General Information of Natural Product (ID: NP0368)
  Natural Product Name
Oleic Acid
  Synonyms
oleic acid; 112-80-1; cis-9-Octadecenoic acid; oleate; (Z)-Octadec-9-enoic acid; Elaidoic acid; cis-Oleic acid; Glycon wo; Wecoline OO; Vopcolene 27; Pamolyn 100; Glycon RO; Metaupon; Oelsauere; Groco 5l; Groco 2; Groco 4; Groco 6; Tego-oleic 130; Emersol 211; cis-Octadec-9-enoic acid; Industrene 105; Industrene 205; Industrene 206; Pamolyn; Z-9-Octadecenoic acid; 9-Octadecenoic acid (Z)-; Oleinic acid; Emersol 210; Emersol 213; L'Acide oleique; 9Z-Octadecenoic acid; Century cd fatty acid; Emersol 6321; Extraolein 90; Oleine 7503; 9-Octadecenoic acid (9Z)-; Elainic acid; Emersol 205; Emersol 233LL; Hy-phi 1055; Hy-phi 1088; Hy-phi 2066; Hy-phi 2088; Hy-phi 2102; Elaic acid; Priolene 6906; 9-octadecenoic acid; White oleic acid; Wochem no. 320; (9Z)-octadec-9-enoic acid; 9-Octadecenoic acid, (Z)-; Emersol 220 white oleic acid; Extra Oleic 80R; Extra Oleic 90; Extra Oleic 99; Extra Olein 80; Extra Olein 90R; Lunac O-CA; Lunac O-LL; Lunac O-P; neo-Fat 92-04; Priolene 6907; Priolene 6928; Priolene 6930; Priolene 6933; Emersol 6313NF; cis-Oleate; delta9-cis-Oleic acid; (9Z)-Octadecenoic acid; FEMA No. 2815; FEMA Number 2815; D 100 (fatty acid); Emersol 221 low titer white oleic acid; K 52; Oelsaeure; 9-cis-Octadecenoic acid; HSDB 1240; Red oil; UNII-2UMI9U37CP; D 100; Oleic acid [NF]; 9-octadecylenic acid; Emersol 233; 18:1Delta9cis; CHEBI:16196; 9,10-Octadecenoic acid; C18:1n-9; neo-Fat 90-04; .delta.9-cis-Oleic acid; 9-(Z)-octadecenoic acid; (Z)-9-Octadecanoic acid; 9-Octadecenoic acid, cis-; cis-.delta.9-Octadecenoate; 2UMI9U37CP; CHEMBL8659; cis-.delta.9-Octadecenoic acid; cis-Delta(9)-octadecenoic acid; NSC9856; NSC-9856; Oleic acid (NF); MFCD00064242; C18:1 n-9; Octadec-9-enoic acid; NCGC00091119-02; 18:1 n-9; C18:1; cis-9-octadecenoate; (9Z)- Octadecenoic acid; DSSTox_CID_5809; Oleic acid, pure; DSSTox_RID_77930; DSSTox_GSID_25809; Oleic acid (natural); Caswell No. 619; Wecoline OO (VAN); Acide oleique [French]; Acide oleique; cis-delta9-octadecenoic acid; l'Acide oleique [French]; CAS-112-80-1; SMR000326739; CCRIS 682; NAA 35; Sulfurized oleic acid; Sulphurized oleic acid; Oleic acid, sulfurized; cis-delta(sup 9)-Octadecenoic acid; NSC 9856; EINECS 204-007-1; EPA Pesticide Chemical Code 031702; (9Z)-9-Octadecenoic acid; 9-Octadecenoic acid (9Z)-, sulfurized; BRN 1726542; Distoline; Oleinate; oleaic acid; Rapinic acid; AI3-01291; 1gni; 1hms; 1vyf; 2lkk; Oleic acid Liquid; Lunac OA; Edenor ATiO5; Edenor FTiO5; Industrene 104; Z-9-Octadecenoate; EINECS 270-164-8; Oleic acid, p.a.; Emersol 213NF; Emersol 214NF; OLEICACID; Pamolyn 125; Priolene 6900; Priolene 6936; 9,10-Octadecenoate; 9-Octadecenoic acid (Z)-, sulfurized; Oleic acid (8CI); oleic acid extra pure; cis-Octadec-9-enoate; Pamolyn 100 FG; Pamolyn 100 FGK; 9-(Z)-octadecenoate; Emersol 7021; (Z)-9-Octadecanoate; Emersol 6313 NF; Emersol 6333 NF; Oleic acid-9,10-t; (9Z)-9-Octadecenoate; z-octadeca-9-enoic acid; Epitope ID:187036; Oleic acid, natural, FCC; Emersol 220 White Oleate; Oleic acid, technical grade; SCHEMBL1138; Delta9-cis-Octadecenoic acid; WLN: QV8U9-C; 4-02-00-01641 (Beilstein Handbook Reference); 68412-07-7; MLS001056779; MLS002153498; MLS002454427; 9-octadecenoic acid, (9Z)-; (9Z)-9-Octadecenoic acid #; GTPL1054; Oleic acid, analytical standard; DTXSID1025809; Oleic acid, >=93% (GC); Oleic acid, >=99% (GC); REGID_for_CID_445639; 1g74; s158; HMS2234O13; HMS3649H21; HMS3885H18; Oleic acid, technical grade, 90%; HY-N1446; ZINC6845860; Tox21_111086; Tox21_201967; Tox21_303324; BDBM50150484; HSCI1_000362; LMFA01030002; s4707; 9-Octadecenoic acid (9Z)- (9CI); cis-9-Octadecenoic-9,10-3H2 acid; Emersol 221 Low Titer White Oleate; AKOS017343225; cis-.delta.(sup 9)-Octadecenoic acid; AT13415; CCG-267270; FA 18:1; 9-Octadecenoic-9,10-t2 acid, (Z)-; NCGC00091119-01; NCGC00091119-03; NCGC00257233-01; NCGC00259516-01; AC-33767; AS-16066; BP-24023; Oleic acid, SAJ first grade, >=70.0%; Oleic acid, Selectophore(TM), >=99.0%; CS-0016886; O0011; O0180; C00712; D02315; Oleic acid, from suet, natural, >=60% (GC); AB00641912_08; 9-Octadecenoic-9,10-t2 acid, (9Z)- (9CI); A894525; Oleic acid, suitable for cell culture, BioReagent; Q207688; SR-01000780573; SR-01000780573-6; F0001-0262; Oleic acid, certified reference material, TraceCERT(R); Oleic acid, European Pharmacopoeia (EP) Reference Standard; UNII-13FB83DEYU component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-44NH37HHP9 component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-5U9XZ261ER component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-7N137Q0QYJ component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-96GS7P39SN component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-9B22238JYI component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-B6G0Y5Z616 component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-HBA528N3PW component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-MO7HV04S9Y component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-ODL221H4AM component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-UDR641JW8W component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; UNII-V1PY73ZXPE component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; 459CE4C0-C836-4249-8E2D-69874B714E9C; UNII-79P21R4317 component ZQPPMHVWECSIRJ-KTKRTIGZSA-N; Oleic acid, United States Pharmacopeia (USP) Reference Standard; Oleic acid, meets analytical specification of Ph, Eur., 65.0-88.0% (GC); Oleic Acid, Pharmaceutical Secondary Standard; Certified Reference Material; Oleic Acid-Water Soluble, powder, BioReagent, suitable for cell culture; Ole; Oleic acid, PharmaGrade, Manufactured under appropriate controls for use as raw material in pharma or biopharmaceutical production.
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  Formula C18H34O2
  Weight 282.5
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-
  InChI Key ZQPPMHVWECSIRJ-KTKRTIGZSA-N
  Isomeric SMILES CCCCCCCC/C=C\\CCCCCCCC(=O)O
  Canonical SMILES CCCCCCCCC=CCCCCCCCC(=O)O
  External Links PubChem ID 445639
CAS ID 112-80-1
NPASS ID NPC261831
HIT ID C0263
CHEMBL ID CHEMBL8659
  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: 2.4 %
 
Naturally infected plants (C. globosum or F. oxysporum)
Wood chips India
NP Content: 1.8 %
 
Artificial inoculation plants (Chaetomium globosum)
Wood chips India
NP Content: 2.2 %
 
Artificial inoculation plants (Fusarium oxysporum)
Wood chips India
NP Content: 2.7 %
 
Artificial inoculation plants (C. globosum and F. oxysporum)
Wood chips India
NP Content: 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: 127.7 ± 0.4 g/kg dry matter
 
Lagenaria siceraria cv. Round berry + Harvesting time: 50 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 157.9 ± 0.1 g/kg dry matter
 
Lagenaria siceraria cv. Round berry + Harvesting time: complete plant whiteness stage
Seed kernels Abidjan, Cote d'lvoire
NP Content: 126.2 ± 0.4 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: 30 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 101.0 ± 0.4 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: 50 days after fruit set
Seed kernels Abidjan, Cote d'lvoire
NP Content: 161.9 ± 0.3 g/kg dry matter
 
Lagenaria siceraria cv. Oval berry + Harvesting time: complete plant whiteness stage
Seed kernels Abidjan, Cote d'lvoire
NP Content: 236.4 ± 0.3 g/kg dry matter
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