Deoxyloganic acid

Details

• Internal ID: e294db83-d112-4990-9ec9-2d28a869ae2c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: 7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): CC1CCC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC1CCC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C16H24O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5-7,9-13,15-20H,2-4H2,1H3,(H,21,22)
• InChI Key: DSXFHNSGLYXPNG-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₉
• Molecular Weight: 360.36 g/mol
• Exact Mass: 360.14203234 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.40

Synonyms

• (1R,2S,6S,9S)-9-METHYL-2-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY-3-OXABICYCLO[4.3.0]NON-4-ENE-5-CARBOXYLIC ACID
• 1,5,9-Epideoxyloganic acid
• 22487-36-1
• 88668-99-9
• 7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• CHEBI:167915
• Deoxyloganic acid (Not validated)
• PD158725
• B0005-477403

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.86%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.46%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	86.66%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.16%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.58%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.94%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.69%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.09%	96.00%

Plants that contains it

• Argylia radiata
• Crotalaria emarginella
• Incarvillea delavayi
• Leonurus persicus
• Nepeta caesarea
• Nepeta cataria
• Nepeta grandiflora
• Nepeta italica subsp. cadmea
• Pedicularis verticillata
• Plantago webbii
• Scyphiphora hydrophylacea
• Uncaria tomentosa
• Verbena officinalis

Cross-Links

• PubChem: 4490284
• LOTUS: LTS0088057
• wikiData: Q104988096