Sample A of helenalin

Details

• Internal ID: 9be859c9-5bd4-4c64-a505-aadf2e63867b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: 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): CC1CC2C(C(C3(C1C=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
• InChI Key: ZVLOPMNVFLSSAA-UHFFFAOYSA-N
• Popularity: 126 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

• MLS002701927
• 73680-94-1
• Mexiconin I
• HELENALIN, SAMPLE A
• HELENALIN, SAMPLE B
• HELENALIN, SAMPLE C
• SCHEMBL161594
• CHEMBL1728820
• DTXSID00871934
• NSC136050
• NSC210789
• NSC210790
• NSC210791
• NSC-136050
• NSC-210789
• NSC-210790
• NSC-210791
• 4-hydroxy-4a,8-dimethyl-3-methylidene-3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione
• Azuleno(6,5-b)furan-2,5-dione, 3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-4-hydroxy-3-methylene-
• SMR001565511

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
• Arnica longifolia
• Arnica montana
• Dittrichia graveolens
• Gaillardia megapotamica
• Gaillardia tontalensis
• Helenium amarum
• Helenium aromaticum
• Helenium autumnale
• Helenium mexicanum
• Helenium microcephalum
• Helenium puberulum
• Helenium quadridentatum
• Loxothysanus sinuatus
• Psilostrophe cooperi
• Psychotria asiatica

Cross-Links

• PubChem: 52167
• LOTUS: LTS0030948
• wikiData: Q105384409