Details
Stereochemistry | ACHIRAL |
Molecular Formula | C18H36O2 |
Molecular Weight | 284.4772 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCCCCCCC(O)=O
InChI
InChIKey=QIQXTHQIDYTFRH-UHFFFAOYSA-N
InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)
Molecular Formula | C18H36O2 |
Molecular Weight | 284.4772 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Stearic Acid is a typical example of a fatty acid, which are essentially long hydrocarbon chains containing a carboxyl group at one end and a methyl group at the other. The chain lengths can vary from 3 (propionic acid) to 24 (lignoceric acid) but the majority of fatty acids found in hydrogenated vegetable or animal oils are around C16-C20 in length. Stearic acid is a saturated acid, since there are no double bonds between neighbouring carbon atoms. Stearic acid is found in various animal and plant fats, and is a major component of cocoa butter and shea butter. Stearic acid is a very common amino acid is used in the manufacturing of more than 3,200 skin and hair care products sold in the United States. On product labels, it is sometimes listed under other names, including Century 1240, cetylacetic acid, Emersol 120, Emersol 132, Emersol 150, Formula 300 and Glycon DP. Stearic Acid is mainly used in the production of detergents, soaps, and cosmetics such as shampoos and shaving cream products. Stearic acid is used along with castor oil for preparing softeners in textile sizing. Being inexpensively available and chemically benign, stearic acid finds many niche applications It is used in the manufacture of candles, and as a hardener in candies when mixed with simple sugar and corn syrup. It is also used to produce dietary supplements. In fireworks, stearic acid is often used to coat metal powders such as aluminum and iron. This prevents oxidation, allowing compositions to be stored for a longer period of time.
Stearic acid is a common lubricant during injection molding and pressing of ceramic powders. It is also used as a mold release for foam latex that is baked in stone molds. Stearic acid is known antidiabetic and antioxidant agent.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL5586 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28450226 |
9.0 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | Unknown Approved UseUnknown |
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Preventing | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Preventing | CELLBN First care cleanser Approved UseUnknown Launch Date2017 |
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Preventing | MARY KAY TIMEWISE REPAIR VOLU-FIRM THE GO SET Approved UseUses:
helps prevent sunburn
if used as directed with other sun protection measures (see Directions), decreases the risk of skin cancer and early skin aging caused by the sun Launch Date2017 |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
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Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/16978661/ Page: 4.0 |
no |
PubMed
Title | Date | PubMed |
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Content of retinol and retinyl esters in blood plasma, liver, kidney and reproductive organs of Japanese quails. | 2002 |
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Food-drug interactions. | 2002 |
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Dietary cholesterol modulates delta6 and delta9 desaturase mRNAs and enzymatic activity in rats fed a low-eFA diet. | 2002 Apr |
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Acute effects of fatty acids on insulin secretion from rat and human islets of Langerhans. | 2002 Apr |
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Long-chain fatty acid uptake and oxidation in the perfused liver of Walker-256 tumour-bearing rats. | 2002 Aug |
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Effect of formulation variables on the floating properties of gastric floating drug delivery system. | 2002 Aug |
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Molecular species of acylglycerols incorporating radiolabeled fatty acids from castor (Ricinus communis L.) microsomal incubations. | 2002 Aug 28 |
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A case of rhinolithiasis in botswana: a mineralogical, microscopic and chemical study. | 2002 Dec |
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Different role of saturated and unsaturated fatty acids in beta-cell apoptosis. | 2002 Dec 20 |
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The influence of sterilization method on wear performance of the low contact stress total knee system. | 2002 Feb |
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Studies of rapidly disintegrating tablets in the oral cavity using co-ground mixtures of mannitol with crospovidone. | 2002 Feb |
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Design of Peumus boldus tablets by direct compression using a novel dry plant extract. | 2002 Feb 21 |
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Binding of [99mTc]chondroitin sulfate to scavenger receptors on human chondrocytes as compared to binding of oxidized [125I]LDL on human macrophages. | 2002 Feb-Nov |
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Computerized posturography with sway frequency analysis: application in occupational and environmental health. | 2002 Jan |
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[Effect of magnesium stearate on the tensile strength of tablets made with the binder Prosolv SMCC 90]. | 2002 Jan |
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Application of fluidized hot-melt granulation (FHMG) for the preparation of granules for tableting; properties of granules and tablets prepared by FHMG. | 2002 Jan |
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Comparison of effects of cholecystokinin and erythromycin on bile chemistry and gallstone formation in aged guinea pigs. | 2002 Jan-Feb |
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3-nitropropionic acid-induced changes in bilayer fluidity in synaptosomal membranes: implications for Huntington's disease. | 2002 Jun |
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The effects of some physico-chemical factors and pharmaceutical excipients on the bioavailability of nitrofurantoin oily and aqueous suspensions in rats. | 2002 Mar |
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Effect of nitrosylmyoglobin and saturated fatty acid anions on metmyoglobin-catalyzed oxidation of aqueous methyl linoleate emulsions. | 2002 Mar 15 |
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Investigation of excipient type and level on drug release from controlled release tablets containing HPMC. | 2002 May |
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Pancreatic beta-cell alpha2A adrenoceptor and phospholipid changes in hyperlipidemic rats. | 2002 May |
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The apoplastic oxidative burst in response to biotic stress in plants: a three-component system. | 2002 May |
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Buccoadhesive erodible disk for treatment of oro-dental infections: design and characterisation. | 2002 May 15 |
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Study of the stability of tablets containing 10 mg of policosanol as active principle. | 2002 May-Jun |
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Fatty acid mobilized by the vascular endothelial growth factor in human endothelial cells. | 2002 Nov |
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Purification and characterization of a novel cholesterol esterase from Pseudomonas aeruginosa, with its application to cleaning lipid-stained contact lenses. | 2002 Nov |
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Roller compaction and tabletting of St. John's wort plant dry extract using a gap width and force controlled roller compactor. II. Study of roller compaction variables on granule and tablet properties by a 3(3) factorial design. | 2002 Nov |
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Roller compaction and tabletting of St. John's wort plant dry extract using a gap width and force controlled roller compactor. I. Granulation and tabletting of eight different extract batches. | 2002 Nov |
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Development of polymer film dosage forms of lidocaine for buccal administration: II. Comparison of preparation methods. | 2002 Nov |
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Synthesis and selectin-binding activity of N-deacetylsialyl Lewis X ganglioside. | 2002 Nov 19 |
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Molecular species of PC and PE formed during castor oil biosynthesis. | 2002 Oct |
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Compatibility between active components of a commercial drug. | 2002 Oct |
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Characterization of a surface modified dry powder inhalation carrier prepared by "particle smoothing". | 2002 Oct |
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Effect of weight loss on insulin sensitivity and intramuscular long-chain fatty acyl-CoAs in morbidly obese subjects. | 2002 Oct |
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Fatty acids carried on albumin modulate proximal tubular cell fibronectin production: a role for protein kinase C. | 2002 Oct |
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Rheological properties of three component creams containing sorbitan monoesters as surfactants. | 2002 Oct 24 |
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Mixing of cohesive pharmaceutical formulations in tote (bin) blenders. | 2002 Sep |
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Design of controlled release system with multi-layers of powder. | 2002 Sep |
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Influence of physical parameters and lubricants on the compaction properties of granulated and non-granulated cross-linked high amylose starch. | 2002 Sep |
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Sonolysis of surfactants in aqueous solutions: an accumulation of solute in the interfacial region of the cavitation bubbles. | 2002 Sep |
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Surface damage in machined ram-extruded and net-shape molded retrieved polyethylene tibial inserts of total knee replacements. | 2002 Sep |
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Inverse gas chromatography study on partially esterified paper fiber. | 2002 Sep 6 |
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Percutaneous absorption of inorganic lead compounds. | 2002 Sep-Oct |
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Duration of coffee- and exercise-induced changes in the fatty acid profile of human serum. | 2003 Feb |
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Further investigations into the use of high sensitivity differential scanning calorimetry as a means of predicting drug-excipient interactions. | 2003 Feb 18 |
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Spray-dried chitinosans. Part II: in vitro drug release from tablets made from spray-dried chitinosans. | 2003 Feb 18 |
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The influence of lipid nanocapsule composition on their size distribution. | 2003 Jan |
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Chitinosan-drug complexes: effect of electrolyte on naproxen release in vitro. | 2003 Jan 2 |
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Distribution of vitamin A-storing lipid droplets in hepatic stellate cells in liver lobules--a comparative study. | 2003 Mar |
Patents
Sample Use Guides
In Vivo Use Guide
Curator's Comment: When these
same investigators used a lower amount of dietary stearic
acid (i.e., an increase of 3 g/day using milk chocolate) in
a similar study, no differences in platelet aggregation or
platelet activation activity were found
A stearic acid-rich diet (~ 7% of
calories or 19 g/day) had beneficial effects on several
measures of thrombosis (e.g., platelet volume, platelet
aggregation, coagulation factor VII activity) in healthy
males. Stearic acid was increased by 12
g/day using stearic acid-enriched margarine.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16524362
Inhibition of EDR (endothelium-dependent relaxation) induced by acetylcholine was dose-dependent (0.5-2 mmol/l NEFA), and the greatest inhibition (51%) was observed with stearic acid (2 mmol/l).
Substance Class |
Chemical
Created
by
admin
on
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on
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Record UNII |
4ELV7Z65AP
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Record Status |
Validated (UNII)
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C68388
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CFR |
21 CFR 184.1090
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JECFA EVALUATION |
STEARIC ACID
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CFR |
21 CFR 357.210
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CFR |
21 CFR 172.860
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EPA PESTICIDE CODE |
79082
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NCI_THESAURUS |
C68421
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DSLD |
7 (Number of products:123)
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261168
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4611
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57-11-4
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m10200
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25956
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C68426
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100000078760
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25629
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2000
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4ELV7Z65AP
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200-313-4
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28842
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1092
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1310551
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5281
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CHEMBL46403
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1368706
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SUB12597MIG
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1621008
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4ELV7Z65AP
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STEARIC ACID
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C031183
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DTXSID8021642
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DB03193
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Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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LIPID -> FATTY ACID |
U.S produced rice oil. Values are % of composition.
|
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LIPID -> FATTY ACID |
Values are % of weight of fatty acid composition.
O?Connor, RT, Herb, SF; J Am Oil Chem Soc 47, 186A, 195A, 197A(1970)(range)
Brignoli, CA et al: J Am Diet Assoc 68, 224(1976)(average)
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SALT/SOLVATE -> PARENT | |||
|
SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
Values given are in undefined precent.
Average is typical for U.S. Sunflower oil.
|
||
|
SALT/SOLVATE -> PARENT | |||
|
LIPID -> FATTY ACID |
Value is fatty acid composition (%) for US corn oil w/std. deviation of 0.25%
LR Strecker, et al; Proc World Conf Edible Fats & Oils Proc, Amer Oil Chem Soc, pp-309-323(1990)
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SALT/SOLVATE -> PARENT | |||
|
SALT/SOLVATE -> PARENT |
|
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LIPID -> FATTY ACID |
Values are % of total.
|
||
|
SALT/SOLVATE -> PARENT | |||
|
SALT/SOLVATE -> PARENT | |||
|
LIPID -> FATTY ACID |
Values are % of total.
|
||
|
SALT/SOLVATE -> PARENT |
|
||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
G Jurriens and ACJ Kroesen, J Am Oil Chem Soc, 42(9)(1965)(average value).
Range values as of FAO/WHO Codex Alimentarius Committee on commercial fats and oils.(unspecified percent)
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LIPID -> FATTY ACID |
JB Rossell and co-workers; JAOCS62(2), 221-230(1985).
Range weight is a mean.
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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SALT/SOLVATE -> PARENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
USP
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LIPID -> FATTY ACID |
MAY BE PRESENT
USP
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LIPID -> FATTY ACID |
TUNISIAN SOURCE
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PARENT -> CONSTITUENT ALWAYS PRESENT |
USP
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SALT/SOLVATE -> PARENT |
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LIPID -> FATTY ACID |
Value is fatty acid composition (%) for international corn oil w/std. deviation of 0.6%
LR Strecker, et al; Proc World Conf Edible Fats & Oils Proc, Amer Oil Chem Soc, pp-309-323(1990)
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SALT/SOLVATE -> PARENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
USP
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
Value is % of composition.
Oleic safflower variety UC-1 cited by Knowles, P, Calif. Agr. 19(12),15(1965), produced 1.5% by composition.
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LIPID -> FATTY ACID |
Value is % of total fatty acids.
Maiti, S, et al; Handbook of Annual Oilseed Crops, OIBH, New Delhi, India(1988), pp.1987-90
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
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SALT/SOLVATE -> PARENT |
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |
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