Linocinnamarin

Details

• Internal ID: dde0e283-7ee8-462c-971c-509d405e354a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl (E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): COC(=O)C=CC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): COC(=O)/C=C/C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C16H20O8/c1-22-12(18)7-4-9-2-5-10(6-3-9)23-16-15(21)14(20)13(19)11(8-17)24-16/h2-7,11,13-17,19-21H,8H2,1H3/b7-4+/t11-,13-,14+,15-,16-/m1/s1
• InChI Key: KPYQJVYNSWDFQU-ORXIWHNOSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₈
• Molecular Weight: 340.32 g/mol
• Exact Mass: 340.11581759 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 0.40

Synonyms

• 554-87-0
• 2-Propenoic acid, 3-[4-(beta-D-glucopyranosyloxy)phenyl]-, methyl ester, (2E)-
• (E)-Methyl 3-(4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)acrylate
• CHEMBL1215040
• DTXSID601184685
• 3-[4-(beta-D-Glucopyranosyloxy)phenyl]acrylic acid methyl ester
• HY-N11887
• NCGC00385566-01
• CS-0887966
• methyl (E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

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	98.03%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.61%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.24%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.14%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.44%	97.09%
CHEMBL4208	P20618	Proteasome component C5	86.70%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.74%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.85%	90.17%
CHEMBL2581	P07339	Cathepsin D	80.83%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	80.70%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.37%	94.33%

Plants that contains it

• Euphorbia hirta
• Fragaria × ananassa
• Linum usitatissimum

Cross-Links

• PubChem: 12311284
• LOTUS: LTS0038117
• wikiData: Q104401673