CHEBI:84407 - cleistanthin B

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ChEBI Name cleistanthin B
ChEBI ID CHEBI:84407
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C27H26O12
Net Charge 0
Average Mass 542.48810
Monoisotopic Mass 542.14243
InChI InChI=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
InChIKey BJGIWVGXMRUMNA-WBYCZGBQSA-N
SMILES COc1cc2c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c3COC(=O)c3c(-c3ccc4OCOc4c3)c2cc1OC
Metabolite of Species Details
Cleistanthus collinus (NCBI:txid1357584) Found in aerial part (BTO:0001658). See: Tetrahedron, 1981, 37, 3641-3652
Roles Classification
Biological Role(s): alpha-adrenergic antagonist
An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-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.
(via cleistanthins )
Application(s): 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 alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
diuretic
An agent that promotes the excretion of urine through its effects on kidney function.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cleistanthin B (CHEBI:84407) has role α-adrenergic antagonist (CHEBI:37890)
cleistanthin B (CHEBI:84407) has role antihypertensive agent (CHEBI:35674)
cleistanthin B (CHEBI:84407) has role diuretic (CHEBI:35498)
cleistanthin B (CHEBI:84407) is a β-D-glucoside (CHEBI:22798)
cleistanthin B (CHEBI:84407) is a cleistanthins (CHEBI:84406)
cleistanthin B (CHEBI:84407) is a monosaccharide derivative (CHEBI:63367)
Incoming 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 Sources
4-O-(β-D-glucopyranosyl)diphyllin ChEBI
9-(1,3-benzodioxol-5-yl)-4-(β-D-glucopyranosyloxy)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one ChemIDplus
Clei B ChemIDplus
diphyllin β-D-glucoside ChEBI
Registry Numbers Types Sources
30021-77-3 CAS Registry Number ChemIDplus
4282920 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1452103 PubMed citation Europe PMC
14646474 PubMed citation Europe PMC
1618959 PubMed citation Europe PMC
21969796 PubMed citation Europe PMC
22351983 PubMed citation Europe PMC
22529475 PubMed citation Europe PMC
22701286 PubMed citation Europe PMC
22754257 PubMed citation Europe PMC
22787347 PubMed citation Europe PMC
25316991 PubMed citation Europe PMC
6471818 PubMed citation Europe PMC
8962424 PubMed citation Europe PMC
Last Modified
21 January 2015