3,5-di-O-acetyl-1-O-[(5beta,8alpha,9beta,10alpha)-18-oxokaur-16-en-18-yl]-beta-L-arabinofuranose (CHEBI:65753)

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CHEBI:65753 - 3,5-di-O-acetyl-1-O-[(5β,8α,9β,10α)-18-oxokaur-16-en-18-yl]-β-L-arabinofuranose

ChEBI ID	CHEBI:65753
ChEBI Name	3,5-di-O-acetyl-1-O-[(5β,8α,9β,10α)-18-oxokaur-16-en-18-yl]-β-L-arabinofuranose
Stars
ASCII Name	3,5-di-O-acetyl-1-O-[(5beta,8alpha,9beta,10alpha)-18-oxokaur-16-en-18-yl]-beta-L-arabinofuranose
Definition	An ent-kaurane diterpenoid that is ent-kaur-16-en-18-oic acid substituted by a β-L-3',5'-diacetoxy-arabinofuranosyl moiety at position 18 via a glycosidic linkage. It is isolated from the whole herb of Sagittaria pygmaea and exhibits antibacterial activity against the oral pathogens.
Last Modified	2 January 2013
Downloads	Molfile

Formula	C29H42O8
Net Charge	0
Average Mass	518.647
Monoisotopic Mass	518.28797
SMILES	[H][C@]12CC[C@]34CC(=C)[C@H](CC[C@@]3([H])[C@]1(C)CCC[C@@]2(C)C(=O)O[C@H]1O[C@@H](COC(C)=O)[C@H](OC(C)=O)[C@H]1O)C4
InChI	InChI=1S/C29H42O8/c1-16-13-29-12-9-21-27(4,22(29)8-7-19(16)14-29)10-6-11-28(21,5)26(33)37-25-23(32)24(35-18(3)31)20(36-25)15-34-17(2)30/h19-25,32H,1,6-15H2,2-5H3/t19?,20-,21-,22-,23+,24-,25+,27+,28+,29+/m0/s1
InChIKey	NDNXVUYCJZMRRS-ABRNDMKOSA-N

Species of Metabolite	Component	Source	Comments
Sagittaria pygmaea (ncbitaxon:258217)	whole plant (BTO:0001461)	PubMed (17315313)

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.

antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

ChEBI Ontology

Outgoing Relation(s)
	3,5-di-O-acetyl-1-O-[(5β,8α,9β,10α)-18-oxokaur-16-en-18-yl]-β-L-arabinofuranose (CHEBI:65753) has functional parent β-L-arabinofuranose (CHEBI:28272)
	3,5-di-O-acetyl-1-O-[(5β,8α,9β,10α)-18-oxokaur-16-en-18-yl]-β-L-arabinofuranose (CHEBI:65753) has role antibacterial agent (CHEBI:33282)
	3,5-di-O-acetyl-1-O-[(5β,8α,9β,10α)-18-oxokaur-16-en-18-yl]-β-L-arabinofuranose (CHEBI:65753) has role metabolite (CHEBI:25212)
	3,5-di-O-acetyl-1-O-[(5β,8α,9β,10α)-18-oxokaur-16-en-18-yl]-β-L-arabinofuranose (CHEBI:65753) is a ent-kaurane diterpenoid (CHEBI:36760)
	3,5-di-O-acetyl-1-O-[(5β,8α,9β,10α)-18-oxokaur-16-en-18-yl]-β-L-arabinofuranose (CHEBI:65753) is a acetate ester (CHEBI:47622)

IUPAC Name
3,5-di-O-acetyl-1-O-[(5β,8α,9β,10α)-18-oxokaur-16-en-18-yl]-β-L-arabinofuranose

Synonym	Source
18-β-L-3',5'-diacetoxy-arabinofuranosyl-ent-kaur-16-ene	ChEBI

Citations