glabratic acid

4-(2,4-dihydroxy-6-methylbenzoyloxy)-2-hydroxy-6-methylbenzoic acid

CAS: 480-56-8 C16 H14 O7 MW: 318.28198000

Identification

Nameglabratic acid
IUPAC4-(2,4-dihydroxy-6-methylbenzoyl)oxy-2-hydroxy-6-methylbenzoic acid
CAS Number480-56-8
FDA UNIID0M65TKS0F
Molecular FormulaC16 H14 O7
Molecular Weight318.28198000
MDL NumberMFCD00210524
Nikkaji NumberJ13.181D
Beilstein2172778

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 557.10 °C. @ 760.00 mm Hg (est)
Flash Point 407.00 °F. TCC ( 208.30 °C. ) (est)
logP (o/w) 4.390 (est)
Soluble in water, 16.08 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintravenous-mouse LD > 200 mg/kg
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

Categorynatural substances and extractives
Recommendation for glabratic acid usage levels up tonot for fragrance use.
Recommendation for glabratic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

benzoic acid, 4-[(2,4-dihydroxy-6-methylbenzoyl)oxy]-2-hydroxy-6-methyl- 4- carboxy-3-hydroxy-5-methyl phenyl 2,4-dihydroxy-6-methyl benzoate 2,4- dihydroxy-6-methyl benzoic acid 4-carboxy-3-hydroxy-5-methyl phenyl ester 4-(2,4- dihydroxy-6-methylbenzoyl)oxy-2-hydroxy-6-methylbenzoic acid 4-[(2,4- dihydroxy-6-methylbenzoyl)oxy]-2-hydroxy-6-methylbenzoic acid 4-(2,4- dihydroxy-6-methylbenzoyloxy)-2-hydroxy-6-methylbenzoic acid lecanoric acid lecanoricacid PubMed: Lichen-derived caperatic acid and physodic acid inhibit Wnt signaling in colorectal cancer cells. PubMed: Potential of Lichen Compounds as Antidiabetic Agents with Antioxidative Properties: A Review. PubMed: Lichen secondary metabolites affect growth of Physcomitrella patens by allelopathy. PubMed: Phytochemical study and antioxidant, antimicrobial and anticancer activities of Melanelia subaurifera and Melanelia fuliginosa lichens. PubMed: Lichen acids may be used as a potential drug for cancer therapy; by inhibiting mitochondrial thioredoxin reductase purified from rat lung. PubMed: Atranorin and lecanoric acid antagonize TCDD-induced xenobiotic response element-driven activity, but not xenobiotic response element-independent activity. PubMed: Protective effects of isolecanoric acid on neurodegenerative in vitro models. PubMed: A new high-performance heterologous fungal expression system based on regulatory elements from the Aspergillus terreus terrein gene cluster. PubMed: Growth promoting effects of some lichen metabolites on probiotic bacteria. PubMed: Qualitative and spatial metabolite profiling of lichens by a LC-MS approach combined with optimised extraction. PubMed: [Study on the chemical constituents of two lichen plants from Meng Mountain]. PubMed: Differential expression of silent polyketide biosynthesis gene clusters in chemostat cultures of Aspergillus nidulans. PubMed: Antioxidant activity of some lichen metabolites. PubMed: Characterisation of phenols and antioxidant and hypolipidaemic activities of Lethariella cladonioides. PubMed: Bacteria-induced natural product formation in the fungus Aspergillus nidulans requires Saga/Ada-mediated histone acetylation. PubMed: The In vitro antioxidant properties of chinese highland lichens. PubMed: Molecular structural studies of lichen substances with antimicrobial, antiproliferative, and cytotoxic effects from Parmelia subrudecta. PubMed: In vitro antitumour activity of orsellinates. PubMed: Lichen metabolites modulate hydrogen peroxide and nitric oxide in mouse macrophages. PubMed: Intimate bacterial-fungal interaction triggers biosynthesis of archetypal polyketides in Aspergillus nidulans. PubMed: PTP1B inhibitory effects of tridepside and related metabolites isolated from the Antarctic lichen Umbilicaria antarctica. PubMed: Radical-scavenging activity of orsellinates. PubMed: Metabolites from the Lichen Ochrolechia parella growing under two different heliotropic conditions. PubMed: Cytotoxic activity of orsellinates. PubMed: A study of the genetic variability of Rhizoplaca chrysoleuca using DNA sequences and secondary metabolic substances. PubMed: [Studies on chemical constituents of Umbilicaria esculenta (Miyoshi) minks]. PubMed: Phenolic constituents from the lichen Parmotrema stuppeum (Nyl.) Hale and their antioxidant activity. PubMed: Lichen biodeterioration of the Convento de la Peregrina, Sahagún, Spain. PubMed: Destruction of lichen chemical defenses by a fungal. PubMed: Inhibition of tumor promotion by a lecanoric acid analogue. PubMed: Inhibition of histidine decarboxylase and tumour promoter-induced arachidonic acid release by lecanoric acid analogues. PubMed: Isolation of lecanoric acid, an inhibitor of histidine decarboxylase from a fungus. PubMed: [On the occurrence of erythrine and lecanoric acid in some Dinaria species. 51. On the lichen contents]. PubMed: Biosynthesis of lichen depsides, lecanoric acid and atranorin.