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4-Methoxy Fenretinide

CAT: 0572-TRC-M262660-50MGSize: 50 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-M262660-50MGSize:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
79965-10-9
Hazard Statement
Harmful if swallowed.
Purity
>95% (HPLC)
Smiles
COc1ccc(NC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C2=C(C)CCCC2(C)C)cc1
Molecular Formula
C27 H35 N O2
Molecular Weight
405.57
InChI
InChI=1S/C27H35NO2/c1-20(12-17-25-22(3)11-8-18-27(25,4)5)9-7-10-21(2)19-26(29)28-23-13-15-24(30-6)16-14-23/h7,9-10,12-17,19H,8,11,18H2,1-6H3,(H,28,29)/b10-7+,17-12+,20-9+,21-19+
Additionnal Information
IUPAC name: (2E,4E,6E,8E)-N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamide
Shipping Conditions
Room Temperature
Storage Conditions
-20°C

Chemical Information

N-(4-Methoxyphenyl)retinamide

N-(4-Methoxyphenyl)retinamide is a phenylretinamide and synthetic retinoid analogue. N-(4-methoxyphenyl)retinamide (4-MPR) may activate retinoic acid receptors, thereby altering the expression of certain genes leading to cell differentiation and decreased cell proliferation in susceptible cells. 4-MPR, a major metabolite of fenretinide, may also induce apoptosis through an RAR-independent mechanism that is not yet fully elucidated.

CAS Number79965-10-9
PubChem CID6439546
IUPAC Name(2Z,4E,6Z,8E)-N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamide
Molecular FormulaC27H35NO2
Molecular Weight405.6
XLogP7.6
Topological Polar Surface Area38.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count7
Heavy Atom Count30
Formal Charge0
Complexity741
SMILES
CC1=C(C(CCC1)(C)C)/C=C/C(=C\C=C\C(=C/C(=O)NC2=CC=C(C=C2)OC)\C)/C
InChI
InChI=1S/C27H35NO2/c1-20(12-17-25-22(3)11-8-18-27(25,4)5)9-7-10-21(2)19-26(29)28-23-13-15-24(30-6)16-14-23/h7,9-10,12-17,19H,8,11,18H2,1-6H3,(H,28,29)/b10-7+,17-12+,20-9-,21-19-
InChIKey
DBQHWMPFMCOGIW-GLKGMVBCSA-N
Chemical Structure
2D Structure
2D structure of N-(4-Methoxyphenyl)retinamide
CAS: 79965-10-9
CID: 6439546
Formula: C27H35NO2
MW: 405.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight405.6
XLogP37.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count7
Exact Mass405.266779359
Monoisotopic Mass405.266779359
Topological Polar Surface Area38.3 Ų
Heavy Atom Count30
Formal Charge0
Complexity741
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
CS-T-577024-Methoxy Fenretinide
AR-F09935-014-Methoxy Fenretinide-d4
HY-W7650434-Methoxy Fenretinide-13C, d3
AR-F09934-014-Methoxy Fenretinide-13C-d3
AR-F01331-014'-Hydroxy Fenretinide
GTR19177930-01Fenretinide (4-HPR)
AR-F01332-014'-Hydroxy Fenretinide-d4
F0049-30Fenretinide (N- (4-Hydroxyphenyl) retinamide)
MBS6081236-01Fenretinide (N-(4-Hydroxyphenyl)retinamide)
TBI2380-50MGFenretinide (4-HPR), RAR agonist; dihydroceramide desaturase inhibitor

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