macelignan

phenol, 4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxy-

CAS: 107534-93-0 C20 H24 O4 MW: 328.40808000

Identification

Namemacelignan
CAS Number107534-93-0
FDA UNII8PP3614Z43
Molecular FormulaC20 H24 O4
Molecular Weight328.40808000
MDL NumberMFCD09953803
Nikkaji NumberJ1.069.117F

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

CosIngcosmetic data
Cosmetic Usesantimicrobial agents

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorycosmetic agents
Recommendation for macelignan usage levels up tonot for fragrance use.
Recommendation for macelignan flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

nutmeg seed

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.