3-[(3S,3aS,5R,5aR,6R,7R,9R,9aR)-5-[(2R)-2-hydroxy-3-methylbutanoyl]oxy-9-[(E,2R)-2-hydroxy-3-methylpent-3-enoyl]oxy-7-(2-hydroxypropan-2-yl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

Details

• Internal ID: 4df36295-5eb7-43d6-8ed1-c54c4426b3dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-[(3S,3aS,5R,5aR,6R,7R,9R,9aR)-5-[(2R)-2-hydroxy-3-methylbutanoyl]oxy-9-[(E,2R)-2-hydroxy-3-methylpent-3-enoyl]oxy-7-(2-hydroxypropan-2-yl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
• SMILES (Canonical): CC=C(C)C(C(=O)OC1CC(C(C2C1(C3=CCC(C3(CC2OC(=O)C(C(C)C)O)C)C4CC(OC4)C=C(C)C)C)(C)CCC(=O)O)C(C)(C)O)O
• SMILES (Isomeric): C/C=C(\C)/[C@H](C(=O)O[C@@H]1C[C@H]([C@]([C@@H]2[C@@]1(C3=CC[C@H]([C@@]3(C[C@H]2OC(=O)[C@@H](C(C)C)O)C)[C@@H]4C[C@H](OC4)C=C(C)C)C)(C)CCC(=O)O)C(C)(C)O)O
• InChI: InChI=1S/C41H64O10/c1-12-24(6)34(45)37(47)51-31-19-30(38(7,8)48)39(9,16-15-32(42)43)35-28(50-36(46)33(44)23(4)5)20-40(10)27(13-14-29(40)41(31,35)11)25-18-26(49-21-25)17-22(2)3/h12,14,17,23,25-28,30-31,33-35,44-45,48H,13,15-16,18-21H2,1-11H3,(H,42,43)/b24-12+/t25-,26-,27+,28-,30+,31-,33-,34-,35-,39+,40+,41-/m1/s1
• InChI Key: RLFCGSUEMADNOF-MRTFXUHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₀
• Molecular Weight: 716.90 g/mol
• Exact Mass: 716.44994823 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 6.80

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	100.00%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.30%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.12%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.68%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.24%	90.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.04%	97.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.05%	91.07%
CHEMBL5028	O14672	ADAM10	87.68%	97.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.35%	85.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.33%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.30%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.03%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.48%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.90%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.61%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.48%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.99%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.94%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.38%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	83.37%	94.73%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.15%	94.97%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.86%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.94%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.67%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.84%	82.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.06%	96.00%

Plants that contains it

• Aglaia argentea

Cross-Links

• PubChem: 20055759
• LOTUS: LTS0198448
• wikiData: Q105239911