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(±) 5 (6) -DiHET lactone

CAT: 0931-T36556-01Size: 25 µgDry Ice: NoHazardous: No
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CAT#:0931-T36556-01Size:25 µg
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CAS Number
213126-92-2
Target
Others
Related Pathways
Others
Bioactivity
5,6-DiHET lactone is a lactonized form of 5,6-EET and 5,6-DiHET. In solution, 5 (6) -EET degrades into 5 (6) -DiHET and 5 (6) -δ-lactone, which can be converted to 5 (6) -DiHET and quantified by GC-MS. 5,6-DiHET potently induces vasodilation of isolated canine coronary arterioles, with 41% and 100% inhibition occurring at 0.01 and 100 pM, respectively. It also induces vasodilation in isolated human microvessels and increases intracellular calcium levels in a dose-dependent manner, an effect that can be blocked by the nitric oxide scavenger [L-NAME].
Smiles
CCCCC\C=C/C\C=C/C\C=C/CC(O)C1CCCC(=O)O1
Molecular Formula
C20H32O3
Molecular Weight
320.473
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

6-[(3Z,6Z,9Z)-1-hydroxypentadeca-3,6,9-trienyl]oxan-2-one

5,6-Dihydroxy-8Z,11Z,14Z-eicosatrienoic acid, 1,5-lactone is a long-chain fatty alcohol.

CAS Number213126-92-2
PubChem CID71684443
IUPAC Name6-[(3Z,6Z,9Z)-1-hydroxypentadeca-3,6,9-trienyl]oxan-2-one
Molecular FormulaC20H32O3
Molecular Weight320.5
XLogP5.3
Topological Polar Surface Area46.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count11
Heavy Atom Count23
Formal Charge0
Complexity396
SMILES
CCCCC/C=C\C/C=C\C/C=C\CC(C1CCCC(=O)O1)O
InChI
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18(21)19-16-14-17-20(22)23-19/h6-7,9-10,12-13,18-19,21H,2-5,8,11,14-17H2,1H3/b7-6-,10-9-,13-12-
InChIKey
FVXUUVSFGPLNBJ-QNEBEIHSSA-N
Chemical Structure
2D Structure
2D structure of 6-[(3Z,6Z,9Z)-1-hydroxypentadeca-3,6,9-trienyl]oxan-2-one
CAS: 213126-92-2
CID: 71684443
Formula: C20H32O3
MW: 320.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight320.5
XLogP35.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count11
Exact Mass320.23514488
Monoisotopic Mass320.23514488
Topological Polar Surface Area46.5 Ų
Heavy Atom Count23
Formal Charge0
Complexity396
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
MBS5797666(+/-)5(6)-DiHET lactone
HY-172522-01(±) 11 (12) -DiHET
GTR19232722-01(±) 5 (6) -DiHET
GTR19223246-01(±) 8 (9) -DiHET
GTR19267622-01(±) 14 (15) -DiHET
MBS5798173(+/-)8(9)-DiHET
HY-165640S(±) 8 (9) -DiHET-d11
HY-165637S(±) 11 (12) -DiHET-d11
HY-143664S(±) 14 (15) -DiHET-d11
HY-165643S(±)14(15)-DiHET-d11

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