General Information of Natural Product (ID: NP0360)
  Natural Product Name
Myristic Acid
  Synonyms
Tetradecanoic acid; MYRISTIC ACID; 544-63-8; n-Tetradecanoic acid; Crodacid; n-Tetradecoic acid; n-Tetradecan-1-oic acid; 1-Tridecanecarboxylic acid; Hydrofol acid 1495; Univol U 316S; Emery 655; Myristinsaeure; Myristate; tetradecoic acid; Hystrene 9014; Neo-fat 14; C14 fatty acid; Myristic acid, pure; n-Myristic acid; Myristic acid (natural); FEMA No. 2764; Tetradecanoate; acide tetradecanoique; NSC 5028; CCRIS 4724; CH3-[CH2]12-COOH; HSDB 5686; C14:0; UNII-0I3V7S25AW; Philacid 1400; CHEBI:28875; AI3-15381; Prifac 2942; 1-tetradecanecarboxylic acid; 0I3V7S25AW; CHEMBL111077; NSC5028; NSC-5028; MFCD00002744; DSSTox_CID_1666; n-tetradecan-1-oate; DSSTox_RID_76274; DSSTox_GSID_21666; CAS-544-63-8; Myristic acid [NF]; EINECS 208-875-2; BRN 0508624; myristoate; myristoic acid; Lead dimyristate; n-Tetradecanoate; 3usx; Myristic acid pure; Myristic Acid Flake; Hystrene 9514; Kortacid 1499; Edenor C 14; Myristic Acid 655; 1-Tridecanecarboxylate; Prifrac 2942; MAGNESIUMARSENATE; Myristic acid, 95%; Myristic acid, natural; tridecanecarboxylic acid; Myristic acid (8CI); Myristic Acid, Reagent; 3v2n; 3w9k; Myristic acid, puriss.; 32112-52-0; Tetradecanoic acid (9CI); bmse000737; Epitope ID:176772; SCHEMBL6374; PHILACID-1400; PRIFRAC-2942; 4-02-00-01126 (Beilstein Handbook Reference); MLS002152942; WLN: QV13; Tetradecanoic (Myristic) acid; GTPL2806; DTXSID6021666; s161; 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; MCULE-9671122893; NSC 122834; NCGC00091068-01; NCGC00091068-02; NCGC00091068-03; NCGC00256547-01; NCGC00259401-01; AC-34674; 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; EDAE4876-C383-4AD4-A419-10C0550931DB; UNII-13FB83DEYU component TUNFSRHWOTWDNC-UHFFFAOYSA-N; UNII-5U9XZ261ER component TUNFSRHWOTWDNC-UHFFFAOYSA-N; UNII-96GS7P39SN component TUNFSRHWOTWDNC-UHFFFAOYSA-N; UNII-Q8Y7S3B85M component TUNFSRHWOTWDNC-UHFFFAOYSA-N; UNII-79P21R4317 component TUNFSRHWOTWDNC-UHFFFAOYSA-N; Myristic acid, United States Pharmacopeia (USP) Reference Standard; Tetradecanoic acid; 1-Tridecanecarboxylic acid; n-Tetradecanoic acid; Myristic acid, Pharmaceutical Secondary Standard; Certified Reference Material
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  Formula C14H28O2
  Weight 228.37
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)
  InChI Key TUNFSRHWOTWDNC-UHFFFAOYSA-N
  Isomeric SMILES CCCCCCCCCCCCCC(=O)O
  Canonical SMILES CCCCCCCCCCCCCC(=O)O
  External Links PubChem ID 11005
CAS ID 544-63-8
NPASS ID NPC301585
HIT ID C0231
CHEMBL ID CHEMBL111077
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Aquilaria agallocha
  Factor Name: Plant Pathogen Infection [1]
              Species Info Factor Info
               Experiment Detail
Artificial inoculation of fungal isolates: The most frequently isolated fungi from infected agarwood (e.g. Chaetomium globosum and Fusarium oxysporum) were inoculated to the healthy plants by artifi cial boring on to the plants. Inoculation was made with two different fungi alone and in their combination. Observations were made at an interval of 30 days after inoculation.
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               Factor Function
This investigation showed a marked difference in the oil compositions among the treatments with regards to their quality. Valerianol (3.0%) and tetradec-anioc acid (7.1%) contents were recorded higher in the oils of naturally infected plants than in that of healthy ones (0.1% and 6.9%, respectively). Pentadecenoic acid was totally absent in the oils of healthy, whereas it was found in a greater amount (6.8%) in the oil of naturally infected plants. In contrast, dodecanoic acid (3.1%), pentadecanoic acid (6.2%), hexadecanoic acid (31.5%) and octadecanoic acid (4.1%) were found in a higher amount in the oils of healthy plants, while the oils obtained from naturally infected plants contained lower amounts of these components (2.5%, 4.8%, 20.0% and 1.0%, respectively). The oils obtained from the inoculated plants showed almost similar distribution of the components with healthy plants.
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               Factor Part Location NP Content
 
Healthy plants
Wood chips India
NP Content: 6.9 %
 
Naturally infected plants (C. globosum or F. oxysporum)
Wood chips India
NP Content: 7.1 %
 
Artificial inoculation plants (Chaetomium globosum)
Wood chips India
NP Content: 6.4 %
 
Artificial inoculation plants (Fusarium oxysporum)
Wood chips India
NP Content: 5.8 %
 
Artificial inoculation plants (C. globosum and F. oxysporum)
Wood chips India
NP Content: 6.2 %
      Species Name: Lagenaria siceraria
  Factor Name: Cultivar Comparison; Developmental Stage Variation [2]
              Species Info Factor Info
               Experiment Detail
The experiment was conducted from July to November 2007 at the experimental station of the University of Abobo-Adjame (Abidjan, Ivory Coast) (latitude between 5° 17′ and 5° 31′ N, longitude between 3° 45′ and 4° 22′ W). During this period, rainfall, mean temperature and humidity varied from 5.33 to 192.28 mm, from 23.3 to 26.4 ℃ and from 86.7 to 96% respectively. Open-pollinated accessions from two edible-seeded L. siceraria (Molina) Standl. cultivars recognisable by their fruit shape (oval or round) were used. Seeds from the round fruit cultivar are characterised by the presence of a cap on the distal side, whereas those from the oval fruit cultivar lack this cap. Differences are also noted between the two cultivars in their rates of seed germination and seedling emergence, the best performances being observed for the round fruit cultivar. However, the visual changes in fruits during their growth as well as at plant whiteness are the same in the two cultivars. Both round and oval fruit cultivars were obtained from the cucurbit germplasm of the university, where they are identified by the alphanumeric codes NI354 and NI260 respectively. Each cultivar was sown on a plot of 20 m × 20 m in 12 holes. Female flowers were tagged after their closure in order to monitor the fruits until the date determined for harvesting. Fruits were harvested at three stages of maturation: (i) 30 days after fruit set (DAFS), at which stage fruits do not grow any more; (ii) 50 DAFS, at which stage the colour of fruits no longer changes; (iii) complete plant whiteness (CPW), indicating the end of plant growth. For each of the three fruit maturation times, five fruits per cultivar were selected. The seeds were extracted from each fruit, washed and dried in the sun for 1 week. After drying, the seeds of all five fruits were grouped and decorticated to obtain seed kernels that were used for analysis.
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               Factor Function
The results of this study showed that there were considerable modifications during fruit maturation in the oilseed gourd L. siceraria and that chemical characterisation of the seed kernel is important for controlling the processes of maturation. The two cultivars of L. siceraria studied should be harvested at 50 days after fruit set (DAFS) owing to their high contents of proteins, lipids, energy and minerals at this stage. At 50 DAFS the leaves of L. siceraria were still green and could serve as a source of nutrients for livestock. However, to obtain the best amino acid composition and biological values of proteins, the round and oval berry cultivars should be harvested at 30 DAFS and complete plant whiteness (CPW) respectively. At these stages their proteins could be used as a supplement. The low digestibility of the proteins at this stage could be improved by appropriate technological treatment.
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               Factor Part Location NP Content
 
Lagenaria siceraria cv. Round berry + Harvesting time: 30 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 1.2 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Round berry + Harvesting time: 50 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 0.8 ± 0.0 g/kg dry matter
 
Lagenaria siceraria cv. Round berry + Harvesting time: complete plant whiteness stage
Seed kernels Abidjan, Cote d'lvoire
NP Content: 1.0 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: 30 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 1.0 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: 50 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 0.8 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: complete plant whiteness stage
Seed kernels Abidjan, Cote d'lvoire
NP Content: 0.7 ± 0.1 g/kg dry matter
      Species Name: Stachys pilifera
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
Plant material and isolation procedure: Aerial parts of the plant were collected from two regions, from Kazeroon in southern Iran and Shahr-e-kord in western Iran at the time of flowering in June 2002.
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               Factor Function
The main components of the oil of S. pilifera collected from Kazeroon, in southern Iran, were spathulenol (15.8%), cis-chrysanthenol (15.3%), beta-caryophyllene (8.4%) and cis-chrysanthenyl acetate (6.9%), while for the plant collected from Shahr-e-kord, in western Iran, they were cis-chrysanthenyl acetate (21.8%), linalool (18.9%), terpinen-4-ol (11.9%) and cis-chrysanthenol (9.2%).
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               Factor Part Location NP Content
 
Locality: Kazeroon, southern Iran
Aerial parts Iran
NP Content: 0.1 %
      Species Name: Tanacetum larvatum
  Factor Name: Locality Variation [4]
              Species Info Factor Info
               Experiment Detail
Aerial parts of T. larvatum were collected in July and August during a five-year period, starting in 2001, in Montenegro on several locations: Planinica (Sample a), Visitor (Sample b) and Sinjajevina (Sample c).
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               Factor Function
Sixty-four components were identified, representing 83.1%, 96.6% and 89.4% of the total oils content in the Planinica [Sample a], Visitor [Sample b] and Sinjajevina [Sample c], respectively. The major constituent in Samples a and b , was oxygenated monoterpene, trans-sabinyl acetate (38.1% and 55.8% respectively). Monoterpene hydrocarbons, beta-pinene (13.5%) and santolinatriene (30.6%), were found to be the dominant components in Sample c. The toxic trans-sabinyl acetate was present only in traces in this sample. trans-Chrysanthenyl acetate, as one of major components in feverfew essential oil, has not been previously identified in the investigated essential oils.
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               Factor Part Location NP Content
 
Locality: Planinica, Montenegro
Aerial parts Montenegro
NP Content: 0.1 %
 
Locality: Sinjajevina, Montenegro
Aerial parts Montenegro
NP Content: 0.4 %
 
Locality: Visitor, Montenegro
Aerial parts Montenegro
NP Content: <0.1 %
References
1 Essential Oil of Eaglewood Tree: a Product of Pathogenesis
2 Effect of harvest time on seed oil and protein contents and compositions in the oleaginous gourd Lagenaria siceraria (Molina) Standl
3 Constituents of the Essential Oil of Stachys pilifera Benth. from Iran
4 Intraspecific Variation of Tanacetum larvatum Essential Oil