3-Oxo-grandolide

Details

• Internal ID: 53df0d9f-f6f7-4dcc-9931-eb5cb0a4ef05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3S,3aS,5S,6aR,9S,9aR,9bS)-5-hydroxy-3,9-dimethyl-6-methylidene-3a,4,5,6a,7,9,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2,8-dione
• SMILES (Canonical): CC1C2CC(C(=C)C3CC(=O)C(C3C2OC1=O)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]2C[C@@H](C(=C)[C@@H]3CC(=O)[C@H]([C@@H]3[C@H]2OC1=O)C)O
• InChI: InChI=1S/C15H20O4/c1-6-9-4-12(17)8(3)13(9)14-10(5-11(6)16)7(2)15(18)19-14/h7-11,13-14,16H,1,4-5H2,2-3H3/t7-,8+,9-,10-,11-,13-,14-/m0/s1
• InChI Key: MUROMQNYCWNWFJ-NKEBMMLZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.80

Synonyms

• CHEMBL271959

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
CHEMBL1951	P21397	Monoamine oxidase A	97.66%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.68%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.23%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.66%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.50%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.15%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.11%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.11%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.76%	89.00%

Plants that contains it

• Arctotis stoechadifolia
• Lepidaploa sagraeana

Cross-Links

• PubChem: 44457161
• LOTUS: LTS0175350
• wikiData: Q105172673