4-Methoxy-3-indolylmethyl glucosinolate

Details

• Internal ID: b419dc3e-fbc2-4fea-a2bb-12296a181ad8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glucosinolates > Alkylglucosinolates
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(4-methoxy-1H-indol-3-yl)-N-sulfooxyethanimidothioate
• SMILES (Canonical): COC1=CC=CC2=C1C(=CN2)CC(=NOS(=O)(=O)O)SC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): COC1=CC=CC2=C1C(=CN2)CC(=NOS(=O)(=O)O)S[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C17H22N2O10S2/c1-27-10-4-2-3-9-13(10)8(6-18-9)5-12(19-29-31(24,25)26)30-17-16(23)15(22)14(21)11(7-20)28-17/h2-4,6,11,14-18,20-23H,5,7H2,1H3,(H,24,25,26)/t11-,14-,15+,16-,17+/m1/s1
• InChI Key: IIAGSABLXRZUSE-UFRBAHOGSA-N
• Popularity: 27 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂N₂O₁₀S₂
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.07158725 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.10

Synonyms

• 4-Methoxy-3-indolylmethyl glucosinolate
• C08423
• 83327-21-3
• AC1LCV7G
• DTXSID901003296
• [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(4-methoxy-1H-indol-3-yl)-N-sulfooxyethanimidothioate
• Q27105519
• [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 2-(4-methoxy-1H-indol-3-yl)-N-sulfooxy-ethanimidothioate

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	98.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.23%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.26%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.92%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL2535	P11166	Glucose transporter	85.93%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	85.08%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.34%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.94%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.67%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.41%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.16%	89.00%

Plants that contains it

• Arabidopsis thaliana
• Capparis spinosa

Cross-Links

• PubChem: 656563
• LOTUS: LTS0205728
• wikiData: Q27105519