Details of Natural Product (NP)

General Information of Natural Product (ID: NP0264)
  Natural Product Name
Perillaldehyde
  Synonyms
PERILLALDEHYDE; Perillyl aldehyde; 2111-75-3; Perilla aldehyde; Perillal; Perillic aldehyde; P-Mentha-1,8-dien-7-al; Dihydrocuminyl aldehyde; 4-prop-1-en-2-ylcyclohexene-1-carbaldehyde; para-Mentha-1,8-dien-7-al; 1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-; Perillylaldehyde; 4-Isopropenyl-1-cyclohexene-1-carboxaldehyde; 1-Cyclohexene-1-carboxaldehyde, 4-isopropenyl-; 4-Isopropenylcyclohex-1-enecarbaldehyde; FEMA No. 3557; p-Mentha-1,8-dien-7-al (natural); 1,8-p-Menthadien-7-al; NSC 138642; CHEMBL469537; CHEBI:15421; DL-perillaldehyde(for perfumery); 4-(1-Methylethenyl)-1-cyclohexene-1-carboxaldehyde; 4-Isopropenyl-1-cyclohexene-1-carbaldehyde; 4-(prop-1-en-2-yl)cyclohex-1-enecarbaldehyde; 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde; (S)-(-)-Perillaldehyde; (S)-(-)-Perillic aldehyde; (S)-Perillaldehyde; l-Perillaldehyde; CCRIS 9128; MFCD00001543; laevo-perillaldehyde; EINECS 218-302-8; 1-Cyclohexene-1-carboxaldehyde, 4-(1-methylethenyl)-, (S)-; SCHEMBL221797; DTXSID6051855; BDBM50276351; MFCD00062990; NSC138642; AKOS015900800; LMPR0102090010; MCULE-2913420738; NSC-138642; SY057816; DB-057847; DB-065317; 2-(4-Boc-piperazinyl)-4-phenylbutanoicacid; FT-0673634; FT-0686825; FT-0737059; P0866; 4-Isopropenyl-1-cyclohexene-1-carbaldehyde #; C02576; (-)-4-Isopropenyl-1-cyclohexene-1-carboxaldehyde; 4-(1-methylethenyl)-1-cyclohexene1-carboxyaldehyde; Q3117895; 0659C8EF-4608-42BD-9B0A-BB8B719E80F6
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  Formula C10H14O
  Weight 150.22
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3
  InChI Key RUMOYJJNUMEFDD-UHFFFAOYSA-N
  Isomeric SMILES CC(=C)C1CCC(=CC1)C=O
  Canonical SMILES CC(=C)C1CCC(=CC1)C=O
  External Links PubChem ID 16441
CAS ID 2111-75-3
NPASS ID NPC100809
CHEMBL ID CHEMBL469537
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Artemisia verlotiorum
  Factor Name: Developmental Stage Variation [1]
              Species Info Factor Info
               Experiment Detail
Plant material of A. verlotiorum was harvested near Marseille (France) in May (before blooming) and November (full flowering) 2000.
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               Factor Function
For the oil from the vegetative plants, 50 compounds, representing 99.8% of the oil were characterized. Fifty-nine compounds, representing 99.6% of the oil were identified in the oil from flowering plants. In both cases, the constituents were mainly oxygenated monoterpenes (74% and 88%). The composition of each oil showed only a few differences, as the main components were alpha-thujone (55% and 44%), 1,8-cineole (5% and 15%), beta-caryophyllene (13% and 7%) and beta-thujone (5% and 11%), in the oils of the vegetative plant and flowering plant, respectively. The proportions of the oxygenated compounds seemed to increase during flowering.
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               Factor Part Location NP Content
 
Aerial part: before blooming stage
 Aerial parts Marseille, France
NP Content: 0.1 %
 
Aerial part: full flowering stage
 Aerial parts Marseille, France
NP Content: 0.7 %
      Species Name: Citrus sinensis (Hongjiang)
  Factor Name: Variety Comparison [2]
              Species Info Factor Info
               Experiment Detail
Four kinds of fresh sweet oranges were obtained in the same season, November 2000, in Guangzhou. Citrus sinensis var. Hongjiang (called 'hong jiang chen' in Chinese) and C. sinensis Osbeck var. Anliu (called 'luo gang chen') were obtained at an orchard in Luo gang in Guangzhou (25 km from the center of Guangzhou). Citrus sinensis var. Sihui (called 'sihui ju') was harvested at the Shigou Experimental Farm in Sihui City in Guangdong Province (75 km far away from Guangzhou). Citrus sinensis var. Washington navel (called 'qi chen') which was produced in Jiangxi Province (200 km from Guangzhou; bordering Guangdong Province), was purchased at the wholesale market in Guangzhou. All oranges were kept in a cold room until prepared a few days later.
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               Factor Function
The peel oil compositions of four kinds of sweet oranges in China, Citrus sinensis Osbeck var. Hongjian, C. sinensis Osbeck var. Anliu, C. sinensis Osbeck var. Sihui and C. sinensis Osbeck var. Washington navel, were investigated by GC and GC/MS. The essential oils were extracted by cold-pressing method. Forty-two to 53 compounds were quantitatively determined for each variety. Their percentages, respectively, were: > 97.3%, > 98.4%, > 97.5% and > 98.0% in hydrocarbons; > 1.5%, > 0.7%, > 0.8% and > 0.9% in total aldehydes; 0.8%, 0.5%, 0.5% and 0.5% in alcohols. Either cis-or trans-limonene oxide was detected in small amounts in each of the four samples, with Hongjiang containing both limonene oxides. delta-3-Carene was commonly quantified at a level of 0.1% in all the samples. The content of aliphatic aldehydes, including octanal, nonanal, decanal and dodecanal, exceeded that of terpene aldehydes, such as neral and geranial in Hongjiang (0.9%) and Washington navel (0.6%), whereas the aliphatic aldehydes in Anliu and Sihui were present to a lesser degree than the terpene aldehydes. Either alpha- or beta-sinensal was detected in trace amounts in each of the four samples. Linalool was the major alcohol in all the samples. Nootkatone was not detected.
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               Factor Part Location NP Content
 
Citrus sinensis var. Anliu
 Fruits China
NP Content: > 0.005; < 0.05 %
 
Citrus sinensis var. Hongjiang
 Fruits China
NP Content: > 0.005; < 0.05 %
 
Citrus sinensis var. Sihui
 Fruits China
NP Content: > 0.005; < 0.05 %
 
Citrus sinensis var. Washington navel
 Fruits China
NP Content: < 0.005 %
      Species Name: Ichthyothere terminalis
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
The leaves and stems of Ichthyothere terminalis were collected at Marapanim, PA (sample A) and Manaus, AM (sample B).
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               Factor Function
The chief constituent found in the leaf oil of sample of, I. terminalis collected at Marapanim (PA) was sabinene (18.0%). The leaf oil of I. terminalis collected at Manaus (AM) was dominated by alpha-pinene (19-8%), sabinene (14.8%) and limonene (35.8%), while the main components identified in the stem oil were alpha-pinene (13.9%) and limonene (20.0%).
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               Factor Part Location NP Content
 
Leaves: Marapanim, Brazil
 Leaves Brazil
NP Content: 0.4 %
      Species Name: Pulicaria dysenterica
  Factor Name: Locality Variation [4]
              Species Info Factor Info
               Experiment Detail
Aerial parts of P. dysenterica were collected during the flowering stage from two different locations in Greece in August 2002. Sample A: Katara (Perfecture Trikala). Sample B: Arahova (Perfecture Viotia).
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               Factor Function
Fifty-four components were identified representing 80.5% (sample A) and 72.6% (sample B) of the total oils. The main components in sample A were (Z)-nerolidol (11.2%), caryophyllene oxide (9.1%) and (E)-nerolidol (6.6%), while those of sample B were beta-caryophyllene (12.8%), caryophyllene oxide (12.8%) and (E)-nerolidol (6.9%).
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               Factor Part Location NP Content
 
Locality: Katara, Perfecture Trikala, Greece
 Aerial parts Greece
NP Content: <0.1 %
References
1 Chemical Variation in the Oil of Artemisia verlotiorum Lamotte of French Origin Harvested at a Vegetative Stage and During Flowering
2 Volatile Constituents of the Peel Oils of Several Sweet Oranges in China
3 Volatile Constituents of Ichthyothere terminalis and I. cunabi
4 Chemical Composition of Pulicaria dysenterica (L.) Bernh. from Greece