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W347108

Sigma-Aldrich

(−)-Ambroxide

≥99%

Synonym(s):

1,5,5,9-Tetramethyl-13-oxatricyclo[8.3.0.04,9]tridecane

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About This Item

Empirical Formula (Hill Notation):
C16H28O
CAS Number:
6790-58-5
Molecular Weight:
236.39
FEMA Number:
3471
EC Number:
229-861-2
MDL number:
MFCD00134491
UNSPSC Code:
12164502
PubChem Substance ID:
24901721
NACRES:
NA.21

biological source

synthetic

Assay

≥99%

optical activity

[α]20/D −29.5°, c = 1 in toluene

mp

74-76 °C (lit.)

application(s)

flavors and fragrances

Organoleptic

woody; pine

SMILES string

CC1(C)CCC[C@@]2(C)[C@H]1CC[C@@]3(C)OCC[C@H]23

InChI

1S/C16H28O/c1-14(2)8-5-9-15(3)12(14)6-10-16(4)13(15)7-11-17-16/h12-13H,5-11H2,1-4H3/t12-,13+,15-,16+/m0/s1

InChI key

YPZUZOLGGMJZJO-LQKXBSAESA-N

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WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Asma Nasib et al.
Journal of natural products, 69(6), 957-959 (2006-06-24)
Biotransformation of (-)-ambrox (1) with cell suspension cultures of Actinidia deliciosa (Kiwifruit) yielded the regio- and stereospecific oxygenated products 3-oxoambrox (2), 3beta-hydroxyambrox (3), 1alpha-hydroxyambrox (4), 3beta,6beta-dihydroxyambrox (5), 1alpha,6beta-dihydroxyambrox (6), and 1alpha,3beta-dihydroxyambrox (7). Metabolites 6 and 7 were found to be

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