CHEBI:63712 - baruol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name baruol
Definition A tetracyclic triterpenoid that is chrysene which has been fully hydrogenated except for a double bond between the 12 and 12a positions and which is substituted by methyl groups at positions 1, 1, 4b, 6a, 8 and 10a positions, and by a 4-methylpent-3-en-1-yl group at position 8 (the 2S,4aS,4bR,6aS,8R,10aR,10bS-diastereoisomer). It has been isolated from the root bark of the Panamanian tree Maytenus blepharodes.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C30H50O
Net Charge 0
Average Mass 426.71740
Monoisotopic Mass 426.38617
InChI InChI=1S/C30H50O/c1-21(2)10-9-15-27(5)16-19-30(8)24-13-11-22-23(12-14-25(31)26(22,3)4)29(24,7)18-17-28(30,6)20-27/h10-11,23-25,31H,9,12-20H2,1-8H3/t23-,24+,25+,27-,28+,29+,30-/m1/s1
SMILES [H][C@@]12CC[C@H](O)C(C)(C)C1=CC[C@@]1([H])[C@@]2(C)CC[C@@]2(C)C[C@](C)(CCC=C(C)C)CC[C@]12C
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing baruol (CHEBI:63712) has role metabolite (CHEBI:25212)
baruol (CHEBI:63712) is a secondary alcohol (CHEBI:35681)
baruol (CHEBI:63712) is a tetracyclic triterpenoid (CHEBI:26893)
Synonyms Sources
baruol UniProt
D:B-friedobaccharan-5,21-dien-3-ol ChEBI
Manual Xref Database
CPD-10308 MetaCyc
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Registry Number Type Source
9820201 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17705488 PubMed citation SUBMITTER
Last Modified
24 January 2012
General Comments
2012-01-24 Needed for the reaction: (3S)-2,3-epoxy-2,3-dihydrosqualene = baruol.
2012-01-24 For original isolation, see Nunez M.J., Lopez M.R., Jimenez I.A., Moujir L.M., Ravelo A.G. and Bazzocchi I.L., Tetrahedron Lett., 2004, 45, 7367-7370.