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CAS: 544-63-8
MF: C14H28O2
MW: 228.37
EINECS: 208-875-2
Description
WILFARIN MA-1498 is a 14-carbon saturated fatty acid.
WILFARIN MA-1498 is incorporated into myristoyl coenzyme A (myristoyl-CoA) and transferred by N-myristoyltransferase to the N-terminal glycine of certain proteins either during translation to modify protein activity or post-translationally in apoptotic cells.
WILFARIN MA-1498 is commonly added via a covalent linkage to the N-terminal glycine of many eukaryotic and viral proteins, a process called myristoylation.
WILFARIN MA-1498 enables proteins to bind to cell membranes and facilitates protein-protein interactions.
Myristolyation of proteins affect many cellular functions and thus has implications in health and disease .
WILFARIN MA-1498 is probably combustible.
WILFARIN MA-1498 Chemical Properties
Melting point: 52-54 °C(lit.)
Boiling point: 250 °C100 mm Hg(lit.)
density: 0.862
vapor pressure: <0.01 hPa (20 °C)
FEMA: 2764 | MYRISTIC ACID
refractive index: nD60 1.4305; nD70 1.4273
Fp: >230 °F
storage temp.: room temp
solubility: 1.07mg/l
form: Flakes, Powder, Chunks or Crystalline Mass
pka: 4.78±0.10(Predicted)
color: White
Water Solubility: <0.1 g/100 mL at 18 ºC
Merck: 14,6333
JECFA Number: 113
BRN: 508624
Stability: Stable. Incompatible with strong oxidizing agents, bases.
CAS DataBase Reference :544-63-8(CAS DataBase Reference)
NIST Chemistry Reference: WILFARIN MA-1498(544-63-8)
EPA Substance Registry System: WILFARIN MA-1498 (544-63-8)
Occurrence
Reported found in nutmeg, palm seed, sperm whale oil, blue cheese, burley tobacco, cooked beef and chicken, fish, rum, apricot, banana, lemon and grapefruit juice, cranberry, guava, grapes, melon, papaya, raspberry, strawberry fruit and jam, cucumber, tomato, many cheeses, thyme, breads, butter, milk, lamb liver, pork, hop oil, beer, cognac, whiskies, peanut oil, cocoa, tea, coconut meat and milk, cloudberry, beans, passion fruit, mushroom, mango, starfruit, tamarind, kelp, cardamom, rice, buckwheat, watercress, malt, wort, loquat, Bourbon vanilla, lemon balm, shrimp, nectarine, crab, scallop, squid, cape gooseberry, Chinese quince, pawpaw and sweet grass oi.
Uses
WILFARIN MA-1498 is a surfactant and cleansing agent. When combined with potassium, myristic acid soap provides very good, abundant lather.
WILFARIN MA-1498 is a solid organic acid naturally occurring in butter acids such as nutmeg, oil of lovage, coconut oil, mace oil, and most animal and vegetable fats.
Although some sources cite WILFARIN MA-1498 as having no irritation potential, they do indicate comedogenicity potential.
WILFARIN MA-1498 is a fatty acid obtained from coconut oil and other fats.
WILFARIN MA-1498 has poor water solubility but is soluble in alcohol, chloro- form, and ether.
WILFARIN MA-1498 is used as a lubricant, binder, and defoaming agent.
WILFARIN MA-1498 is a common saturated fatty acid found in nutmeg, palm kernel oil, coconut oil and butter fat.
WILFARIN MA-1498 is a 14-carbon saturated (14:0) fatty acid.
In vivo, WILFARIN MA-1498 is commonly added covalently to the N-terminus of proteins in a co-translational process termed N-myristoylation.
In addition, there are examples where N-myristoylation occurs post-translationally, when a hidden myristoylation pattern is exposed.
Pharmaceutical Applications
WILFARIN MA-1498 is used in oral and topical pharmaceutical formulations.
WILFARIN MA-1498 has been evaluated as a penetration enhancer in melatonin transdermal patches in rats and bupropion formulations on human cadaver skin.
Further studies have assessed the suitability of WILFARIN MA-1498 in oxymorphone formulations and clobetasol 17-propionate topical applications.
Furthermore, polyvinyl alcohol substituted with WILFARIN MA-1498 (as well as other fatty acids) at different substitution degrees has been used for the preparation of biodegradable microspheres containing progesterone or indomethacin.
Production Methods
WILFARIN MA-1498 occurs naturally in nutmeg butter and in most animal and vegetables fats.
Synthetically, WILFARIN MA-1498 may be prepared by electrolysis of methyl hydrogen adipate and decanoic acid or by Maurer oxidation of myristyl alcohol.
Synonyms
Tetradecanoic acid
MYRISTIC ACID
544-63-8
n-Tetradecanoic acid
n-Tetradecan-1-oic acid
Crodacid
n-Tetradecoic acid
1-Tridecanecarboxylic acid
Myristate
tetradecoic acid
Hydrofol acid 1495
Univol U 316S
Emery 655
Myristinsaeure
Hystrene 9014
Neo-fat 14
C14 fatty acid
FEMA No. 2764
Myristic acid, pure
n-Myristic acid
Myristic acid (natural)
Tetradecanoate
acide tetradecanoique
NSC 5028
CCRIS 4724
CH3-[CH2]12-COOH
HSDB 5686
C14:0
Philacid 1400
CHEBI:28875
AI3-15381
Prifac 2942
NSC-5028
1-tetradecanecarboxylic acid
PHILACID-1400
PRIFRAC-2942
0I3V7S25AW
CHEMBL111077
NSC5028
DSSTox_CID_1666
n-tetradecan-1-oate
DSSTox_RID_76274
DSSTox_GSID_21666
32112-52-0
CAS-544-63-8
Myristic acid [NF]
EINECS 208-875-2
BRN 0508624
myristoate
UNII-0I3V7S25AW
myristoic acid
n-Tetradecanoate
Tetradecanoicacid
3usx
Myristic acid pure
Myristic Acid Flake
MFCD00002744
Hystrene 9514
Edenor C 14
Myristic Acid 655
1-Tridecanecarboxylate
MAGNESIUMARSENATE
Myristic acid, 95%
Myristic acid, natural
tridecanecarboxylic acid
Myristic acid (8CI)
Myristic Acid, Reagent
3v2n
3w9k
Myristic acid, puriss.
Tetradecanoic acid (9CI)
bmse000737
Epitope ID:176772
MYRISTIC ACID [II]
MYRISTIC ACID [MI]
SCHEMBL6374
MYRISTIC ACID [FCC]
Myristic acid-[14-13C]
MYRISTIC ACID [FHFI]
MYRISTIC ACID [HSDB]
MYRISTIC ACID [INCI]
4-02-00-01126 (Beilstein Handbook Reference)
MLS002152942
WLN: QV13
Tetradecanoic (Myristic) acid
MYRISTIC ACID [MART.]
GTPL2806
MYRISTIC ACID [USP-RS]
DTXSID6021666
HMS3039E15
HMS3648O20
Myristic acid, analytical standard
HY-N2041
ZINC1530417
EINECS 250-924-5
Myristic acid, >=98.0% (GC)
Tox21_201852
Tox21_302781
BDBM50147581
LMFA01010014
s5617
STL185697
Myristic acid, >=95%, FCC, FG
Myristic acid, Sigma Grade, >=99%
AKOS009156714
CCG-266785
DB08231
DS-3833
FA 14:0
NSC 122834
NCGC00091068-01
NCGC00091068-02
NCGC00091068-03
NCGC00256547-01
NCGC00259401-01
AC-34674
BP-27915
SMR001224536
CS-0018531
FT-0602832
FT-0770860
M0476
EN300-78099
C06424
Myristic acid, Vetec(TM) reagent grade, 98%
Q422658
SR-01000854525
SR-01000854525-3
W-109088
F8889-5016
Z1954802504
EDAE4876-C383-4AD4-A419-10C0550931DB
MYRISTIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
Myristic acid, United States Pharmacopeia (USP) Reference Standard
Tetradecanoic acid; 1-Tridecanecarboxylic acid; n-Tetradecanoic acid
Myristic acid, Pharmaceutical Secondary Standard; Certified Reference Material
