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Nerolidol information


trans-Nerolidol (top) and cis-Nerolidol (bottom)[1]
trans-Nerolidol
cis-Nerolidol
Names
IUPAC name
3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol
Other names
Peruviol
Identifiers
CAS Number
  • 7212-44-4 (unspecified) checkY
  • 3790-78-1 (6-Z) checkY
  • 40716-66-3 (6-E) checkY
3D model (JSmol)
  • (unspecified): Interactive image
  • (cis): Interactive image
  • (trans): Interactive image
ChEBI
  • CHEBI:7524 (unspecified)
  • CHEBI:173119 (cis)
  • CHEBI:141283 (trans)
ChemSpider
  • 8549 (unspecified) ☒N
  • 4478283 (cis) ☒N
  • 4447568 (trans) ☒N
ECHA InfoCard 100.027.816 Edit this at Wikidata
PubChem CID
  • 8888 (unspecified)
  • 5320128 (cis)
  • 5284507 (trans)
UNII
  • QR6IP857S6 (unspecified) checkY
  • 81K23DEF7B (cis) checkY
  • FG5V0N8P2H (trans) checkY
CompTox Dashboard (EPA)
  • DTXSID3022247 Edit this at Wikidata
InChI
  • (unspecified): InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3
    Key: FQTLCLSUCSAZDY-UHFFFAOYSA-N
  • (cis): InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11-
    Key: FQTLCLSUCSAZDY-KAMYIIQDSA-N
  • (trans): InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11+
    Key: FQTLCLSUCSAZDY-SDNWHVSQSA-N
SMILES
  • (unspecified): OC(\C=C)(CCC=C(CC/C=C(\C)C)C)C
  • (cis): OC(\C=C)(CC\C=C(/CC/C=C(\C)C)C)C
  • (trans): CC(=CCC/C(=C/CCC(C)(C=C)O)/C)C
Properties
Chemical formula
C15H26O
Molar mass 222.37 g/mol
Density 0.872 g/cm3
Boiling point 122 °C (252 °F; 395 K) at 3 mmHg
Refractive index (nD)
1.4898
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Nerolidol, also known as peruviol and penetrol , is a naturally occurring sesquiterpene alcohol. A colorless liquid, it is found in the essential oils of many types of plants and flowers.[1] There are four isomers of nerolidol', which differ in the geometry about the central double bond and configuration of the hydroxyl-bearing carbon, but most applications use such a mixture. The aroma of nerolidol is woody and reminiscent of fresh bark. It is used as a flavoring agent and in perfumery as well as in non-cosmetic products such as detergents and cleansers.[2] Nerolidyl derivatives include nerolidyl diphosphate[3] and the fragrance nerolidyl acetate.[4]

  1. ^ a b Merck Index, 11th Edition, 6388.
  2. ^ Chan, Weng-Keong; Tan, Loh Teng-Hern; Chan, Kok-Gan; Lee, Learn-Han; Goh, Bey-Hing (2016-04-28). "Nerolidol: A Sesquiterpene Alcohol with Multi-Faceted Pharmacological and Biological Activities". Molecules. 21 (5): 529. doi:10.3390/molecules21050529. PMC 6272852. PMID 27136520.
  3. ^ Benedict, C. R. (1 April 2001). "The Cyclization of Farnesyl Diphosphate and Nerolidyl Diphosphate by a Purified Recombinant delta-Cadinene Synthase". Plant Physiology. 125 (4): 1754–1765. doi:10.1104/pp.125.4.1754. PMC 88832. PMID 11299356.Open access icon
  4. ^ Cite error: The named reference KO was invoked but never defined (see the help page).

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