Evernic Acid
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Identifiers
CAS number
537-09-7Molecular formula
C17H16O7SMILES
CC1=CC(=CC(=C1C(=O)OC2=CC(=C(C(=C2)C)C(=O)O)O)O)OC
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Odor profile
Phenolic 47.72% Odorless 45.34% Woody 34.33% Sweet 32.89% Balsamic 31.65% Dry 29.46% Floral 28.1% Fruity 27.78% Powdery 26.91% Animal 26.31% Scent© AI
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Properties
XLogP3-AA
4.0pKa est.
7.41 (neutral)Molecular weight
332.3 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowBoiling point est.
568°CFlash point est.
241.44 ˚C -
Synonyms
- Evernic acid
- 537-09-7
- NSC 81164
- EINECS 208-658-2
- 2-hydroxy-4-(2-hydroxy-4-methoxy-6-methylbenzoyl)oxy-6-methylbenzoic acid
- UNII-2EQ5W5403J
- BRN 2227186
- 2EQ5W5403J
- NSC-81164
- Benzoic acid, 2-hydroxy-4-((2-hydroxy-4-methoxy-6-methylbenzoyl)oxy)-6-methyl-
- 4-((4-Methoxy-6-methylsalicyloyl)oxy)-6-methylsalicylic acid
- DTXSID20201956
- 3-10-00-01488 (Beilstein Handbook Reference)
- 2,6-CRESOTIC ACID, 4-METHOXY-, 4-ESTER with 6-METHYL-beta-RESORCYLATE
- 2,6-Cresotic acid, 4-methoxy-, 4-ester with 6-methyl-beta-resorcylic acid
- 4-[(4-methoxy-6-methylsalicyloyl)oxy]-6-methylsalicylic acid
- 2,6-Cresotic acid, 4-methoxy-, 4-ester with 6-methyl-.beta.-resorcylate
- 2,6-CRESOTIC ACID, 4-METHOXY-, 4-ESTER WITH 6-METHYL-.BETA.-RESORCYLIC ACID
- Evernic acid, pruiss
- Evernsaure
- Evernate
- Benzoic acid, 2-hydroxy-4-[(2-hydroxy-4-methoxy-6-methylbenzoyl)oxy]-6-methyl-
- MFCD00045824
- SpecPlus_000646
- 2-Hydroxy-4-[2-hydroxy-4-methoxy-6-methylbenzoyloxy]-6-methylbenzoic acid
- Oprea1_749224
- MLS001049100
- DivK1c_006742
- REGID_for_CID_10829
- SCHEMBL2552354
- CHEMBL1484978
- KBio1_001686
- DTXCID50124447
- CHEBI:111284
- GODLCSLPZIBRMG-UHFFFAOYSA-N
- HMS2267A10
- NSC81164
- BDBM50491952
- AKOS015969692
- CCG-231001
- FE65686
- NCGC00246189-01
- SMR000386932
- WLN: QR CQ E1 DVOVR BQ F1 DO1
- HY-121362
- CS-0081796
- NS00018299
- AB00053221-08
- Q27190901
- 2, 4-methoxy-, 4-ester with 6-methyl-.beta.-resorcylate
- 2,6-Cresotic acid, 4-methoxy-, 4-ester with 6-methyl-beta-resorcylic acid (8CI)
- 2-hydroxy-4-(2-hydroxy-4-methoxy-6-methyl-benzoyl)oxy-6-methyl-benzoic acid
- Benzoic acid, 2-hydroxy-4-((2-hydroxy-4-methoxy-6-methylbenzoyl)oxy)-6-methyl-(9CI)
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Applications
Evernic acid (CAS 537-09-7) is a lichen-derived depside used primarily as an analytical reference standard (HPLC/LC–MS/GC–MS) for qualitative/quantitative profiling and quality control of lichen and oakmoss extracts in the fragrance industry, as well as for monitoring compliance with IFRA guidance and EU regulations on fragrance allergens; it is used in dermatology research as a reference contact allergen for patch testing when assessing contact dermatitis related to Evernia prunastri extracts; it is widely explored in pharmacology and microbiology for reported antibacterial, antifungal, antioxidant and antibiofilm activities and selective cytotoxicity, supporting structure–activity optimization and derivative development; and it serves as a model molecule to study depside chemistry/biology (photostability, protein interactions, UV absorption), with exploratory evaluations as a natural preservative/antimicrobial or photoprotective agent in experimental formulations.
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 15.78 methanol 22.89 isopropanol 13.96 water 0.01 ethyl acetate 30.72 n-propanol 18.27 acetone 65.88 n-butanol 14.82 acetonitrile 18.56 DMF 394.73 toluene 1.64 isobutanol 11.3 1,4-dioxane 35.85 methyl acetate 29.84 THF 298.69 2-butanone 43.12 n-pentanol 13.47 sec-butanol 12.4 n-hexane 0.23 ethylene glycol 21.35 NMP 267.48 cyclohexane 0.08 DMSO 1045.51 n-butyl acetate 19.08 n-octanol 5.12 chloroform 7.17 n-propyl acetate 23.91 acetic acid 48.69 dichloromethane 8.96 cyclohexanone 42.29 propylene glycol 48.48 isopropyl acetate 21.03 DMAc 226.23 2-ethoxyethanol 92.67 isopentanol 12.66 n-heptane 0.26 ethyl formate 20.69 1,2-dichloroethane 10.34 n-hexanol 8.22 2-methoxyethanol 228.57 isobutyl acetate 11.53 tetrachloromethane 0.61 n-pentyl acetate 11.8 transcutol 156.9 n-heptanol 5.55 ethylbenzene 1.11 MIBK 26.02 2-propoxyethanol 118.62 tert-butanol 23.18 MTBE 8.68 2-butoxyethanol 32.97 propionic acid 33.18 o-xylene 1.24 formic acid 37.36 diethyl ether 9.78 m-xylene 1.87 p-xylene 1.41 chlorobenzene 2.57 dimethyl carbonate 47.18 n-octane 0.13 formamide 85.51 cyclopentanone 154.95 2-pentanone 43.69 anisole 9.47 cyclopentyl methyl ether 33.81 gamma-butyrolactone 230.65 1-methoxy-2-propanol 213.32 pyridine 15.69 3-pentanone 22.07 furfural 98.65 n-dodecane 0.16 diethylene glycol 121.84 diisopropyl ether 2.51 tert-amyl alcohol 16.3 acetylacetone 85.84 n-hexadecane 0.19 acetophenone 15.91 methyl propionate 54.19 isopentyl acetate 15.63 trichloroethylene 22.27 n-nonanol 5.53 cyclohexanol 8.99 benzyl alcohol 12.3 2-ethylhexanol 5.19 isooctanol 4.88 dipropyl ether 10.56 1,2-dichlorobenzene 3.33 ethyl lactate 36.39 propylene carbonate 61.49 n-methylformamide 125.81 2-pentanol 9.95 n-pentane 0.17 1-propoxy-2-propanol 78.89 1-methoxy-2-propyl acetate 63.27 2-(2-methoxypropoxy) propanol 51.8 mesitylene 1.19 ε-caprolactone 47.41 p-cymene 1.4 epichlorohydrin 178.09 1,1,1-trichloroethane 5.49 2-aminoethanol 39.2 morpholine-4-carbaldehyde 196.81 sulfolane 492.85 2,2,4-trimethylpentane 0.16 2-methyltetrahydrofuran 46.96 n-hexyl acetate 15.83 isooctane 0.16 2-(2-butoxyethoxy)ethanol 63.65 sec-butyl acetate 12.55 tert-butyl acetate 30.71 decalin 0.16 glycerin 126.06 diglyme 101.53 acrylic acid 39.19 isopropyl myristate 7.39 n-butyric acid 35.41 acetyl acetate 18.47 di(2-ethylhexyl) phthalate 9.64 ethyl propionate 26.24 nitromethane 199.42 1,2-diethoxyethane 26.37 benzonitrile 7.66 trioctyl phosphate 8.02 1-bromopropane 3.66 gamma-valerolactone 227.1 n-decanol 4.25 triethyl phosphate 12.88 4-methyl-2-pentanol 6.95 propionitrile 14.75 vinylene carbonate 41.16 1,1,2-trichlorotrifluoroethane 111.49 DMS 24.47 cumene 0.95 2-octanol 4.06 2-hexanone 25.55 octyl acetate 9.83 limonene 2.15 1,2-dimethoxyethane 117.95 ethyl orthosilicate 10.8 tributyl phosphate 10.96 diacetone alcohol 86.87 N,N-dimethylaniline 7.37 acrylonitrile 27.57 aniline 6.24 1,3-propanediol 57.57 bromobenzene 1.96 dibromomethane 4.53 1,1,2,2-tetrachloroethane 19.81 2-methyl-cyclohexyl acetate 13.65 tetrabutyl urea 17.63 diisobutyl methanol 4.89 2-phenylethanol 12.24 styrene 1.18 dioctyl adipate 15.15 dimethyl sulfate 144.14 ethyl butyrate 19.02 methyl lactate 94.13 butyl lactate 22.97 diethyl carbonate 12.05 propanediol butyl ether 39.78 triethyl orthoformate 16.2 p-tert-butyltoluene 1.74 methyl 4-tert-butylbenzoate 25.77 morpholine 73.62 tert-butylamine 5.33 n-dodecanol 3.12 dimethoxymethane 209.16 ethylene carbonate 30.19 cyrene 75.91 2-ethoxyethyl acetate 27.56 2-ethylhexyl acetate 10.25 1,2,4-trichlorobenzene 5.19 4-methylpyridine 15.68 dibutyl ether 6.58 2,6-dimethyl-4-heptanol 4.89 DEF 61.17 dimethyl isosorbide 127.91 tetrachloroethylene 6.81 eugenol 28.06 triacetin 30.9 span 80 34.61 1,4-butanediol 19.43 1,1-dichloroethane 6.22 2-methyl-1-pentanol 10.38 methyl formate 84.31 2-methyl-1-butanol 11.49 n-decane 0.27 butyronitrile 12.03 3,7-dimethyl-1-octanol 5.91 1-chlorooctane 1.81 1-chlorotetradecane 0.79 n-nonane 0.22 undecane 0.2 tert-butylcyclohexane 0.21 cyclooctane 0.06 cyclopentanol 22.17 tetrahydropyran 15.78 tert-amyl methyl ether 10.61 2,5,8-trioxanonane 79.73 1-hexene 1.3 2-isopropoxyethanol 48.11 2,2,2-trifluoroethanol 25.45 methyl butyrate 33.4 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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Category 1
Products applied to the lips
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No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
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No restriction |
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Category 2
Products applied to the axillae
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No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
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No restriction |
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Category 3
Products applied to the face/body using fingertips
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No restriction |
Category 8
Products with significant anogenital exposure
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No restriction |
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Category 4
Products related to fine fragrance
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No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
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No restriction |
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Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
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No restriction |
Category 10A
Household care products with mostly hand contact
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No restriction |
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Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
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No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
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No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
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No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
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No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
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No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |
| Name | CAS | Botanical | Proportion |
|---|---|---|---|
| Oakmoss absolute (Morocco) | 9000-50-4 | Evernia prunastri (L.) Ach., fam. Usneaceae | 0.01% |
| Oakmoss (Yugoslavia) 1 | 9000-50-4 | Evernia prunastri (L.) Ach., fam. Usneaceae | 0.7% |
| Oakmoss (Yugoslavia) 2 | 9000-50-4 | Evernia prunastri (L.) Ach., fam. Usneaceae | 0.1% |
| Thymus quinquecostatus 2 | Thymus quinquecostatus var. prazewalskii, fam. Lamiaceae (Labiatae) | 0.05% |