Nomilinic acid 17-O-beta-D-glucoside

Details

• Internal ID: d7e83b7e-e177-4123-ab8f-82865caa9f46
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (2'S,3S,4aR,7R,8R,8aR)-8-[(1R)-1-acetyloxy-2-carboxyethyl]-3-[(S)-furan-3-yl-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-(2-hydroxypropan-2-yl)-3,4a,8-trimethyl-5-oxospiro[2,6,7,8a-tetrahydro-1H-naphthalene-4,3'-oxirane]-2'-carboxylic acid
• SMILES (Canonical): CC(=O)OC(CC(=O)O)C1(C2CCC(C3(C2(C(=O)CC1C(C)(C)O)C)C(O3)C(=O)O)(C)C(C4=COC=C4)OC5C(C(C(C(O5)CO)O)O)O)C
• SMILES (Isomeric): CC(=O)O[C@H](CC(=O)O)[C@@]1([C@H]2CC[C@@](C3([C@@]2(C(=O)C[C@H]1C(C)(C)O)C)[C@H](O3)C(=O)O)(C)[C@H](C4=COC=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
• InChI: InChI=1S/C34H48O16/c1-15(36)47-21(12-22(38)39)32(5)18-7-9-31(4,34(27(50-34)28(43)44)33(18,6)20(37)11-19(32)30(2,3)45)26(16-8-10-46-14-16)49-29-25(42)24(41)23(40)17(13-35)48-29/h8,10,14,17-19,21,23-27,29,35,40-42,45H,7,9,11-13H2,1-6H3,(H,38,39)(H,43,44)/t17-,18-,19+,21-,23-,24+,25-,26+,27-,29+,31+,32-,33+,34?/m1/s1
• InChI Key: MUZNNCNJBAPYJF-UNWTYGGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈O₁₆
• Molecular Weight: 712.70 g/mol
• Exact Mass: 712.29423544 g/mol
• Topological Polar Surface Area (TPSA): 263.00 Ų
• XlogP: -0.60

Synonyms

• Nomilinic acid glycoside
• 125107-15-5
• CCRIS 6988
• Nomilinic acid 17-O-beta-D-glucopyranoside
• DTXSID00925022
• Limonoic acid, 1-(acetyloxy)-1,4-deepoxy-19-deoxy-O17-beta-D-glucopyranosyl-4-hydroxy-
• 5-[1-(Acetyloxy)-2-carboxyethyl]-2-[(furan-3-yl)(hexopyranosyloxy)methyl]-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-8-oxooctahydro-2H-spiro[naphthalene-1,2'-oxirane]-3'-carboxylic acid
• Spiro(naphthalene-1(2H),2'-oxirane)-5-propanoic acid, beta-(acetyloxy)-3'-carboxy-2-((S)-3-furanyl(beta-D-glucopyranosyloxy)methyl)octahydro-6-(1-hydroxy-1-methylethyl)-2,5,8a-trimethyl-8-oxo-, (betaR,1R,2S,3'S,4aR,5R,6R,8aR)-

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	97.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.21%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.44%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.16%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	91.35%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.48%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	90.17%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.23%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.16%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.09%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.51%	97.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.59%	94.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.47%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.42%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.32%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.97%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.14%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.91%	94.00%
CHEMBL5028	O14672	ADAM10	82.79%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.83%	99.23%

Plants that contains it

• Citrus × aurantium
• Citrus japonica

Cross-Links

• PubChem: 5748431
• LOTUS: LTS0175497
• wikiData: Q82899260