EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:84407 - cleistanthin B

ChEBI IDCHEBI:84407
ChEBI Namecleistanthin B
Stars
DefinitionA member of the class of cleistanthins that is cleistanthin A in which the 3,4-di-O-methyl-D-xylopyranosyl group is replaced by a β-D-glucopyranosyl group.
Last Modified21 January 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC27H26O12
Net Charge0
Average Mass542.493
Monoisotopic Mass542.14243
SMILESCOc1cc2c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c3c(c(-c4ccc5c(c4)OCO5)c2cc1OC)C(=O)OC3
InChIInChI=1S/C27H26O12/c1-33-16-6-12-13(7-17(16)34-2)25(39-27-24(31)23(30)22(29)19(8-28)38-27)14-9-35-26(32)21(14)20(12)11-3-4-15-18(5-11)37-10-36-15/h3-7,19,22-24,27-31H,8-10H2,1-2H3/t19-,22-,23+,24-,27+/m1/s1
InChIKeyBJGIWVGXMRUMNA-WBYCZGBQSA-N
Species of MetaboliteComponentSourceComments
Cleistanthus collinus (ncbitaxon:1357584) aerial part (BTO:0001658) Article (Tetrahedron, 1981, 37, 3641-3652)
Roles Classification
Biological Roles:
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
diuretic  An agent that promotes the excretion of urine through its effects on kidney function.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
ChEBI Ontology
Outgoing Relation(s)
cleistanthin B (CHEBI:84407) has role antihypertensive agent (CHEBI:35674)
cleistanthin B (CHEBI:84407) has role diuretic (CHEBI:35498)
cleistanthin B (CHEBI:84407) has role α-adrenergic antagonist (CHEBI:37890)
cleistanthin B (CHEBI:84407) is a cleistanthins (CHEBI:84406)
cleistanthin B (CHEBI:84407) is a monosaccharide derivative (CHEBI:63367)
cleistanthin B (CHEBI:84407) is a β-D-glucoside (CHEBI:22798)
Incoming Relation(s)
cleistanthin C (CHEBI:84408) has functional parent cleistanthin B (CHEBI:84407)
IUPAC Name 
9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl β-D-glucopyranoside
Synonyms  Source
Clei BChemIDplus
9-(1,3-benzodioxol-5-yl)-4-(β-D-glucopyranosyloxy)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-oneChemIDplus
diphyllin β-D-glucosideChEBI
4-O-(β-D-glucopyranosyl)diphyllinChEBI
Registry NumbersSources
Reaxys:4282920Reaxys
CAS:30021-77-3ChemIDplus
Citations