1-Heneicosanol

1-Heneicosanol
Names
	Preferred IUPAC name Heneicosan-1-ol
Identifiers
CAS Number	15594-90-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:78410;
ChemSpider	76686 ;
ECHA InfoCard	100.036.051
PubChem CID	85014;
UNII	15BB7P0F03 ;
CompTox Dashboard (EPA)	DTXSID70935330 ;
	InChI InChI=1S/C21H44O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22/h22H,2-21H2,1H3 Key: FIPPFBHCBUDBRR-UHFFFAOYSA-N;
	SMILES CCCCCCCCCCCCCCCCCCCCCO;
Properties
Chemical formula	C21H44O
Molar mass	312.582 g·mol−1
Appearance	White solid
Melting point	70 °C (158 °F; 343 K)
Boiling point	370 °C (698 °F; 643 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1-Heneicosanol, or heneicosyl alcohol, is a saturated fatty alcohol with 21 carbon atoms and the molecular formula C₂₁H₄₄O. At room temperature, it is a white solid. Similar to other fatty alcohols, it is used industrially as a surfactant and lubricant.

Natural occurrence

1-Heneicosanol naturally occurs in various flowering plants, such as the tomato^[1] and napa cabbage.^[2] A 2021 study analyzing the chemical composition of cow urine through gas chromatography–mass spectrometry found that 1-heneicosanol is one of its major components.^[3]

References

^ Bauer, Stefan; Schulte, Erhard; Thier, Hans-Peter (2004-08-01). "Composition of the surface wax from tomatoes". European Food Research and Technology. 219 (3): 223–228. doi:10.1007/s00217-004-0943-0. ISSN 1438-2385.
^ Baek, Seung-A; Jung, Young-Ho; Lim, Sun-Hyung; Park, Sang Un; Kim, Jae Kwang (2016-06-01). "Metabolic Profiling in Chinese Cabbage (Brassica rapa L. subsp. pekinensis) Cultivars Reveals that Glucosinolate Content Is Correlated with Carotenoid Content". Journal of Agricultural and Food Chemistry. 64 (21): 4426–4434. doi:10.1021/acs.jafc.6b01323. ISSN 0021-8561. PMID 27172980.
^ Nautiyal, Vipin; Dubey, R. C. (2021-04-01). "FT-IR and GC-MS analyses of potential bioactive compounds of cow urine and its antibacterial activity". Saudi Journal of Biological Sciences. 28 (4): 2432–2437. doi:10.1016/j.sjbs.2021.01.041. ISSN 1319-562X. PMC 8071964. PMID 33935568.

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[1] Bauer, Stefan; Schulte, Erhard; Thier, Hans-Peter (2004-08-01). "Composition of the surface wax from tomatoes". European Food Research and Technology. 219 (3): 223–228. doi:10.1007/s00217-004-0943-0. ISSN 1438-2385.

[2] Baek, Seung-A; Jung, Young-Ho; Lim, Sun-Hyung; Park, Sang Un; Kim, Jae Kwang (2016-06-01). "Metabolic Profiling in Chinese Cabbage (Brassica rapa L. subsp. pekinensis) Cultivars Reveals that Glucosinolate Content Is Correlated with Carotenoid Content". Journal of Agricultural and Food Chemistry. 64 (21): 4426–4434. doi:10.1021/acs.jafc.6b01323. ISSN 0021-8561. PMID 27172980.

[3] Nautiyal, Vipin; Dubey, R. C. (2021-04-01). "FT-IR and GC-MS analyses of potential bioactive compounds of cow urine and its antibacterial activity". Saudi Journal of Biological Sciences. 28 (4): 2432–2437. doi:10.1016/j.sjbs.2021.01.041. ISSN 1319-562X. PMC 8071964. PMID 33935568.

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