Gaillardin

Details

• Internal ID: cc74aed6-fe0d-4adc-ae77-fc970ac144c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(3aS,5aS,6S,8R,8aR,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-2-oxo-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate
• SMILES (Canonical): CC1=CC2C(CC3C1C(CC3(C)O)OC(=O)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1=C[C@H]2[C@H](C[C@@H]3[C@@H]1[C@H](C[C@@]3(C)O)OC(=O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C17H22O5/c1-8-5-13-11(9(2)16(19)22-13)6-12-15(8)14(21-10(3)18)7-17(12,4)20/h5,11-15,20H,2,6-7H2,1,3-4H3/t11-,12-,13+,14+,15-,17-/m1/s1
• InChI Key: UTPGJEROJZHISI-DFGCRIRUSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.20

Synonyms

• 14682-46-3
• CHEBI:5240
• NSC 106394
• CHEMBL490386
• DTXSID70295941
• NSC106394
• NSC-106394
• [(3aS,5aS,6S,8R,8aR,9aR)-8-hydroxy-5,8-dimethyl-1-methylidene-2-oxo-5a,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-6-yl] acetate
• C09455
• Q27106695

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.51%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.84%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.59%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.93%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.66%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	88.01%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.55%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	86.88%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.62%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.00%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.89%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.00%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.48%	91.19%
CHEMBL259	P32245	Melanocortin receptor 4	80.79%	95.38%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.10%	85.30%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.02%	94.08%

Plants that contains it

• Asteraceae
• Gaillardia pulchella
• Pentanema montanum
• Pulicaria paludosa

Cross-Links

• PubChem: 267247
• NPASS: NPC213078
• ChEMBL: CHEMBL490386
• LOTUS: LTS0170269
• wikiData: Q27106695