| General Information of MET (ID: META00778) |
| Name |
Delta-Hexanolactone
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| Synonyms |
Click to Show/Hide Synonyms of This Metabolite
(RS)-delta-Hexalactone; 5-Hexanolide; 5-Hydroxy-hexanoate; 5-Hydroxy-hexanoic acid; 5-Hydroxy-hexanoic acid lactone; 5-Hydroxyhexanoate; 5-Hydroxyhexanoic acid; 5-Hydroxyhexanoic acid lactone; 6-Methyl-D-valerolactone; 6-Methylvalerolactone; Epsilon-Caprolactone; Hexanolactone; Tetrahydro-6-methyl-2H-pyran-2-one; delta-Caprolactone; delta-Hexalactone; delta-Hexanolide; delta-Methyl-delta-valerolactone
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| Source |
Endogenous;Food;Cosmetic;Food additives
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| Structure Type |
Delta valerolactones (Click to Show/Hide the Complete Structure Type Hierarchy)
Organoheterocyclic compounds
Lactones
Delta valerolactones
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| PubChem CID |
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| HMDB ID |
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| Formula |
C6H10O2
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| Structure |
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=13204"></iframe>
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3D MOL
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2D MOL
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Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
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| ChEBI ID |
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| FooDB ID |
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| Physicochemical Properties |
Molecular Weight |
114.14 |
Topological Polar Surface Area |
26.3 |
| XlogP |
1 |
Complexity |
98.7 |
| Heavy Atom Count |
8 |
Rotatable Bond Count |
N.A. |
| Hydrogen Bond Donor Count |
N.A. |
Hydrogen Bond Acceptor Count |
2 |
| Function |
delta-Hexanolactone is the lactone of 5-hydroxyhexanoic acid. Lactones are internal esters that exist in equilibrium between their closed (lactone) and open (hydroxy acid) forms in an aqueous environment. The lactone/hydroxy acid ratio at equilibrium is pH-dependent, with the closed form being favored at lower pH values, and can be greatly influenced by structural features of the lactone such as the ring size, substituents on the ring and the presence of double bonds within the ring. Many drugs and endogenous compounds are lactones or hydroxy acids and an enzyme capable of catalyzing the interchange between the open and closed forms in vivo could have pronounced effects upon their biological activity and/or distribution. delta-Hexanolactone is the substrate of paraoxonases (PON) in humans. Human PON1 hydrolyzes over 30 different lactones (cyclic esters) and catalyzes the reverse reaction (lactonization) of a broad range of hydroxy acids. Hydroxy acid lactonization or lactone hydrolysis is catalyzed until equilibrium between the open and closed forms is reached.
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Regulatory Network
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Induced Change
