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Oxozeaenol, (5E) -7-

CAT: 0543-O044-1MGSize: 1 mgDry Ice: NoHazardous: No
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CAT#:0543-O044-1MGSize:1 mg
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CAS Number
1198574-97-8
Applications
Microbiology.
Purity
>99% by HPLC
Molecular Formula
C19H22O7
Molecular Weight
362.4
Shipping Conditions
Ambient
Storage Conditions
-20°C

Chemical Information

(5E)-7-Oxozeaenol

5E-7-oxozeaenol is a macrolide that is the 7-oxo derivative of zeaenol (the 5E stereoisomer). Isolated from Fungi, it exhibits cytotoxic, antibacterial and inhibitory activity against NF-B. It has a role as a metabolite, an antibacterial agent, an antineoplastic agent and a NF-kappaB inhibitor. It is a secondary alpha-hydroxy ketone, a macrolide, a member of phenols, an aromatic ether and a secondary alcohol.

CAS Number1198574-97-8
PubChem CID9799061
IUPAC Name(4S,6E,9S,10S,12E)-9,10,18-trihydroxy-16-methoxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),6,12,15,17-pentaene-2,8-dione
Molecular FormulaC19H22O7
Molecular Weight362.4
XLogP2.6
Topological Polar Surface Area113
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Heavy Atom Count26
Formal Charge0
Complexity556
SMILES
C[C@H]1C/C=C/C(=O)[C@H]([C@H](C/C=C/C2=C(C(=CC(=C2)OC)O)C(=O)O1)O)O
InChI
InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3+/t11-,15-,18+/m0/s1
InChIKey
NEQZWEXWOFPKOT-ULSULSEOSA-N
Chemical Structure
2D Structure
2D structure of (5E)-7-Oxozeaenol
CAS: 1198574-97-8
CID: 9799061
Formula: C19H22O7
MW: 362.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight362.4
XLogP32.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Exact Mass362.13655304
Monoisotopic Mass362.13655304
Topological Polar Surface Area113 Ų
Heavy Atom Count26
Formal Charge0
Complexity556
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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