Details of Natural Product (NP)

General Information of Natural Product (ID: NP0304)
  Natural Product Name
Nonanoic Acid
  Synonyms
NONANOIC ACID; Pelargonic acid; 112-05-0; n-Nonanoic acid; Nonoic acid; Nonylic acid; Pelargic acid; n-Nonylic acid; n-Nonoic acid; 1-Octanecarboxylic acid; Pelargon; Cirrasol 185A; Hexacid C-9; Nonanoate; Emfac 1202; 1-nonanoic acid; Fatty acids, C6-12; Fatty acids, C8-10; Nonansaeure; Pelargonsaeure; pergonic acid; 68937-75-7; MFCD00004433; nonoate; NSC 62787; Nonanoic Acid Anion; UNII-97SEH7577T; CHEBI:29019; CH3-[CH2]7-COOH; 97SEH7577T; pergonate; n-nonanoate; 1-nonanoate; C9:0; octan-1 carboxylic acid; 1-octanecarboxylate; DSSTox_CID_1641; DSSTox_RID_76255; DSSTox_GSID_21641; Pelargon [Russian]; 1-Octanecarboxyic acid; CAS-112-05-0; FEMA No. 2784; HSDB 5554; EINECS 203-931-2; EPA Pesticide Chemical Code 217500; BRN 1752351; n-Pelargonate; AI3-04164; n-Nonylate; n-Nonoate; n-pelargonic acid; KNA; EINECS 273-086-2; Acid C9; Caprylic-Capric Acid; Nonanoic acid, 96%; 3sz1; Caprylic / capric acid; Emery's L-114; Pelargonic Acid 1202; Emery 1202; Emery 1203; octane-1-carboxylic acid; Nonanoic acid, >=97%; bmse000499; EC 203-931-2; EC 273-086-2; Caprylic-Capric Acid 658; WLN: QV8; NCIOpen2_000142; NCIOpen2_000179; NCIOpen2_001763; NCIOpen2_002882; NCIOpen2_003483; SCHEMBL21966; Emery 1202 (Salt/Mix); 4-02-00-01018 (Beilstein Handbook Reference); MLS001066339; CHEMBL108436; Nonanoic acid, >=96%, FG; QSPL 030; DTXSID3021641; HMS2269L08; Nonanoic acid, analytical standard; HY-N7057; Nonanoic acid, natural, 98%, FG; NSC62787; ZINC1529234; Tox21_202426; Tox21_300022; BBL027459; BDBM50556776; LMFA01010009; NSC-62787; s4949; STL372710; AKOS000118981; NONANOIC ACID MFC9 H18 O2; CCG-231471; MCULE-4736597375; NCGC00164328-01; NCGC00164328-02; NCGC00164328-03; NCGC00253958-01; NCGC00259975-01; SMR000112203; VS-08541; CS-0076036; FT-0660055; N0288; P0952; C01601; A802476; Q369777; Q-201488; F0001-2447; Z1258948135; F57B4D17-8824-403B-AE1B-FA425608BB39
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  Formula C9H18O2
  Weight 158.24
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C9H18O2/c1-2-3-4-5-6-7-8-9(10)11/h2-8H2,1H3,(H,10,11)
  InChI Key FBUKVWPVBMHYJY-UHFFFAOYSA-N
  Isomeric SMILES CCCCCCCCC(=O)O
  Canonical SMILES CCCCCCCCC(=O)O
  External Links PubChem ID 8158
CAS ID 112-05-0
NPASS ID NPC261080
HIT ID C0582
CHEMBL ID CHEMBL108436
  NP Activity Charts   Click to show/hide
  Activity Info  

 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: 0.1 %
 
Naturally infected plants (C. globosum or F. oxysporum)
 Wood chips India
NP Content: 1 %
 
Artificial inoculation plants (Chaetomium globosum)
 Wood chips India
NP Content: 0.2 %
 
Artificial inoculation plants (Fusarium oxysporum)
 Wood chips India
NP Content: 0.1 %
      Species Name: Fragaria vesca
  Factor Name: Cultivar Comparison [2]
              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: 1.38 %
 
Leaf: Fragaria vesca cv. Baron von Solemacher
 Leaves Poland
NP Content: 2.15 %
 
Leaf: Fragaria vesca cv. Rugia
 Leaves Poland
NP Content: 2.51 %
      Species Name: Fritillaria imperialis
  Factor Name: Cultivar Comparison [3]
              Species Info Factor Info
               Experiment Detail
Plants of the F. imperialis cultivars Premier (very strong foxy odor) and Lutea (strong foxy odor), the F. imperialis subspecies Inodora (no odor), a cross between F. imperialis Lutea × Inodora (F1 generation, faint foxy odor) were grown from bulbs during the spring and early summer in clay soil near Midlum (Province of Friesland, The Netherlands). Bulbs, newly grown from these plants, were harvested in mid-June and stored, after removal of soil, at ambient temperature until analysis, which occurred in October and November.
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               Factor Function
GC-O revealed that the foxy odor was caused by a single component, identified as 3-methyl-2-butene-1-thiol on the basis of smell in GC-O analyses (two GC columns), mass spectra, and retention times. The abundance of 3-methyl-2-butene-1-thiol is consistent with the intensity of foxy Fritillaria odor in the F. imperialis cultivars: Premier > Lutea >> Lutea × Inodora, where the latter did not show a detectable peak in GC-MS.
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               Factor Part Location NP Content
 
Fritillaria imperialis cv. Inodora (no odor)
 Flowers Netherlends
NP Content: 1 %
 
Fritillaria imperialis cv. Lutea × Inodora (faint foxy odor)
 Flowers Netherlends
NP Content: 2.3 %
 
Fritillaria imperialis cv. Lutea (strong foxy odor)
 Flowers Netherlends
NP Content: 0.7 %
 
Fritillaria imperialis cv. Premier (very strong foxy odor)
 Flowers Netherlends
NP Content: 1.9 %
      Species Name: Salvia euphratica
  Factor Name: Variety Comparison [4]
              Species Info Factor Info
               Experiment Detail
Aerial parts of both varieties(Salvia euphratica Montbret et Aucher ex Benth. var. euphratica and Salvia euphratica Montbret et Aucher ex Benth. var. leiocalycina) were collected in Malatya, Turkey in June 1999.
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               Factor Function
Ninety-five compounds in var. euphratica and 94 compounds in var. leiocalycina were characterized representing 93% and 95% of the total components detected, respectively, with 1,8-cineole (13.8% and 15.2%) and myrtenyl acetate (15.9% and 13.9%) as main constituents.
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               Factor Part Location NP Content
 
Salvia euphratica var. euphratica
 Flowering aerial parts Turkey
NP Content: 0.1 %
      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: 0.4 %
 
Locality: Karahamza Village, Kirklareli, Turkey
 Aerial parts Kirklareli, Turkey
NP Content: 0.7 %
 
Locality: Evciler Village, Kirklareli, Turkey
 Aerial parts Kirklareli, Turkey
NP Content: 0.3 %
 
Locality: Korukoy, Kirklareli, Turkey
 Aerial parts Kirklareli, Turkey
NP Content: <0.01 %
References
1 Essential Oil of Eaglewood Tree: a Product of Pathogenesis
2 Contents and chemical composition of essential oils from wild strawberry (Fragaria vesca L.)
3 Identification of the Volatile Component(s) Causing the Characteristic Foxy Odor in Various Cultivars of Fritillaria imperialis L. (Liliaceae)
4 The Essential Oils of Two Varieties of Salvia euphratica Montbret et Aucher ex Benth. var. euphratica and var. leiocalycina (Rech. fil.) Hedge from Turkey
5 Essential Oils of Thymus striatus Vahl var. interruptus Jalas from Turkey