16beta,17-dihydroxy-ent-kaurane-19-oic acid (CHEBI:65778)

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CHEBI:65778 - 16β,17-dihydroxy-ent-kaurane-19-oic acid

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ChEBI ID	CHEBI:65778
ChEBI Name	16β,17-dihydroxy-ent-kaurane-19-oic acid
Stars
ASCII Name	16beta,17-dihydroxy-ent-kaurane-19-oic acid
Definition	A ent-kaurane diterpenoid that is ent-kaurane-19-oic acid substituted by hydroxy groups at positions 16 and 17 (the 16β stereoisomer). It is isolated from Helianthus sp. and Annona squamosa and exhibits anti-HIV activity.
Last Modified	26 March 2014
Downloads	Molfile

Formula	C20H32O4
Net Charge	0
Average Mass	336.472
Monoisotopic Mass	336.23006
SMILES	[H][C@@]12CC[C@]3([H])[C@@](CC[C@@]4([H])[C@@]3(C)CCC[C@@]4(C)C(=O)O)(C1)C[C@@]2(O)CO
InChI	InChI=1S/C20H32O4/c1-17-7-3-8-18(2,16(22)23)14(17)6-9-19-10-13(4-5-15(17)19)20(24,11-19)12-21/h13-15,21,24H,3-12H2,1-2H3,(H,22,23)/t13-,14+,15+,17-,18-,19+,20-/m1/s1
InChIKey	MRBLTWPEPGRXQN-WMUQSPHGSA-N

Species of Metabolite	Component	Source	Comments
Annona reticulata (ncbitaxon:301862)	stem (BTO:0001300)	DOI (10.1021/np50053a043)	Previous component: stem bark;
Annona squamosa (ncbitaxon:301693)	fruit (BTO:0000486)	PubMed (8786370)	Fresh fruit
Helianthus (ncbitaxon:4231)	-	DOI (10.1016/S0031-9422(00)80485-9)

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. anti-HIV agent An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.

ChEBI Ontology

Outgoing Relation(s)
	16β,17-dihydroxy-ent-kaurane-19-oic acid (CHEBI:65778) has role anti-HIV agent (CHEBI:64946)
	16β,17-dihydroxy-ent-kaurane-19-oic acid (CHEBI:65778) has role metabolite (CHEBI:25212)
	16β,17-dihydroxy-ent-kaurane-19-oic acid (CHEBI:65778) is a ent-kaurane diterpenoid (CHEBI:36760)
	16β,17-dihydroxy-ent-kaurane-19-oic acid (CHEBI:65778) is a bridged compound (CHEBI:35990)
	16β,17-dihydroxy-ent-kaurane-19-oic acid (CHEBI:65778) is a diol (CHEBI:23824)
	16β,17-dihydroxy-ent-kaurane-19-oic acid (CHEBI:65778) is a hydroxy monocarboxylic acid (CHEBI:35868)
	16β,17-dihydroxy-ent-kaurane-19-oic acid (CHEBI:65778) is a primary alcohol (CHEBI:15734)
	16β,17-dihydroxy-ent-kaurane-19-oic acid (CHEBI:65778) is a tertiary alcohol (CHEBI:26878)

IUPAC Name
(5β,8α,9β,10α)-16,17-dihydroxykauran-18-oic acid

Synonym	Source
16β,17-dihydroxy-ent-kaurane-19-oic acid	ChEBI

Registry Numbers	Sources
Reaxys:5382270	Reaxys

Citations