(1S,2R,4R,7E,11R)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one

Details

• Internal ID: 0910d2bf-6607-4f8d-8659-a10d6b31d825
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1S,2R,4R,7E,11R)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one
• SMILES (Canonical): CC1=CCCC2(C(O2)C3C(CC1)C(=C)C(=O)O3)C
• SMILES (Isomeric): C/C/1=C\CC[C@@]2([C@H](O2)[C@@H]3[C@H](CC1)C(=C)C(=O)O3)C
• InChI: InChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12+,13-,15-/m1/s1
• InChI Key: KTEXNACQROZXEV-CMFZEQLMSA-N
• Popularity: 561 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.30

Synonyms

• 20554-84-1

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	251.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.02%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.97%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.34%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.74%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.63%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.67%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.32%	90.17%
CHEMBL2581	P07339	Cathepsin D	80.53%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.48%	93.40%

Plants that contains it

• Carpesium longifolium
• Cyathocline purpurea
• Hirtellina fruticosa
• Magnolia champaca
• Magnolia denudata
• Magnolia grandiflora
• Magnolia lacei
• Magnolia nilagirica
• Magnolia ovata
• Magnolia salicifolia
• Magnolia virginiana
• Pentanema aschersonianum
• Tanacetum argenteum
• Tanacetum densum
• Tanacetum larvatum
• Tanacetum parthenium
• Tanacetum vulgare
• Tarchonanthus camphoratus

Cross-Links

• PubChem: 124463365
• LOTUS: LTS0024172
• wikiData: Q104250964