Glucotropaeolin

Details

• Internal ID: 2b95e0d8-db2f-4462-8c76-de7fc2587f07
• 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] (1E)-2-phenyl-N-sulfooxyethanimidothioate
• SMILES (Canonical): C1=CC=C(C=C1)CC(=NOS(=O)(=O)O)SC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C/C(=N\OS(=O)(=O)O)/S[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H19NO9S2/c16-7-9-11(17)12(18)13(19)14(23-9)25-10(15-24-26(20,21)22)6-8-4-2-1-3-5-8/h1-5,9,11-14,16-19H,6-7H2,(H,20,21,22)/b15-10+/t9-,11-,12+,13-,14+/m1/s1
• InChI Key: QQGLQYQXUKHWPX-BXLHIMNRSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₉S₂
• Molecular Weight: 409.40 g/mol
• Exact Mass: 409.05012353 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: -0.20

Synonyms

• benzylglucosinolate
• Glucotropeolin
• 499-26-3
• Benzyl glucosinolate
• Tropaeolin
• Phenylmethyl glucosinolate
• SCHEMBL22322116
• DTXSID10964467
• Q27102224
• 1-Thio-b-D-glucopyranose 1-[N-(sulfooxy)benzenethanimidate], 9CI
• [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-2-phenyl-N-sulfooxyethanimidothioate

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
CHEMBL2581	P07339	Cathepsin D	96.44%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.14%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.72%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	91.23%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.70%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.22%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.86%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.59%	85.31%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.85%	95.83%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.63%	88.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.22%	94.62%

Plants that contains it

• Alliaria petiolata
• Brassica napus
• Cardamine cordifolia
• Carica papaya
• Garcinia mangostana
• Lepidium meyenii
• Tropaeolum majus

Cross-Links

• PubChem: 9548605
• LOTUS: LTS0189449
• wikiData: Q63399038