Cadabicilone

Details

• Internal ID: c75fe8fc-6963-4641-90e1-7b215f857c71
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 3,5a,9-trimethyl-3a,4,5,6,7,9,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2,8-dione
• SMILES (Canonical): CC1C2CCC3(CCC(=O)C(C3C2OC1=O)C)C
• SMILES (Isomeric): CC1C2CCC3(CCC(=O)C(C3C2OC1=O)C)C
• InChI: InChI=1S/C15H22O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h8-10,12-13H,4-7H2,1-3H3
• InChI Key: BXRGGUXPWTWACZ-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.70

Synonyms

• 3,5a,9-trimethyl-3a,4,5,6,7,9,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2,8-dione
• 14804-47-8
• ARTEPAULIN
• (3R)-3abeta,5,5a,6,7,9,9abeta,9balpha-Octahydro-3alpha,5aalpha,9alpha-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)-dione
• NSC293813
• Oprea1_811136
• MLS001195124
• Santonin, .beta.-tetrahydro-
• CHEMBL1556978
• BXRGGUXPWTWACZ-UHFFFAOYSA-N
• CHEBI:174307
• HMS1607E12
• HMS2855L23
• NSC293814
• .alpha.-Santonin, .beta.-tetrahydro-
• AKOS033297916
• NSC-293813
• NSC-293814
• SMR000554456
• AB00823955-06
• Z1362905419
• 3,5a,9-trimethyl-dodecahydronaphtho[1,2-b]furan-2,8-dione
• 3,5a,9-Trimethyloctahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione
• 3,5a,9-Trimethyloctahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione #
• 3,5a,9-trimethyl-3a,4,5,6,7,9,9a,9b-octahydro-3H-benzo[g][1]benzouran-2,8-dione
• 4.alpha.H,5.beta.-Eudesman-12-oic acid, 6.alpha.-hydroxy-3-oxo-, .gamma.-lactone, (11S)-
• Naphtho[1,2-b]furan-2,8(3H,4H)-dione, octahydro-3,5a,9-trimethyl-, [3S-(3.alpha.,3a.alpha.,5a.beta.,9.beta.,9a.beta.,9b.beta.)]-

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.53%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.15%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.46%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.31%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.69%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.16%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.05%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.37%	92.94%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.73%	94.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.06%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.61%	93.04%

Plants that contains it

• Cadaba farinosa

Cross-Links

• PubChem: 325292
• LOTUS: LTS0119328
• wikiData: Q104948194