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[(3aS,4S,6S,10R,11S,11aR)-4,10-dihydroxy-6,10-dimethyl-3-methylidene-2,5-dioxo-3a,4,6,7,8,9,11,11a-octahydrocyclodeca[b]furan-11-yl] 2-methylpropanoate

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 546e0847-fb71-4368-9b00-e6aa95bc2bd3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(3aS,4S,6S,10R,11S,11aR)-4,10-dihydroxy-6,10-dimethyl-3-methylidene-2,5-dioxo-3a,4,6,7,8,9,11,11a-octahydrocyclodeca[b]furan-11-yl] 2-methylpropanoate
SMILES (Canonical) CC1CCCC(C(C2C(C(C1=O)O)C(=C)C(=O)O2)OC(=O)C(C)C)(C)O
SMILES (Isomeric) C[C@H]1CCC[C@@]([C@H]([C@H]2[C@H]([C@@H](C1=O)O)C(=C)C(=O)O2)OC(=O)C(C)C)(C)O
InChI InChI=1S/C19H28O7/c1-9(2)17(22)26-16-15-12(11(4)18(23)25-15)14(21)13(20)10(3)7-6-8-19(16,5)24/h9-10,12,14-16,21,24H,4,6-8H2,1-3,5H3/t10-,12-,14-,15+,16-,19+/m0/s1
InChI Key FVCOWQVZIVEGLE-BIMIXIEBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H28O7
Molecular Weight 368.40 g/mol
Exact Mass 368.18350323 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.15
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aS,4S,6S,10R,11S,11aR)-4,10-dihydroxy-6,10-dimethyl-3-methylidene-2,5-dioxo-3a,4,6,7,8,9,11,11a-octahydrocyclodeca[b]furan-11-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9732 97.32%
Caco-2 - 0.5905 59.05%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6046 60.46%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.8137 81.37%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior - 0.9511 95.11%
P-glycoprotein inhibitior - 0.6772 67.72%
P-glycoprotein substrate - 0.8385 83.85%
CYP3A4 substrate + 0.6117 61.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8908 89.08%
CYP3A4 inhibition - 0.5275 52.75%
CYP2C9 inhibition - 0.6918 69.18%
CYP2C19 inhibition - 0.7536 75.36%
CYP2D6 inhibition - 0.9295 92.95%
CYP1A2 inhibition - 0.5540 55.40%
CYP2C8 inhibition - 0.7505 75.05%
CYP inhibitory promiscuity - 0.9161 91.61%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5179 51.79%
Eye corrosion - 0.9827 98.27%
Eye irritation - 0.8601 86.01%
Skin irritation + 0.5133 51.33%
Skin corrosion - 0.8472 84.72%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.7525 75.25%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.7412 74.12%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5404 54.04%
Acute Oral Toxicity (c) III 0.3937 39.37%
Estrogen receptor binding + 0.7307 73.07%
Androgen receptor binding + 0.5755 57.55%
Thyroid receptor binding + 0.5497 54.97%
Glucocorticoid receptor binding + 0.6673 66.73%
Aromatase binding - 0.5756 57.56%
PPAR gamma - 0.5608 56.08%
Honey bee toxicity - 0.7323 73.23%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9589 95.89%

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 98.22% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.85% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.12% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 91.96% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.88% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.14% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.60% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.46% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.37% 91.19%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.85% 93.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.85% 91.07%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.45% 83.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.81% 92.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.79% 96.47%
CHEMBL2581 P07339 Cathepsin D 84.14% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.47% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.16% 96.09%
CHEMBL230 P35354 Cyclooxygenase-2 82.70% 89.63%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.63% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.30% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.34% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.29% 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.
Dittrichia viscosa

Cross-Links

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PubChem 162997408
LOTUS LTS0030124
wikiData Q105002263