IUPAC name
(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
SMILES
COC1=C(O)C=CC(CNC(=O)CCCC\C=C\C(C)C)=C1
Compound class
Anesthetics, Local; Antipruritics; Anesthetics; Sensory System Agents; Musculo-Skeletal System; Nervous System; Topical Products for Joint and Muscular Pain; Capsaicin and Similar Agents; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; CYP2E1 Inhibitors; CYP2E1 Inducers; CYP2E1 Inducers (strong); CYP3A4 Inhibitors;
Therapeutic area
The capsaicin 8% patch is indicated in the treatment of neuropathic pain associated with post-herpetic neuralgia. There are multiple topical capsaicin formulations available, including creams and solutions, indicated for temporary analgesia in muscle and join pain as well as neuropathic pain.
Common name
Capsaicin
IUPAC name
(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
SMILES
COC1=C(O)C=CC(CNC(=O)CCCC\C=C\C(C)C)=C1
INCHI
InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+
FORMULA
C18H27NO3
Common name
Capsaicin
IUPAC name
(6E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
Molecular weight
305.412
clogP
4.101
clogS
-4.420
HBond Acceptor
3
HBond Donor
2
Total Polar Surface Area
58.56
Number of Rings
1
Rotatable Bond
9
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00003 | formamide |
|
C(=O)N | 0.1240 |
| FDBF00033 | butanamide |
|
NC(=O)CCC | 0.0062 |
| FDBF00038 | N-methylbutanamide |
|
N(C(=O)CCC)C | 0.0024 |
| FDBF00088 | p-cresol |
|
Cc1ccc(cc1)O | 0.0134 |
| FDBF00123 | (E)-4-methylpent-2-ene |
|
C(=CC(C)C)C | 0.0007 |
| FDBF00185 | pentanamide |
|
C(CC(=O)N)CC | 0.0024 |
| FDBF00946 | N-[(4-hydroxyphenyl)methyl]formamide |
|
c1(ccc(cc1)O)CNC=O | 0.0017 |
| FDBF03582 | 2-methoxy-4-methyl-phenol |
|
O(C)c1cc(ccc1O)C | 0.0014 |
| FDBF03583 | N-[(4-hydroxyphenyl)methyl]acetamide |
|
CC(=O)NCc1ccc(cc1)O | 0.0007 |
| FDBF03586 | N-[(4-hydroxy-3-methoxy-phenyl)methyl]acetamide |
|
C(c1cc(c(cc1)O)OC)NC(=O)C | 0.0007 |
