Acroptilin

Details

• Internal ID: 1cbb9afe-cdb8-4e34-b57c-11fce10aa63d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-hydroxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] (2S)-3-chloro-2-hydroxy-2-methylpropanoate
• SMILES (Canonical): CC(CCl)(C(=O)OC1CC(=C)C2CC(C3(C2C4C1C(=C)C(=O)O4)CO3)O)O
• SMILES (Isomeric): C[C@@](CCl)(C(=O)O[C@H]1CC(=C)[C@@H]2C[C@@H]([C@]3([C@@H]2[C@@H]4[C@@H]1C(=C)C(=O)O4)CO3)O)O
• InChI: InChI=1S/C19H23ClO7/c1-8-4-11(26-17(23)18(3,24)6-20)13-9(2)16(22)27-15(13)14-10(8)5-12(21)19(14)7-25-19/h10-15,21,24H,1-2,4-7H2,3H3/t10-,11-,12-,13+,14-,15-,18+,19-/m0/s1
• InChI Key: RFRUYYQMUJRBAN-LKUPFZQBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃ClO₇
• Molecular Weight: 398.80 g/mol
• Exact Mass: 398.1132308 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 0.60

Synonyms

• Chlorohyssopifolin C
• (3aR,4S,6aR,8S,9S,9aS,9bS)-8-hydroxy-3,6-bis(methylidene)-2-oxodecahydro-2H-spiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl (2S)-3-chloro-2-hydroxy-2-methylpropanoate
• 41787-75-1
• CHEBI:2439
• [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-hydroxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] (2S)-3-chloro-2-hydroxy-2-methylpropanoate
• C09288
• Q27105668

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.03%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.96%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	93.31%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.29%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.47%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.29%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.08%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.78%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.79%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.42%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.01%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.67%	91.07%
CHEMBL5028	O14672	ADAM10	81.57%	97.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.37%	90.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.84%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.27%	96.95%

Plants that contains it

• Arctotis argentea
• Centaurea solstitialis
• Garcinia multiflora
• Jurinea suffruticosa
• Psephellus bellus
• Psephellus marschallianus

Cross-Links

• PubChem: 442140
• LOTUS: LTS0131338
• wikiData: Q104981078