[6,10-Bis(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 4-hydroxy-2-methylbut-2-enoate

Details

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Internal ID 081293b8-f40d-47e7-a1e6-a3e73c0031ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [6,10-bis(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 4-hydroxy-2-methylbut-2-enoate
SMILES (Canonical) CC(=CCO)C(=O)OC1CC(=CCCC(=CC2C1C(=C)C(=O)O2)CO)CO
SMILES (Isomeric) CC(=CCO)C(=O)OC1CC(=CCCC(=CC2C1C(=C)C(=O)O2)CO)CO
InChI InChI=1S/C20H26O7/c1-12(6-7-21)19(24)26-16-8-14(10-22)4-3-5-15(11-23)9-17-18(16)13(2)20(25)27-17/h4,6,9,16-18,21-23H,2-3,5,7-8,10-11H2,1H3
InChI Key MODAISDAHGURPG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26O7
Molecular Weight 378.40 g/mol
Exact Mass 378.16785316 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.96
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6,10-Bis(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 4-hydroxy-2-methylbut-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 + 0.9508 95.08%
Caco-2 - 0.6970 69.70%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8053 80.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9004 90.04%
OATP1B3 inhibitior + 0.9560 95.60%
MATE1 inhibitior - 0.8012 80.12%
OCT2 inhibitior - 0.7070 70.70%
BSEP inhibitior - 0.5404 54.04%
P-glycoprotein inhibitior - 0.6404 64.04%
P-glycoprotein substrate - 0.7206 72.06%
CYP3A4 substrate + 0.6156 61.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8868 88.68%
CYP3A4 inhibition - 0.8918 89.18%
CYP2C9 inhibition - 0.8807 88.07%
CYP2C19 inhibition - 0.8262 82.62%
CYP2D6 inhibition - 0.9071 90.71%
CYP1A2 inhibition - 0.6229 62.29%
CYP2C8 inhibition - 0.6790 67.90%
CYP inhibitory promiscuity - 0.8767 87.67%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6786 67.86%
Eye corrosion - 0.9701 97.01%
Eye irritation - 0.8186 81.86%
Skin irritation - 0.7125 71.25%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6703 67.03%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5822 58.22%
skin sensitisation - 0.8723 87.23%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.5583 55.83%
Acute Oral Toxicity (c) III 0.5019 50.19%
Estrogen receptor binding + 0.5767 57.67%
Androgen receptor binding - 0.5237 52.37%
Thyroid receptor binding - 0.5990 59.90%
Glucocorticoid receptor binding + 0.5733 57.33%
Aromatase binding + 0.5425 54.25%
PPAR gamma - 0.5730 57.30%
Honey bee toxicity - 0.6947 69.47%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9626 96.26%

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 97.51% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.99% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.87% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.17% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.54% 86.33%
CHEMBL2581 P07339 Cathepsin D 87.27% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 85.77% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.57% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.92% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.89% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.53% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.46% 100.00%
CHEMBL217 P14416 Dopamine D2 receptor 80.37% 95.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.01% 97.09%

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.
Jurinea multiflora

Cross-Links

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PubChem 162908629
LOTUS LTS0053302
wikiData Q105168795