Mexicanin I

Details

• Internal ID: fb9b3c3c-3f29-4514-b80f-b217f10f7bbb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (3aS,5R,5aR,8aR,9R,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione
• SMILES (Canonical): CC1CC2C(C(C3(C1C=CC3=O)C)O)C(=C)C(=O)O2
• SMILES (Isomeric): C[C@@H]1C[C@H]2[C@H]([C@H]([C@]3([C@H]1C=CC3=O)C)O)C(=C)C(=O)O2
• InChI: InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10+,12-,13-,15+/m1/s1
• InChI Key: ZVLOPMNVFLSSAA-UEIZXJDVSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.40

Synonyms

• 5945-41-5
• Mexicanin-I
• CHEBI:6915
• NSC 136050
• (3aS,5R,5aR,8aR,9R,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione
• CHEMBL486996
• SCHEMBL17238871
• DTXSID001318309
• BDBM50433458
• C09504
• Q27107356
• Azuleno(6,5-b)furan-2,5-dione, 3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-, (3aS-(3aalpha,4beta,4abeta,7aalpha,8alpha,9abeta))-

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	794.3 nM	Potency	via Super-PRED
CHEMBL5023	Q00987	p53-binding protein Mdm-2	420 nM	EC50	via Super-PRED
CHEMBL1293232	Q16637	Survival motor neuron protein	5.6 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	94.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.92%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.25%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	88.06%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.49%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.63%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.01%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.17%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.84%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.59%	100.00%

Plants that contains it

• Arnica acaulis
• Asteraceae
• Gaillardia megapotamica
• Galeana pratensis
• Helenium amarum
• Helenium aromaticum
• Helenium autumnale
• Helenium puberulum

Cross-Links

• PubChem: 93016
• NPASS: NPC193645
• ChEMBL: CHEMBL486996
• LOTUS: LTS0141923
• wikiData: Q27107356