6-O-Acetylmexicanin I

Details

• Internal ID: beb1ee6d-17a3-40a4-bade-4f524428762b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl) acetate
• SMILES (Canonical): CC1CC2C(C(C3(C1C=CC3=O)C)OC(=O)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(C(C3(C1C=CC3=O)C)OC(=O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C17H20O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8,11-12,14-15H,2,7H2,1,3-4H3
• InChI Key: DCNRYQODUSSOKC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.00

Synonyms

• (3aR)-2,3,3a,4,4a,5,7aalpha,8,9,9aalpha-Decahydro-4abeta,8alpha-dimethyl-3-methylene-4beta-acetoxyazuleno[6,5-b]furan-2,5-dione
• 6895-47-2
• 4a,8-dimethyl-3-methylidene-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl acetate
• DTXSID20975281
• BCP34451
• NSC153859
• NSC166124
• NSC-153859
• NSC-166124
• Azuleno[6,5-dione, 4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-, [3aR-(3a.alpha.,4.alpha.,4a.beta.,7a.alpha.,8.alpha.,9a.alpha.)]-

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
CHEMBL1293277	O15118	Niemann-Pick C1 protein	631 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	96.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.78%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.94%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.88%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.87%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.55%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.34%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.83%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.15%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.36%	90.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.05%	94.80%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.58%	95.50%
CHEMBL5028	O14672	ADAM10	81.05%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.02%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.01%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.30%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.05%	91.19%

Plants that contains it

• Arnica longifolia
• Dittrichia graveolens
• Helenium aromaticum
• Helenium bigelovii
• Helenium donianum
• Helenium radiatum
• Hymenoxys integrifolia

Cross-Links

• PubChem: 98952
• LOTUS: LTS0217849
• wikiData: Q104975673