macelignan
phenol, 4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxy-
Identification
| Name | macelignan |
| CAS Number | 107534-93-0 |
| FDA UNII | 8PP3614Z43 |
| Molecular Formula | C20 H24 O4 |
| Molecular Weight | 328.40808000 |
| MDL Number | MFCD09953803 |
| Nikkaji Number | J1.069.117F |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 467.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 457.00 °F. TCC ( 236.20 °C. ) (est) |
| logP (o/w) | 5.220 (est) |
| Soluble in | water, 0.06745 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antimicrobial agents |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | cosmetic agents |
| Recommendation for macelignan usage levels up to | not for fragrance use. |
| Recommendation for macelignan flavor usage levels up to | not for flavor use. |
BOC Sciences
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Potential Uses
Natural Occurrence
Synonyms
anwulignan
(+)-
anwulignan
austrobailignan 6
4-((2S,3R)-4-(
benzo[d][1,3]dioxol-5-yl)-2,3-dimethylbutyl)-2-methoxyphenol
4-[(2S,3R)-4-(1,3-
benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol
phenol, 4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxy-
PubMed:
Glucuronidation of macelignan by human liver microsomes and expressed UGT enzymes: identification of UGT1A1 and 2B7 as the main contributing enzymes.
PubMed:
Dibenzylbutane lignans from the stems of Schisandra bicolor.
PubMed:
Cytotoxic and anti-tumor activities of lignans from the seeds of Vietnamese nutmeg Myristica fragrans.
PubMed:
Macelignan attenuated allergic lung inflammation and airway hyper-responsiveness in murine experimental asthma.
PubMed:
Multiple biological properties of macelignan and its pharmacological implications.
PubMed:
Effects of macelignan isolated from Myristica fragrans (Nutmeg) on expression of matrix metalloproteinase-1 and type I procollagen in UVB-irradiated human skin fibroblasts.
PubMed:
Macelignan inhibits histamine release and inflammatory mediator production in activated rat basophilic leukemia mast cells.
PubMed:
Food components with anticaries activity.
PubMed:
Macelignan inhibits melanosome transfer mediated by protease-activated receptor-2 in keratinocytes.
PubMed:
Effect of maceligan on the systemic exposure of paclitaxel: in vitro and in vivo evaluation.
PubMed:
Effects of macelignan isolated from Myristica fragrans Houtt. on UVB-induced matrix metalloproteinase-9 and cyclooxygenase-2 in HaCaT cells.
PubMed:
Macelignan: a new modulator of P-glycoprotein in multidrug-resistant cancer cells.
PubMed:
Macelignan attenuates activations of mitogen-activated protein kinases and nuclear factor kappa B induced by lipopolysaccharide in microglial cells.
PubMed:
Machilin A isolated from Myristica fragrans stimulates osteoblast differentiation.
PubMed:
Macelignan attenuates LPS-induced inflammation and reduces LPS-induced spatial learning impairments in rats.
PubMed:
Determination of macelignan in rat plasma by high-performance liquid chromatography with ultraviolet detection.
PubMed:
Inhibitory effects of macelignan isolated from Myristica fragrans HOUTT. on melanin biosynthesis.
PubMed:
Protective Effects of macelignan on cisplatin-induced hepatotoxicity is associated with JNK activation.
PubMed:
Therapeutic potential of peroxisome proliferators--activated receptor-alpha/gamma dual agonist with alleviation of endoplasmic reticulum stress for the treatment of diabetes.
PubMed:
In vitro anti-biofilm activity of macelignan isolated from Myristica fragrans Houtt. against oral primary colonizer bacteria.
PubMed:
Macelignan protects HepG2 cells against tert-butylhydroperoxide-induced oxidative damage.
PubMed:
Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans.
PubMed:
Anti-oxidant and anti-inflammatory activities of macelignan in murine hippocampal cell line and primary culture of rat microglial cells.
PubMed:
Increase of caspase-3 activity by lignans from Machilus thunbergii in HL-60 cells.
PubMed:
Separation of Leucas aspera, a medicinal plant of Bangladesh, guided by prostaglandin inhibitory and antioxidant activities.