Blepharin

Details

• Internal ID: cadfbab6-76e8-438c-a9e8-e31c8fefb2f4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-1,4-benzoxazin-3-one
• SMILES (Canonical): C1=CC=C2C(=C1)NC(=O)C(O2)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)NC(=O)C(O2)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C14H17NO8/c16-5-8-9(17)10(18)11(19)13(22-8)23-14-12(20)15-6-3-1-2-4-7(6)21-14/h1-4,8-11,13-14,16-19H,5H2,(H,15,20)
• InChI Key: PYQSUTLVBSTCSK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₈
• Molecular Weight: 327.29 g/mol
• Exact Mass: 327.09541650 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: -1.30

Synonyms

• (+)-Blepharin
• HBOA-Glc
• HBOA + O-Hex
• CHEBI:169255
• 27625-86-1
• BCP31440
• 2-beta-d-glucopyranosyloxy-1,4-benzoxazin-3-one;Blepharin
• 2-((c)micro-D-Glucopyranosyloxy)-2H-1,4-benzoxazin-3(4H)-one
• 2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-1,4-benzoxazin-3-one

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	98.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.03%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.51%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.37%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.85%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.43%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.72%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.54%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.51%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	81.18%	94.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.75%	94.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.38%	89.67%
CHEMBL3524	P56524	Histone deacetylase 4	80.21%	92.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.02%	86.33%

Plants that contains it

• Acanthus ebracteatus
• Acanthus montanus
• Blepharis edulis

Cross-Links

• PubChem: 14605136
• LOTUS: LTS0086983
• wikiData: Q105216729