[(3aR,4R,5aR,6R,9aS,9bR)-6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-4-yl] (2S,3S)-2,3-dihydroxy-2-methylbutanoate

Details

• Internal ID: dd8cfead-f21b-4a90-85ce-65c708749e94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [(3aR,4R,5aR,6R,9aS,9bR)-6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-4-yl] (2S,3S)-2,3-dihydroxy-2-methylbutanoate
• SMILES (Canonical): CC(C(C)(C(=O)OC1CC2(C(CCC(=C)C2C3C1C(=C)C(=O)O3)O)C)O)O
• SMILES (Isomeric): C[C@@H]([C@@](C)(C(=O)O[C@@H]1C[C@]2([C@@H](CCC(=C)[C@@H]2[C@@H]3[C@@H]1C(=C)C(=O)O3)O)C)O)O
• InChI: InChI=1S/C20H28O7/c1-9-6-7-13(22)19(4)8-12(26-18(24)20(5,25)11(3)21)14-10(2)17(23)27-16(14)15(9)19/h11-16,21-22,25H,1-2,6-8H2,3-5H3/t11-,12+,13+,14+,15+,16-,19-,20-/m0/s1
• InChI Key: KCJQFSPRHCELGR-HCGLQCSDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 113.00 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
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.21%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.40%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.74%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.43%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.67%	99.23%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	87.16%	94.97%
CHEMBL221	P23219	Cyclooxygenase-1	87.07%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.86%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.15%	92.88%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.94%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.30%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.24%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.67%	85.31%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.55%	97.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.27%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.16%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.68%	93.56%
CHEMBL1871	P10275	Androgen Receptor	81.13%	96.43%

Plants that contains it

• Tithonia rotundifolia

Cross-Links

• PubChem: 163091695
• LOTUS: LTS0211343
• wikiData: Q105138785