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(Z)-abienol

Chemical Structure

General Material Information

Preferred name (Z)-abienol
Trivial Name (+)-cis-Abienol
Formula C20 H34 O
CAS Number 17990-16-8
FDA UNII 77970B04CL
Nikkaji Number J460.280C
xLogP3-AA 6.40 (est)
NMR Predictor External link
Synonyms
  • (12Z)- abienol
  • cis- abienol
  • (Z)- labda-12,14-dien-8-ol
  • cis- labda-12,14-dien-8-ol
  • labda-12,14-dien-8-ol, (Z)-
  • 2-naphthalenol, decahydro-2,5,5,8a-tetramethyl-1-[(2Z)-3-methyl-2,4-pentadien-1-yl]-, (1R,2R,4aS,8aS)-
  • 2-naphthalenol, decahydro-2,5,5,8a-tetramethyl-1-[(2Z)-3-methyl-2,4-pentadienyl]-, (1R,2R,4aS,8aS)-
  • (1R,2R,4aS,8aS)-2,5,5,8a- tetramethyl-1-[(2Z)-3-methylpenta-2,4-dien-1-yl]decahydronaphthalen-2-ol
  • (1R,2R,4aS,8aS)-2,5,5,8a- tetramethyl-1-[(2Z)-3-methylpenta-2,4-dienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
  • (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-[(2Z)-3-methylpenta-2,4-dienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
  • 2-Naphthalenol, decahydro-2,5,5,8a-tetramethyl-1-[(2Z)-3-methyl-2,4-pentadien-1-yl]-, (1R,2R,4aS,8aS)-
  • 2-Naphthalenol, decahydro-2,5,5,8a-tetramethyl-1-(3-methyl-2,4-pentadienyl)-, [1R-[1α(Z),2β,4aβ,8aα]]-
  • 2-Naphthalenol, decahydro-2,5,5,8a-tetramethyl-1-[(2Z)-3-methyl-2,4-pentadienyl]-, (1R,2R,4aS,8aS)-
  • (1R,2R,4aS,8aS)-Decahydro-2,5,5,8a-tetramethyl-1-[(2Z)-3-methyl-2,4-pentadien-1-yl]-2-naphthalenol
  • Labda-12,14-dien-8-ol, (8R)-cis-
  • cis-Abienol
  • Δ12-cis-Abienol
  • (12Z)-Abienol
  • (+)-cis-Abienol
  • (Z)-(+)-Abienol

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Literature & References

(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-[(2Z)-3-methylpenta-2,4-dienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):643723
Pubchem (sid):135262662
Publications by PubMed
Analysis of a Nicotiana tabacum L. genomic region controlling two leaf surface chemistry traits.
Biosynthesis of the diterpene cis-abienol in cell-free extracts of tobacco trichomes.
Tobacco chemistry. 27. The structures of four stereoisomeric 8, 12x1-epoxylabd-14-en-13xl-ols isolated from Greek Nicotiana tabacum L.
Evolution of a complex locus for terpene biosynthesis in solanum.
Identification of natural diterpenes that inhibit bacterial wilt disease in tobacco, tomato and Arabidopsis.
Characterization of two genes for the biosynthesis of the labdane diterpene Z-abienol in tobacco (Nicotiana tabacum) glandular trichomes.
Bifunctional cis-abienol synthase from Abies balsamea discovered by transcriptome sequencing and its implications for diterpenoid fragrance production.
Phytochemicals from Cunninghamia konishii Hayata act as antifungal agents.
Combined analysis by GC (RI), GC-MS and 13C NMR of the supercritical fluid extract of Abies alba twigs.
Biosynthesis of the diterpene cis-abienol in cell-free extracts of tobacco trichomes.
Leaf surface chemicals fromNicotiana affecting germination ofPeronospora tabacina (adam) sporangia.
Influence of tobacco leaf surface chemicals on germination ofPeronospora tabacina adam sporangia.
Effects of cuticular duvane diterpenes from green tobacco leaves on tobacco budworm (Lepidoptera: Noctuidae) oviposition.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C20481
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 290.49017333984
Boiling Point 369 to 370°C @ 760 mm Hg
Flash Point TCC Value 161.9 °C TCC
logP (o/w) 7.1 est
Solubility
water, 0.04616 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Odor Type: Amber
woody, amber, ambergris, balsamic
Odor strength low
General comment At 100.00 %. woody amber

Occurrences

Potential Uses

Applications
Odor purposes Amber, Ambergris, Moss, Oriental, Tobacco, Woody

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :643723
National Institute of Allergy and Infectious Diseases:Data
(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-[(2Z)-3-methylpenta-2,4-dienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
Chemidplus:0017990168