596-84-9

Usage

Scent

Distinctive sweet, vanilla-like scent

Common sources

Tonka beans, sweet clover, and cassia cinnamon

Uses

Fragrance ingredient in perfumes, flavor enhancer in food products, manufacturing of pharmaceuticals, precursor for the synthesis of other compounds

Health concerns

Excessive consumption can be harmful, associated with liver toxicity

Regulations

Limited use in food and beverage products due to potential health risks

InChI:InChI=1/C20H34O/c1-7-18(4)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)21-18/h7,15-16H,1,8-14H2,2-6H3/t15-,16+,18+,19-,20+/m1/s1

Upstream product

• 515-03-7 sclareol 
• 596-85-0 (+)-manool 
• 596-85-0 manool 
• 515-03-7 sclareol 
• 596-85-0 epimanool 

Downstream Products

• 20291-75-2 1,2,8-trimethyl-phenanthrene 
• 641-91-8 1,2,5-trimethylnaphthalene 
• 1231-34-1 2-Oxo-manoyloxid 
• 117015-27-7 8α,13β-epoxy-15-hydroxylabdan-12-one 
• 5153-92-4 sclareol oxide 
• 52154-07-1 8α,13β-epoxy-15-norlabdan-14-oic acid 

Relevant academic research and scientific papers

Microbial Transformation of Manool and (12Z)-Labda-8(17),12,14-triene by Rhodococcus erythropolis JTS-131

Rhodococcus erythropolis JTS-131, a cis-abienol and sclareol transformable bacterium, converted manool and accumulated manoyl oxide in the culture broth.In the presence of metabolic inhibitors, 13β-hydroxylabda-8(17),14-dien-18-oic acid and its methylester (a new compound) were accumulated as the transformation products.This strain also transformed (12Z)-labda-8(17),12,14-triene and accumulated (12Z)-labda-8(17),12,14-trien-18-al in the culture broth.In the presence of metabolic inhibitors, two compounds, (12Z)-labda-8(17),12,14-trien-18-ol and 4,18,19-trinor-3,4-seco-5-oxo-(12Z)-labda-8(17),12,14-trien-3-oic acid were accumulated.Based on the experiments on the degradation sequence, transformation pathways for these two labdanes by the bacterium are proposed.

Plasmid-determined Transformation of cis Abienol and Sclareol in Nocardia restricta JTS-162

The cis-abienol-transformable bacterium JTS-162 was identified as Nocardia restricta.This bacterium has three plasmids (pCA1, pCA2 and pCA3).Two types of cured strains were obtained by mitomicin C treatment or growth at the maximum temperature; one type had two plasmids (pCA2 and pCA3) and the other type had no plasmid.These two types of cured strains lost the ability to oxidize C-18 methyl and to split the A-ring of cis-abienol.These two types of cured strains were also devoid of the ability to oxidize the C-18 methyl of sclareol.From these results, it was considered that C-18 methyl oxidation and A-ring splitting of these labdanes were determined by plasmid pCA1 in N. restricta JTS-162.