methyl (2E,5S)-6-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-oxo-5-(5-oxo-2H-furan-4-yl)hexanoate

Details

• Internal ID: ee0a860f-e628-42ee-ae07-5d51ce4da3e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: methyl (2E,5S)-6-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-oxo-5-(5-oxo-2H-furan-4-yl)hexanoate
• SMILES (Canonical): CC12CCC(C(C1CCC(=C)C2CC=C(CC(=O)C(CC3C(=C)CCC4C3(CCC(C4(C)CO)O)C)C5=CCOC5=O)C(=O)OC)(C)CO)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)[C@H]2C/C=C(\CC(=O)[C@@H](C[C@@H]3C(=C)CC[C@H]4[C@]3(CC[C@H]([C@@]4(C)CO)O)C)C5=CCOC5=O)/C(=O)OC)(C)CO)O
• InChI: InChI=1S/C41H60O9/c1-24-8-12-32-38(3,17-14-34(45)40(32,5)22-42)29(24)11-10-26(36(47)49-7)20-31(44)28(27-16-19-50-37(27)48)21-30-25(2)9-13-33-39(30,4)18-15-35(46)41(33,6)23-43/h10,16,28-30,32-35,42-43,45-46H,1-2,8-9,11-15,17-23H2,3-7H3/b26-10+/t28-,29+,30+,32-,33-,34+,35+,38-,39-,40-,41-/m0/s1
• InChI Key: XROWRFVLPINXAN-JFGBQPPLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₀O₉
• Molecular Weight: 696.90 g/mol
• Exact Mass: 696.42373349 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 5.60

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	98.41%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.72%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.43%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.14%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.52%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.37%	97.09%
CHEMBL5028	O14672	ADAM10	87.02%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.59%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.10%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.66%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.95%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.91%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.77%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.66%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.34%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.15%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.74%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.29%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	80.55%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.38%	94.33%
CHEMBL1871	P10275	Androgen Receptor	80.34%	96.43%

Plants that contains it

• Andrographis paniculata

Cross-Links

• PubChem: 163047567
• LOTUS: LTS0184935
• wikiData: Q105340636