxobut-2-enyl] (2R,3S)-2-hydroxy-3-methylpentanoate

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 237ec42a-66ae-4726-b611-0505ce58ef2f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(E)-4-[[(3aR,4R,6E,9R,10E,11aR)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl]oxy]-3-(hydroxymethyl)-4-oxobut-2-enyl] (2R,3S)-2-hydroxy-3-methylpentanoate
SMILES (Canonical) CCC(C)C(C(=O)OCC=C(CO)C(=O)OC1CC(=CCC(C(=CC2C1C(=C)C(=O)O2)C)O)C)O
SMILES (Isomeric) CC[C@H](C)[C@H](C(=O)OC/C=C(\CO)/C(=O)O[C@@H]1C/C(=C/C[C@H](/C(=C/[C@@H]2[C@@H]1C(=C)C(=O)O2)/C)O)/C)O
InChI InChI=1S/C26H36O9/c1-6-15(3)23(29)26(32)33-10-9-18(13-27)25(31)35-20-11-14(2)7-8-19(28)16(4)12-21-22(20)17(5)24(30)34-21/h7,9,12,15,19-23,27-29H,5-6,8,10-11,13H2,1-4H3/b14-7+,16-12+,18-9+/t15-,19+,20+,21+,22+,23+/m0/s1
InChI Key BONDXHVWOVLQNF-RKHDLCOHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O9
Molecular Weight 492.60 g/mol
Exact Mass 492.23593272 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E)-4-[[(3aR,4R,6E,9R,10E,11aR)-9-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl]oxy]-3-(hydroxymethyl)-4-oxobut-2-enyl] (2R,3S)-2-hydroxy-3-methylpentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9730 97.30%
Caco-2 - 0.7559 75.59%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6133 61.33%
OATP2B1 inhibitior - 0.8628 86.28%
OATP1B1 inhibitior + 0.8638 86.38%
OATP1B3 inhibitior + 0.9611 96.11%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9394 93.94%
P-glycoprotein inhibitior + 0.6870 68.70%
P-glycoprotein substrate + 0.6190 61.90%
CYP3A4 substrate + 0.6582 65.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9002 90.02%
CYP3A4 inhibition - 0.5478 54.78%
CYP2C9 inhibition - 0.8157 81.57%
CYP2C19 inhibition - 0.7578 75.78%
CYP2D6 inhibition - 0.9271 92.71%
CYP1A2 inhibition - 0.7539 75.39%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8776 87.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6308 63.08%
Eye corrosion - 0.9825 98.25%
Eye irritation - 0.9343 93.43%
Skin irritation - 0.6454 64.54%
Skin corrosion - 0.9353 93.53%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6331 63.31%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8715 87.15%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.5464 54.64%
Acute Oral Toxicity (c) III 0.5019 50.19%
Estrogen receptor binding + 0.7449 74.49%
Androgen receptor binding + 0.5896 58.96%
Thyroid receptor binding - 0.5441 54.41%
Glucocorticoid receptor binding + 0.6577 65.77%
Aromatase binding + 0.5212 52.12%
PPAR gamma - 0.5782 57.82%
Honey bee toxicity - 0.6901 69.01%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9711 97.11%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.66% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.41% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.38% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.30% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.72% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.25% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.67% 96.47%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.37% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.30% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.28% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.70% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 86.23% 94.73%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.10% 97.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.80% 97.09%
CHEMBL5028 O14672 ADAM10 82.69% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.42% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.02% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.48% 91.19%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.36% 93.03%

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.
Schkuhria pinnata

Cross-Links

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PubChem 163002893
LOTUS LTS0197867
wikiData Q104939326