avenacoside B (CHEBI:2938)

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CHEBI:2938 - avenacoside B

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ChEBI ID	CHEBI:2938
ChEBI Name	avenacoside B
Stars
Definition	A steroid saponin obtained from grain and leaves of oats (Avena sativa) that is nuatigenin in which the hydroxy group at position 26 is converted to its β-D-glucoside and in which the hydroxy group at position 3 is converted into its methyl α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)]-β-D-glucopyranoside derivative.
Last Modified	3 August 2014
Downloads	Molfile

Formula	C57H92O28
Net Charge	0
Average Mass	1225.335
Monoisotopic Mass	1224.57751
SMILES	[H][C@@]12CC=C3C[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@H](O)[C@H]4O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])C[C@]2([H])O[C@]3(CC[C@@](C)(CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)O3)[C@@H](C)[C@]12[H]
InChI	InChI=1S/C57H92O28/c1-21-33-28(84-57(21)13-12-54(3,85-57)20-74-49-41(69)39(67)35(63)29(16-58)77-49)15-27-25-7-6-23-14-24(8-10-55(23,4)26(25)9-11-56(27,33)5)76-53-48(83-50-42(70)38(66)34(62)22(2)75-50)44(72)46(32(19-61)80-53)81-52-45(73)47(37(65)31(18-60)79-52)82-51-43(71)40(68)36(64)30(17-59)78-51/h6,21-22,24-53,58-73H,7-20H2,1-5H3/t21-,22-,24-,25+,26-,27-,28-,29+,30+,31+,32+,33-,34-,35+,36+,37+,38+,39-,40-,41+,42+,43+,44-,45+,46+,47-,48+,49+,50-,51-,52-,53+,54-,55-,56-,57-/m0/s1
InChIKey	NMIRRCSMDCNCKV-ZRCSLNBESA-N

Roles Classification

Biological Roles:

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology

Outgoing Relation(s)
	avenacoside B (CHEBI:2938) has functional parent avenacoside A (CHEBI:2937)
	avenacoside B (CHEBI:2938) has functional parent nuatigenin (CHEBI:15574)
	avenacoside B (CHEBI:2938) has role metabolite (CHEBI:25212)
	avenacoside B (CHEBI:2938) is a hexacyclic triterpenoid (CHEBI:70994)
	avenacoside B (CHEBI:2938) is a spiroketal (CHEBI:72600)
	avenacoside B (CHEBI:2938) is a steroid saponin (CHEBI:61655)
	avenacoside B (CHEBI:2938) is a tetrasaccharide derivative (CHEBI:63567)
	avenacoside B (CHEBI:2938) is a β-D-glucoside (CHEBI:22798)
Incoming Relation(s)
Incoming Relation(s)	26-desglucoavenacoside B (CHEBI:75931) has functional parent avenacoside B (CHEBI:2938)

IUPAC Name
(3β,22S,25S)-3-{[6-deoxy-α-L-mannopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)]-β-D-glucopyranosyl]oxy}-22,25-epoxyfurost-5-en-26-yl β-D-glucopyranoside

Synonym	Source
nuatigenin 3-O-{α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→4)]-β-D-glucopyranoside} 26-O-β-D-glucopyranoside	ChEBI

UniProt Name	Source
avenacoside B	UniProt

Manual Xrefs	Databases
C08888	KEGG COMPOUND
HMDB0033802	HMDB
C00003565	KNApSAcK

Registry Numbers	Sources
Reaxys:22997421	Reaxys

Citations