X
1. 4-hydroxy-3-methoxybenzaldehyde
2. 5-bromovanillin
3. 5-chlorovanillin
4. Vanillaldehyde
5. Vanillin, Sodium Salt
1. 4-hydroxy-3-methoxybenzaldehyde
2. 121-33-5
3. Vanillaldehyde
4. Vanillic Aldehyde
5. P-vanillin
6. Lioxin
7. Vanilla
8. Vanilline
9. Benzaldehyde, 4-hydroxy-3-methoxy-
10. 3-methoxy-4-hydroxybenzaldehyde
11. 4-hydroxy-m-anisaldehyde
12. Zimco
13. P-hydroxy-m-methoxybenzaldehyde
14. 2-methoxy-4-formylphenol
15. 4-hydroxy-3-methoxy-benzaldehyde
16. Methylprotocatechuic Aldehyde
17. Vanilin
18. 4-formyl-2-methoxyphenol
19. Vanillin (natural)
20. 4-hydroxy-5-methoxybenzaldehyde
21. M-anisaldehyde, 4-hydroxy-
22. Protocatechualdehyde, Methyl-
23. Rhovanil
24. Fema No. 3107
25. Vanillin (nf)
26. Protocatechualdehyde 3-methyl Ether
27. Vaniline
28. Nsc 15351
29. Vanillin [nf]
30. M-methoxy-p-hydroxybenzaldehyde
31. Vanillin Melting Point Standard
32. Mfcd00006942
33. Nsc-15351
34. Nsc-48383
35. Nsc-403658
36. Chembl13883
37. Chebi:18346
38. Nplc-0145
39. 4-hydroxy-3-methoxy-benzyldehyde
40. Chi530446x
41. 4-hydroxy,3-methoxy-benzaldehyde
42. Ncgc00091645-03
43. 4-hydroxy-3-methoxybenzaldehyde (vanillin)
44. Dsstox_cid_1969
45. Wln: Vhr Dq Co1
46. H-0264
47. Dsstox_rid_76433
48. Dsstox_gsid_21969
49. Vanillin [usan]
50. Oleoresin Vanilla
51. Vanilla Oleoresin
52. Mfcd08702848
53. Cas-121-33-5
54. Ccris 2687
55. Hsdb 1027
56. Einecs 204-465-2
57. Brn 0472792
58. Unii-chi530446x
59. Ai3-00093
60. Nat.vanillin
61. 3-methoxy-4-hydroxy-benzaldehyde
62. Vanillin, Natural
63. Oleo-resins Vanilla
64. V55
65. Vanillin Sodium Salt
66. Vanillininclusioncomplex
67. Vanillin [fhfi]
68. Vanillin [hsdb]
69. Vanillin [inci]
70. Oleo-resins Vanilla-bean
71. Vanillin [fcc]
72. 4-hydroxy-3-methoxybenzaldehyde(vanilline)
73. Vanillin [ii]
74. Vanillin [mi]
75. Vanillin [vandf]
76. Vanillin Inclusion Complex
77. Vanillin-[methoxy-13c]
78. Methyl-protocatechualdehyde
79. Vanillin [mart.]
80. Bmse000343
81. Bmse000597
82. Bmse010006
83. Methylprotcatechuic Aldehyde
84. Vanillin [usp-rs]
85. Vanillin [who-dd]
86. Ec 204-465-2
87. Schembl1213
88. 4-08-00-01763 (beilstein Handbook Reference)
89. Mls002303069
90. Bidd:er0330
91. Vanillin, Puriss., 99.5%
92. Gtpl6412
93. Sgcut00016
94. 4-hydroxy 3-methoxybenzaldehyde
95. Vanillin [ep Monograph]
96. Dtxsid0021969
97. Fema 3107
98. Vanilla Oleoresin (vanilla Spp)
99. 3-methoxy-4-hydroxy Benzaldehyde
100. 4-hydroxy-3-methoxy Benzaldehyde
101. Vanillin, Natural [fhfi]
102. 3-methoxy-4-hydroxy Benzoaldehyde
103. Vanillin, Reagentplus(r), 99%
104. 4-hydroxy-3-(methoxy)benzaldehyde
105. Hms3651d20
106. Hms3885k07
107. Vanillin, >=97%, Fcc, Fg
108. 4-hydoxy-3-(methyloxy)benzaldehyde
109. Bcp29943
110. Hy-n0098
111. Nsc15351
112. Nsc48383
113. Str01001
114. To_000089
115. Zinc2567933
116. Tox21_113534
117. Tox21_201925
118. Tox21_300352
119. 4-hydoxy-3-(methyloxy)benz Aldehyde
120. Bbl011956
121. Bdbm50177405
122. Methyl Protocatechuic Aldehyde
123. Nsc403658
124. S3071
125. Stk199262
126. Akos000118929
127. Tox21_113534_1
128. Ccg-266230
129. Cs-w020052
130. Vanillin, Tested According To Ph.eur.
131. Ncgc00091645-01
132. Ncgc00091645-02
133. Ncgc00091645-04
134. Ncgc00091645-05
135. Ncgc00091645-07
136. Ncgc00254468-01
137. Ncgc00259474-01
138. Vanillin, Natural, >=97%, Fcc, Fg
139. Ac-10370
140. Bp-10602
141. Nci60_001085
142. Smr000156285
143. Sy224451
144. Vanillin 1000 Microg/ml In Acetonitrile
145. Vanillin, Jis Special Grade, >=98.0%
146. Vanillin, Vetec(tm) Reagent Grade, 98%
147. 3-methoxy-4-hydroxybenzaldehyde (vanillin)
148. Db-003805
149. Am20060497
150. Ft-0618639
151. Ft-0669738
152. Ft-0675778
153. H0264
154. Sw219190-1
155. V0080
156. Vanillin (3-methoxy-4-hydroxy- Benzaldehyde)
157. A19444
158. C00755
159. D00091
160. Q33495
161. Vanillin (83 Degrees C) Melting Point Standard
162. 4-hydroxy-3-methoxy-benzaldehyde-5-chlorovanillin
163. 4-hydroxy-3-methoxybenzaldehyde (acd/name 4.0)
164. Ac-907/21098004
165. Q-100102
166. Vanillin, Tracecert(r), Certified Reference Material
167. F2190-0587
168. Vanillin, European Pharmacopoeia (ep) Reference Standard
169. 1-(aminomethyl)-cyclopropanecarboxylicacidethylester
170. Mettler-toledo Calibration Substance Me 51143093, Vanillin
171. Vanillin, United States Pharmacopeia (usp) Reference Standard
172. Nsc 15351;nsc-15351; Nsc15351 Pound>>4-hydroxy-3-methoxybenzaldehyde
173. Vanillin, Pharmaceutical Secondary Standard; Certified Reference Material
174. Vanillin Melting Point Standard, United States Pharmacopeia (usp) Reference Standard
175. Mettler-toledo Calibration Substance Me 51143093, Vanillin, Traceable To Primary Standards (lgc)
176. Vanillin Melting Point Standard, Pharmaceutical Secondary Standard; Certified Reference Material
| Molecular Weight | 152.15 g/mol |
|---|---|
| Molecular Formula | C8H8O3 |
| XLogP3 | 1.2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Exact Mass | 152.047344113 g/mol |
| Monoisotopic Mass | 152.047344113 g/mol |
| Topological Polar Surface Area | 46.5 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 135 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
EXPL THER THE CHOLERETIC PROPERTIES & MECHANISM OF COUMARIN COMPD & PHENOLIC COMPD WERE STUDIED BY EXAMINING THEIR EFFECTS ON PARAMETERS SUCH AS BILE FLOW, BILE ACIDS, ELECTROLYTES, & BILIARY METABOLITES. VANILLIN ACCELERATED BILE SECRETION.
TAKEDA ET AL; J PHARMACOBIO-DYN 4(9) 724 (1981)
VET: ...AS AN AEROSOLED AID IN GETTING EWES TO SUCKLE ORPHAN LAMBS.
Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 634
EXPL THER Methotrexate (MTX), a chemotherapeutic agent used to treat cancer, produces cytogenetic damage and has a cytostatic effect in a variety of test systems. Several antigenotoxic agents have been studied in various in vitro and in vivo systems. However, data are limited regarding their ability to modulate MTX-induced genotoxicity. In the present study, vanillin (VA) and chlorophyllin (CHL) were used as antigenotoxic agents to study their ability to minimize the DNA damage caused by MTX. Exponentially growing V79 Chinese hamster lung cells were treated with MTX at five different concentrations (5-100 ug/mL) with S9 activation for 6 h and post-treated with two concentrations of either VA (50 or 100 ug/mL) or CHL (50 or 100 ug/mL) for 40 h. Cytochalasin B was added for the micronucleus (MN) assay along with antigenotoxic agents to evaluate MN in binucleated cells. Chromosomal aberrations were also evaluated in parallel cultures. Results indicate that MTX alone induced a dose-dependent decrease in the nuclear division index (NDI) and the mitotic index (MI). A significant increase in percent micronucleated binucleated cells (MNBN) and percent aberrant cells (Abs) was observed. Studies using VA as an antigenotoxic agent showed a decrease in the number of MNBN (26.3-83.1%) and Abs (16.0-87.5%) with the addition of either 50 or 100 micrograms VA/ml. The addition of CHL also significantly reduced the number of MNBN (53.0-91.5%) at both concentrations tested. Chromosomal aberrations were also significantly reduced (41.0-83.0). These studies indicate that both VA and CHL are capable of effectively minimizing MTX-induced chromosomal damage.
Keshava C et al; Teratog Carcinog Mutagen 17 (6): 313-26 (1997-98)
EXPL THER Vanillin is a well-known food and cosmetic additive and has antioxidant and antimutagenic properties. It has also been suggested to have antifungal activity against major human pathogenic fungi, although it is not very effective. In this study, the antifungal activities of vanillin and 33 vanillin derivatives against the human fungal pathogen Cryptococcus neoformans, the main pathogen of cryptococcal meningitis in immunocompromised patients, were investigated. We found a structural correlation between the vanillin derivatives and antifungal activity, showing that the hydroxyl or alkoxy group is more advantageous than the halogenated or nitrated group in benzaldehyde. Among the vanillin derivatives with a hydroxyl or alkoxy group, o-vanillin and o-ethyl vanillin showed the highest antifungal activity against C. neoformans. o-Vanillin was further studied to understand the mechanism of antifungal action. We compared the transcriptome of C. neoformans cells untreated or treated with o-vanillin by using RNA sequencing and found that the compound caused mitochondrial dysfunction and triggered oxidative stress. These antifungal mechanisms of o-vanillin were experimentally confirmed by the significantly reduced growth of the mutants lacking the genes involved in mitochondrial functions and oxidative stress response.
PMID:24586538 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3930674 Kim JH et al; PLoS One 9 (2): e89122 (2014)
Anticonvulsants
Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)
Antimutagenic Agents
Agents that reduce the frequency or rate of spontaneous or induced mutations independently of the mechanism involved. (See all compounds classified as Antimutagenic Agents.)
Antioxidants
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)
... When vanillin was fed to rats at doses of 100 mg/kg most metabolites were excreted in the urine within 24 hr....
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. 929
... Vanillin administered intraperitoneally to rats gave rise to a number of urinary products; chief among these was vanillic acid in both free and conjugated forms. Other metabolites were conjugated vanillin, conjugated vanillyl alcohol, and catechol.
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. 929
YIELDS PROTOCATECHUALDEHYDE PROBABLY BY MICROORGANISMS; VANILLIN-4-BETA-D-GLUCOSIDE IN BEAN & JAPONICA; VANILLIN-4-BETA-D-GLUCURONIDE IN RABBITS. /FROM TABLE/
Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. V-2
... When vanillin was fed to rats at doses of 100 mg/kg most metabolites were excreted in urine within 24 hr, chiefly as glucuronide and/or sulfate conjugates, although the acids formed were also excreted free and as their glycine conjugates. In 48 hr 94% of the dose was accounted for, 7% as vanillin, 19% as vanillyl alcohol, 47% as vanillic acid, 10% as vanilloyglycine, 8% as catechol, 2% as 4-methylcatechol, 0.5% as guaiacol , and 0.6% as 4-methylguaiacol.
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. 929
YIELDS VANILLIC ACID IN MAN. /FROM TABLE/
Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. V-2
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