[(3aS,4R,5aS,6S,9bS)-6-hydroxy-5a,9-dimethyl-3-methylidene-2-oxo-4,5,6,7,8,9b-hexahydro-3aH-benzo[g][1]benzofuran-4-yl] (3S)-3-hydroxy-2-methylidenebutanoate

Details

• Internal ID: bd765fec-a870-4a39-bfc9-210d04c658e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [(3aS,4R,5aS,6S,9bS)-6-hydroxy-5a,9-dimethyl-3-methylidene-2-oxo-4,5,6,7,8,9b-hexahydro-3aH-benzo[g][1]benzofuran-4-yl] (3S)-3-hydroxy-2-methylidenebutanoate
• SMILES (Canonical): CC1=C2C3C(C(CC2(C(CC1)O)C)OC(=O)C(=C)C(C)O)C(=C)C(=O)O3
• SMILES (Isomeric): CC1=C2[C@@H]3[C@H]([C@@H](C[C@@]2([C@H](CC1)O)C)OC(=O)C(=C)[C@H](C)O)C(=C)C(=O)O3
• InChI: InChI=1S/C20H26O6/c1-9-6-7-14(22)20(5)8-13(25-18(23)10(2)12(4)21)15-11(3)19(24)26-17(15)16(9)20/h12-15,17,21-22H,2-3,6-8H2,1,4-5H3/t12-,13+,14-,15-,17-,20+/m0/s1
• InChI Key: USMGBEDASIFJNA-KJMAVMMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.95%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.75%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.77%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.64%	96.47%
CHEMBL4040	P28482	MAP kinase ERK2	91.48%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.64%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.75%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.09%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.54%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.96%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.81%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.52%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.32%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.32%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.24%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.32%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.33%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	81.23%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.86%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.54%	94.33%

Plants that contains it

• Tithonia rotundifolia

Cross-Links

• PubChem: 162980730
• LOTUS: LTS0164519
• wikiData: Q105278289