(3S,3aR,6S,6aR,9aR,9bS)-6-(hydroxymethyl)-3-methyl-9-methylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,6a,7,8,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-2-one

Details

• Internal ID: 78949ff6-d423-478b-a3ed-2c0ce14fc567
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3S,3aR,6S,6aR,9aR,9bS)-6-(hydroxymethyl)-3-methyl-9-methylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,6a,7,8,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2C=CC(C3CCC(=C)C3C2OC1=O)(CO)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2C=C[C@]([C@@H]3CCC(=C)[C@@H]3[C@H]2OC1=O)(CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C21H30O9/c1-9-3-4-12-14(9)18-11(10(2)19(27)29-18)5-6-21(12,8-23)30-20-17(26)16(25)15(24)13(7-22)28-20/h5-6,10-18,20,22-26H,1,3-4,7-8H2,2H3/t10-,11+,12+,13+,14-,15+,16-,17+,18-,20-,21+/m0/s1
• InChI Key: RPQTUGURKSFZTM-VNINZLNFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₉
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.18898253 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -1.00

Synonyms

There are no found synonyms.

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
CHEMBL4040	P28482	MAP kinase ERK2	98.82%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.43%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.17%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.27%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.81%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.45%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.62%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.64%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.56%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.45%	95.83%
CHEMBL4072	P07858	Cathepsin B	81.30%	93.67%

Plants that contains it

• Picris hieracioides

Cross-Links

• PubChem: 162950302
• LOTUS: LTS0080609
• wikiData: Q105242934