[(3aR,4R,6E,10Z,11aR)-6-formyl-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate

Details

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Internal ID fccf67b9-9eb4-45cb-b8f5-2486dae7f676
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(3aR,4R,6E,10Z,11aR)-6-formyl-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1CC(=CCCC(=CC2C1C(=C)C(=O)O2)CO)C=O
SMILES (Isomeric) CC(C)C(=O)O[C@@H]1C/C(=C\CC/C(=C/[C@@H]2[C@@H]1C(=C)C(=O)O2)/CO)/C=O
InChI InChI=1S/C19H24O6/c1-11(2)18(22)24-15-7-13(9-20)5-4-6-14(10-21)8-16-17(15)12(3)19(23)25-16/h5,8-9,11,15-17,21H,3-4,6-7,10H2,1-2H3/b13-5+,14-8-/t15-,16-,17-/m1/s1
InChI Key JYFDFSIQZOGREB-CNZYAOQISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H24O6
Molecular Weight 348.40 g/mol
Exact Mass 348.15728848 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.88
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3aR,4R,6E,10Z,11aR)-6-formyl-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-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 + 0.9704 97.04%
Caco-2 + 0.5096 50.96%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8545 85.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8663 86.63%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 0.8412 84.12%
OCT2 inhibitior - 0.6070 60.70%
BSEP inhibitior - 0.8575 85.75%
P-glycoprotein inhibitior - 0.6069 60.69%
P-glycoprotein substrate - 0.6990 69.90%
CYP3A4 substrate + 0.5957 59.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.8293 82.93%
CYP2C9 inhibition - 0.7867 78.67%
CYP2C19 inhibition - 0.8048 80.48%
CYP2D6 inhibition - 0.8878 88.78%
CYP1A2 inhibition - 0.6107 61.07%
CYP2C8 inhibition - 0.6472 64.72%
CYP inhibitory promiscuity - 0.8148 81.48%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9343 93.43%
Carcinogenicity (trinary) Non-required 0.7092 70.92%
Eye corrosion - 0.9580 95.80%
Eye irritation - 0.8219 82.19%
Skin irritation - 0.7217 72.17%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3819 38.19%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8056 80.56%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5252 52.52%
Acute Oral Toxicity (c) III 0.4895 48.95%
Estrogen receptor binding + 0.5790 57.90%
Androgen receptor binding + 0.5242 52.42%
Thyroid receptor binding - 0.5407 54.07%
Glucocorticoid receptor binding + 0.6961 69.61%
Aromatase binding - 0.6090 60.90%
PPAR gamma - 0.5462 54.62%
Honey bee toxicity - 0.7725 77.25%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9609 96.09%

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 97.07% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.13% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.11% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.89% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.37% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.04% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.14% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 82.68% 94.73%
CHEMBL5028 O14672 ADAM10 82.65% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.42% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.04% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.91% 96.47%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.80% 95.50%

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.
Acanthospermum hispidum

Cross-Links

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PubChem 14845427
LOTUS LTS0193171
wikiData Q105136959