Pentathiepane

Pentathiepane
	Isomers of pentathiepane: 1,2,3,4,5- (left), 1,2,3,4,6- (center), and 1,2,3,5,6-pentathiapane (right)
Identifiers
CAS Number	1,2,3,4,5: 88870-99-9; 1,2,3,5,6: 292-46-6;
3D model (JSmol)	1,2,3,4,5: Interactive image; 1,2,3,4,6: Interactive image; 1,2,3,5,6: Interactive image;
ChEBI	1,2,3,4,5: CHEBI:38541; 1,2,3,4,6: CHEBI:38543; 1,2,3,5,6: CHEBI:6408;
ChEMBL	1,2,3,5,6: ChEMBL4288485;
ChemSpider	1,2,3,4,5: 16099197; 1,2,3,4,6: 16099169;
KEGG	1,2,3,5,6: C08382;
PubChem CID	1,2,3,4,5: 16126807; 1,2,3,4,6: 16126810; 1,2,3,5,6: 67521;
UNII	1,2,3,5,6: 71G9U1CIRD;
CompTox Dashboard (EPA)	1,2,3,4,5: DTXSID501313754; 1,2,3,5,6: DTXSID20183460;
	InChI 1,2,3,4,5: InChI=1S/C2H4S5/c1-2-4-6-7-5-3-1/h1-2H2 Key: RBTUCNGNEMKWGJ-UHFFFAOYSA-N; 1,2,3,4,6: InChI=1S/C2H4S5/c1-3-2-5-7-6-4-1/h1-2H2 Key: VUWWZQBBXCOVBJ-UHFFFAOYSA-N; 1,2,3,5,6: InChI=1S/C2H4S5/c1-3-4-2-6-7-5-1/h1-2H2 Key: DZKOKXZNCDGVRY-UHFFFAOYSA-N;
	SMILES 1,2,3,4,5: C1CSSSSS1; 1,2,3,4,6: C1SCSSSS1; 1,2,3,5,6: C1SSCSSS1;
Properties
Chemical formula	C2H4S5
Molar mass	188.35 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Pentathiepanes are organosulfur compounds and sulfur heterocycles with the formula (CH₂)₂S₅.^[1] Three isomers exist depending on the location of the C atoms in the ring. These compounds are uncommon except for the 1,4-derivative, which is called lenthionine. It contributes to the aroma of shiitake mushroooms.^[2]

More common than the pentathiepanes are pentathiepines, which have a C=C bond in the ring. Only one isomer exists for this class of rings.

References

↑ Konstantinova, Lidia S.; Amelichev, Stanislav A.; Rakitin, Oleg A. (2007). "1,2,3,4,5-Pentathiepines and 1,2,3,4,5-pentathiepanes". Russian Chemical Reviews. 76 (3): 195–211. Bibcode:2007RuCRv..76..195K. doi:10.1070/RC2007v076n03ABEH003676.
↑ Dermiki, Maria; Phanphensophon, Natalie; Mottram, Donald S.; Methven, Lisa (2013). "Contributions of non-volatile and volatile compounds to the umami taste and overall flavour of shiitake mushroom extracts and their application as flavour enhancers in cooked minced meat". Food Chemistry. 141 (1): 77–83. doi:10.1016/j.foodchem.2013.03.018. PMID 23768330.

[1] Konstantinova, Lidia S.; Amelichev, Stanislav A.; Rakitin, Oleg A. (2007). "1,2,3,4,5-Pentathiepines and 1,2,3,4,5-pentathiepanes". Russian Chemical Reviews. 76 (3): 195–211. Bibcode:2007RuCRv..76..195K. doi:10.1070/RC2007v076n03ABEH003676.

[:1-2] Dermiki, Maria; Phanphensophon, Natalie; Mottram, Donald S.; Methven, Lisa (2013). "Contributions of non-volatile and volatile compounds to the umami taste and overall flavour of shiitake mushroom extracts and their application as flavour enhancers in cooked minced meat". Food Chemistry. 141 (1): 77–83. doi:10.1016/j.foodchem.2013.03.018. PMID 23768330.

[1]

[2]

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References