Olibanic acid - Misplaced Pages

Olibanic acid
Names

IUPAC name 2-octylcyclopropane-1-carboxylic acid
Identifiers
CAS Number	15898-87-0
3D model (JSmol)	Interactive image (+)-trans: Interactive image (−)-trans: Interactive image (+)-cis: Interactive image (−)-cis: Interactive image
ChemSpider	2501294
PubChem CID	(+)-trans: 1713016 (−)-trans: 1713014 (+)-cis: 1713018 (−)-cis: 1713012
CompTox Dashboard (EPA)	DTXSID60390651
InChI InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-10-9-11(10)12(13)14/h10-11H,2-9H2,1H3,(H,13,14)Key: FLZRNGWKTVAXBN-UHFFFAOYSA-N (+)-trans: InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-10-9-11(10)12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/t10-,11-/m0/s1Key: FLZRNGWKTVAXBN-QWRGUYRKSA-N (−)-trans: InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-10-9-11(10)12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/t10-,11-/m1/s1Key: FLZRNGWKTVAXBN-GHMZBOCLSA-N (+)-cis: InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-10-9-11(10)12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/t10-,11+/m1/s1Key: FLZRNGWKTVAXBN-MNOVXSKESA-N (−)-cis: InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-10-9-11(10)12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/t10-,11+/m0/s1Key: FLZRNGWKTVAXBN-WDEREUQCSA-N
SMILES CCCCCCCCC1CC1C(=O)O (+)-trans: CCCCCCCC1C1C(=O)O (−)-trans: CCCCCCCC1C1C(=O)O (+)-cis: CCCCCCCC1C1C(=O)O (−)-cis: CCCCCCCC1C1C(=O)O
Properties
Chemical formula	C₁₂H₂₂O₂
Molar mass	198.306 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Olibanic acid is an organic compound that is naturally found in frankincense. Even though it is present in smaller concentrations than other components, it has a highly potent odor and is believed to be one of the key components responsible for the distinctive smell of frankincense. Both the (1S,2S)-(+)-trans and (1S,2R)-(+)-cis enantiomers are present and have similar but not identical "old church"-like odors.

References

Cerutti-Delasalle C, Mehiri M, Cagliero C, Rubiolo P, Bicchi C, Meierhenrich UJ, Baldovini N (October 2016). "The (+)-cis- and (+)-trans-Olibanic Acids: Key Odorants of Frankincense". Angewandte Chemie International Edition in English. 55 (44): 13719–13723. doi:10.1002/anie.201605242. hdl:2318/1609095. PMID 27699963.

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