General Information of Natural Product (ID: NP0347)
  Natural Product Name
Lauric Acid
  Synonyms
lauric acid; DODECANOIC ACID; 143-07-7; n-Dodecanoic acid; Dodecylic acid; Vulvic acid; Laurostearic acid; Dodecoic acid; Duodecylic acid; 1-Undecanecarboxylic acid; Aliphat No. 4; Neo-fat 12; C12 fatty acid; Dodecanoate; Ninol AA62 Extra; Wecoline 1295; Neo-fat 12-43; Hydrofol acid 1255; Hydrofol acid 1295; Duodecyclic acid; Hystrene 9512; Dodecylcarboxylate; Univol U-314; Lauric acid, pure; Lauric acid (natural); Coconut oil fatty acids; ABL; Undecane-1-carboxylic acid; Laurinsaeure; NSC-5026; C12:0; C-1297; UNII-1160N9NU9U; n-Dodecanoate; Philacid 1200; Dodecanoic Acid Anion; CHEBI:30805; Prifrac 2920; Lunac L 70; Emery 651; MFCD00002736; DAO; CH3-[CH2]10-COOH; NSC5026; 1160N9NU9U; dodecylate; laurostearate; vulvate; DODECANOIC ACID (LAURIC ACID); DSSTox_CID_1590; 1-undecanecarboxylate; DSSTox_RID_76223; DSSTox_GSID_21590; CAS-143-07-7; SMR001253907; CCRIS 669; FEMA No. 2614; HSDB 6814; EINECS 205-582-1; BRN 1099477; Dodecanoic acid(Lauric acid); dodecanic acid; lauric-acid; Acide Laurique; AI3-00112; n-Dodecanoicacid; 3uil; Lauric acid (NF); Lauric Acid 652; Kortacid 1299; Lauric Acid, Reagent; Nissan NAA 122; Emery 650; Lunac L 98; Prifac 2920; Univol U 314; Dodecanoic acid, 98%; Dodecanoic acid, 99%; Dodecanoic (Lauric) acid; bmse000509; EC 205-582-1; SCHEMBL5895; NCIOpen2_009480; 4-02-00-01082 (Beilstein Handbook Reference); MLS002177807; MLS002415737; WLN: QV11; Dodecanoic acid (lauric acid); Dodecanoic acid, >=99.5%; Edenor C 1298-100; CHEMBL108766; GTPL5534; Lauric acid-1,2-[13C2]; DTXSID5021590; Lauric acid-1,12-[13C2]; HMS2268C14; HMS3649N06; HY-Y0366; STR08039; ZINC1529498; Dodecanoic acid, analytical standard; Lauric acid, >=98%, FCC, FG; Tox21_202149; Tox21_303010; BDBM50180948; LMFA01010012; s4726; STL281860; AKOS000277433; Lauric acid-1,2,3,4-[13C4]; CCG-266587; DB03017; MCULE-2795129925; NCGC00090919-01; NCGC00090919-02; NCGC00090919-03; NCGC00256486-01; NCGC00259698-01; AC-16451; Dodecanoic acid, >=99% (GC/titration); LAU; Dodecanoic acid, purum, >=96.0% (GC); Lauric acid, natural, >=98%, FCC, FG; CS-0015078; FT-0625572; FT-0695772; L0011; A16350; C02679; D10714; A808010; Q422627; SR-01000838338; J-007739; SR-01000838338-3; F0001-0507; Z966690584; 76C2A2EB-E8BA-40A6-8032-40A98625ED7B; Lauric acid, European Pharmacopoeia (EP) Reference Standard; UNII-13FB83DEYU component POULHZVOKOAJMA-UHFFFAOYSA-N; UNII-79P21R4317 component POULHZVOKOAJMA-UHFFFAOYSA-N; Lauric acid, United States Pharmacopeia (USP) Reference Standard; Lauric Acid, Pharmaceutical Secondary Standard; Certified Reference Material
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  Formula C12H24O2
  Weight 200.32
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)
  InChI Key POULHZVOKOAJMA-UHFFFAOYSA-N
  Isomeric SMILES CCCCCCCCCCCC(=O)O
  Canonical SMILES CCCCCCCCCCCC(=O)O
  External Links PubChem ID 3893
CAS ID 143-07-7
NPASS ID NPC201844
CHEMBL ID CHEMBL108766
  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: 3.1 %
 
Naturally infected plants (C. globosum or F. oxysporum)
Wood chips India
NP Content: 2.5 %
 
Artificial inoculation plants (Chaetomium globosum)
Wood chips India
NP Content: 3 %
 
Artificial inoculation plants (Fusarium oxysporum)
Wood chips India
NP Content: 3.2 %
 
Artificial inoculation plants (C. globosum and F. oxysporum)
Wood chips India
NP Content: 0.1 %
      Species Name: Ducrosia anethifolia
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
The aerial parts of Ducrosia anethifolia (DC.) Boiss. were collected in the wild from Mehdi Abad (Kerman province, in southern Iran) at the flowering stage in June 2006. The material was dried at room temperature.
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               Factor Function
The 63 components of this interesting plant were identified in the oil of D. anethifolia, representing 94.0% of the oil. alpha-Pinene (11.6%), terpinolene(3.2%) and (z)-beta-ocimene (2.8%) were the main hydrocarbon components present in the oil, while decanal (54.0%), cis-chrysanthenyl acetate(3.2%) and decanoic acid (1.3%) were the major oxygen-containing constituents.
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               Factor Part Location NP Content
 
Locality: Karaj, Iran
Aerial parts Iran
NP Content: 0.3 %
      Species Name: Ducrosia assadii
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
The aerial parts of D. assadii Alava. were collected in the wild from Lalehzar (Kerman Province, in southern Iran) at the flowering stage, in July 2007. The material was dried at room temperature and used for distillation. Distillation: A direct-fired field distillation unit containing a distillation tank (capacity: 1,000 L), a condensation column and receiver, all made of stainless steel, and which can process 30-50 kg of dried aerial parts from the plants/batch, was installed at an altitude of 2600 m (boiling point: 87 ℃). Dried aerial parts from the plants (40 kg) were charged into the distillation unit along with 500 L fresh water and the unit was heated by steam. The system was kept open to atmospheric pressure until the temperature reached to 70 ℃, when the air present in the unit was replaced by the vapor. After complete removal of air from the unit, the air vent was closed and the whole unit was operated as a closed system under pressure to distill the oil. The pressure, temperature and rate of distillation were controlled manually. The process was completed after the collection of 500 L of water distillate. The oil collected in the receiver and dried over anhydrous Na2SO4. Extraction of Ducrosia Second Oil From Ducrosia Water by Redistillation: The seprated distillate water collected in the receiver was redistilled in a 1,000 L still to yield more Doucrosia oil (this oil is known as secondary essential oil, second oil, cooked oil or indirect oil).
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               Factor Function
Fifty components were identified in a second oil of D. assadii from Lalehzar with decanal (35.2%), nonadecane (12%) and citronellyl acetate (11.6%) as the main constituents. The oil from Dehbakrii also contained decanal (36.4%) as the main component of an oil recovered from the distillate water. The results showed that the amount of decanal is remarkably high in the oils of D. assadii.
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               Factor Part Location NP Content
 
Locality: Dehbakrii village, Provonce of Kerman, southern Iran
Aerial parts Iran
NP Content: 1.2 %
 
Locality: Lalehzar, Kerman Province, southern Iran
Aerial parts Iran
NP Content: 0.3 %
      Species Name: Fragaria vesca
  Factor Name: Cultivar Comparison [4]
              Species Info Factor Info
               Experiment Detail
Whole leaves and inflorescences of two wild strawberry cultivars ('Rugia' and 'Baron von Solemacher') harvested in 2008 during the agrotechnical experiment performed by Department of Vegetable and Medicinal Plants, University of Life Sciences in Lublin, were used as a material for determinations. Samples were collected before noon at sunny and dry days at the beginning of wild strawberry's flowering stage. Material was dried up to 35 ℃ in shadow and air just after the harvest.
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               Factor Function
Depending on a cultivar, air-dry inflorescences from wild strawberry contain from 0.21% ('Baron von Solemacher' cv.) to 0.30% ('Rugia' cv.), whereas leaves contains from 0.46% ('Baron von Solemacher' cv.) to 0.62% ('Rugia' cv.) of essential oils. GC/MS analysis of essential oils achieved from studied materials revealed presence of 70 (including 59 identified) compounds in leaves of 'Rugia' cv. and 58 (including 50 identified) compounds in leaves of 'Baron von Solemacher' cv. Essential oils from inflorescences of 'Rugia' cv. contained 52 (including 47 identified), while 'Baron von Solemacher' cv. contained 54 (including 46 identified) compounds. The chromatographic analyses by GC-MS revealed that myrthenol, nonal, linalool and phthalide dibuthyl dominated in essential oils obtained from leaves, while myrthenol, citronelol, linalool and geraniol - from those of inflorescences. There were qualitative differences between oil components at both studied materials and differentiation between both cultivars, as well.
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               Factor Part Location NP Content
 
Inflorescence: Fragaria vesca cv. Baron von Solemacher
Inflorescence Poland
NP Content: <0.05 %
      Species Name: Thymus striatus
  Factor Name: Locality Variation [5]
              Species Info Factor Info
               Experiment Detail
Aerial parts of the plant were collected from four localities: A = Kirklareli: Karadere in May 1991; B = Kirklareli: Karahamza Village in May 1990; C = Kirklareli: Evciler Village on 13 June 1993; D = Kirklareli: Korukoy on 25 May 1994
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               Factor Function
The four oils obtained from plants collected in different localities of the same region gave quite different compositions as follows: A: thymol (10.5%), 1,8-cineole (9.96%), p-cymene (9.48%), carvacrol (5.28%); B: beta-caryophyllene (29.50%), carvacrol(20.59%); C: thymol (34.7%), beta-caryophyllene (12.74%), carvacrol (5.24%); D: beta-caryophyllene (56.48%), germacrene D (11.12%), carvacrol (4.85%). Since the identities of the plant materials were checked repeatedly, any misidentification is ruled out. Except for A and C, all the other materials showed beta-caryophyllene as the major constituent. Carvacrol (20.59%) was present in good amount in the oil of B. In A, however, high percentages of 1,8-cineole (10%) and p-cymene (9.5%) were significant. This oil contained only a trace amount of beta-caryophyllene. Four isomeric caryophyllene alcohols were detected in the oil B. The results clearly indicate that the oil of T. striatus var. interruptus has no consistency and we can safely suggest that there are at least three chemotypes, namely thymol/1,8-cineole/p-cymene-type; thymol/beta-caryophyllene-type; and beta-caryophyllene-type, of this species.
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               Factor Part Location NP Content
 
Locality: Karadere, Kirklareli, Turkey
Aerial parts Kirklareli, Turkey
NP Content: 0.1 %
 
Locality: Karahamza Village, Kirklareli, Turkey
Aerial parts Kirklareli, Turkey
NP Content: 0.3 %
 
Locality: Evciler Village, Kirklareli, Turkey
Aerial parts Kirklareli, Turkey
NP Content: 0.2 %
 
Locality: Korukoy, Kirklareli, Turkey
Aerial parts Kirklareli, Turkey
NP Content: 0.4 %
References
1 Essential Oil of Eaglewood Tree: a Product of Pathogenesis
2 Chemical Composition of the Essential Oil of Ducrosia anethifolia (DC.) Boiss. from Kerman Province in Iran
3 Chemical Composition of the Essential Oil of Ducrosia assadii Alava. from Kerman Province in Iran
4 Contents and chemical composition of essential oils from wild strawberry (Fragaria vesca L.)
5 Essential Oils of Thymus striatus Vahl var. interruptus Jalas from Turkey