Details of Natural Product (NP)

General Information of Natural Product (ID: NP1950)
  Natural Product Name
Limonene + Beta-Phellandrene
  Synonyms
LIMONENE; Dipentene; 138-86-3; Cinene; Cajeputene; DL-Limonene; Kautschin; p-Mentha-1,8-diene; Dipenten; Eulimen; Nesol; 1,8-p-Menthadiene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-; Cajeputen; Limonen; Cinen; Inactive limonene; Acintene DP dipentene; 1-Methyl-4-(1-methylethenyl)cyclohexene; Polylimonene; Dipanol; Unitene; alpha-Limonene; Flavor orange; Orange flavor; Goldflush II; Acintene DP; Di-p-mentha-1,8-diene; 1,8(9)-p-Menthadiene; 4-Isopropenyl-1-methyl-1-cyclohexene; 4-Isopropenyl-1-methylcyclohexene; 1-methyl-4-prop-1-en-2-ylcyclohexene; p-Mentha-1,8-diene, dl-; (+/-)-Limonene; DL-4-Isopropenyl-1-methylcyclohexene; 1-Methyl-4-isopropenyl-1-cyclohexene; MENTHA-1,8-DIENE (DL); Dipentene, technical grade; .alpha.-Limonene; NSC 21446; PC 560; 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; .delta.-1,8-Terpodiene; 7705-14-8; CHEBI:15384; 1-Methyl-4-isopropenylcyclohexene; Limonene, dl-; 65996-98-7; NCGC00163742-03; Polydipentene; Limonene polymer; DSSTox_CID_9612; d,l-Limonene; Dipentene polymer; DSSTox_RID_78787; DSSTox_GSID_29612; Dipentene 200; Terpenes and Terpenoids, limonene fraction; (+-)-Dipentene; (+-)-Linonene; Caswell No. 526; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (.+/-.)-; delta-1,8-Terpodiene; (+-)-alpha-Limonene; d-Limonene (JAN); Dipentene, crude; CAS-138-86-3; HSDB 1809; NSC 844; p-Mentha-1,8-diene, (+-)-; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; EINECS 205-341-0; EINECS 231-732-0; UN2052; 1-Methyl-p-isopropenyl-1-cyclohexene; DIPENTENE (+-); EPA Pesticide Chemical Code 079701; NSC-844; Terpodiene; Ciene; Cyclil decene; AI3-00739; NSC-21446; Achilles dipentene; NSC-757069; Dipentene, tech.; 4-isopropenyl-1-methyl-cyclohexene; Dipentene, technical, for use as solvent (for the paint industry), mixture of various terpenes; c0626; Mentha-1,8-diene; p-Mentha-1, dl-; Dipentene, homopolymer; d(R)-4-Isopropenyl-1-methylcyclohexene; (.+-.)-Limonene; (.+-.)-Dipentene; (.+/-.)-Dipentene; (.+/-.)-Limonene; DIPENTENE 38 PF; Limonene, (+/-)-; ESSENCE DE PIN PF; (1)-1-Methyl-4-(1-methylvinyl)cyclohexene; DL-p-mentha-1,8-diene; Mentha-1,8-diene, DL; (+-)-(RS)-limonene; Cyclohexene, (.+-.)-; Dipentene, p.a., 95%; p-Mentha-1,8(9)-diene; Dipentene, mixture of isomers; CHEMBL15799; Monocyclic terpene hydrocarbons; Methyl-4-isopropenylcyclohexene; NSC844; (.+/-.)-.alpha.-Limonene; DTXSID2029612; (+/-)-p-Mentha-1,8-diene; p-Mentha-1, (.+-.)-; HMS3264E05; Pharmakon1600-00307080; Methyl-4-isopropenyl-1-cyclohexene; HY-N0544; NSC21446; Tox21_112068; Tox21_201818; Tox21_303409; MFCD00062992; NSC757069; STK801934; 1-methyl-4-isopropenylcyclohex-1-ene; AKOS009031280; Cyclohexene, 4-Isopropenyl-1-methyl-; Methyl-4-(1-methylethenyl)cyclohexene; WLN: L6UTJ A1 DY1 & U1; CCG-214016; MCULE-2462317444; p-Mentha-1,8-diene, (.+/-.)-; p-Mentha-1,8-diene, polymers (8CI); SB44847; UN 2052; (+/-)-p-Mentha-1,8-diene homopolymer; Limonene 1000 microg/mL in Isopropanol; NCGC00163742-01; NCGC00163742-02; NCGC00163742-04; NCGC00163742-05; NCGC00257291-01; NCGC00259367-01; Terpenes andTerpenoids, limonene fraction; 8050-32-6; NCI60_041856; p-Mentha-1,8-diene, homopolymer (7CI); 1-methyl-4-(1-methylethenyl) cylcohexene; 1-methyl-4-(prop-1-en-2-yl)cyclohexene; 4-(1-methylethenyl)-1-methyl-cyclohexene; Dipentene [UN2052] [Flammable liquid]; Cyclohexene, 1-methyl-4-(1-methylethynyl); DB-053490; DB-072716; CS-0009072; FT-0600409; FT-0603053; FT-0605227; L0046; EN300-21627; C06078; D00194; 1-METHYL-4-PROP-1-EN-2-YL-CYCLOHEXENE; AB01563249_01; Q278809; SR-01000872759; J-007186; J-520048; SR-01000872759-1; 4B4F06FC-8293-455D-8FD5-C970CDB001EE; Dipentene, mixt. of limonene, 56-64%, and terpinolene, 20-25%; 555-08-8; 8016-20-4; 8022-90-0
Click to Show/Hide
  Formula C10H16
  Weight 136.23
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3
  InChI Key XMGQYMWWDOXHJM-UHFFFAOYSA-N
  Isomeric SMILES CC1=CCC(CC1)C(=C)C
  Canonical SMILES CC1=CCC(CC1)C(=C)C
  External Links PubChem ID 22311
CAS ID 138-86-3
NPASS ID NPC34764
CHEMBL ID CHEMBL15799
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Origanum majorana
  Factor Name: Chemotype Comparison [1]
              Species Info Factor Info
               Experiment Detail
Seeds of Origanum majorana L. were collected from a wild population near the village of Vouni, Limassol district, Cyprus, in April 2000 (remaining seeds from 1999). The seeds were germinated and cultivated in the greenhouse under conditions of 24 ℃ day and 15 ℃ night temperature. Artificial light was supplied to complement daylight to a constant 14 h day length with 'full sunshine' (optimized assimilation programme). Plants of cultivated marjoram (Origanum majorana cv. 'Erfo', N.L.Chrestensen, Erfurt, Germany) were grown in parallel for comparison. The plants from the wild population were sampled at the stage of flower bud development in October, 2000. The plants of cv. 'Erfo' were not sampled and were not analyzed since they started to flower much earlier and, hence, could not be directly compared to the wild population.
Click to Show/Hide
               Factor Function
Three chemotypes were detected in the population. Besides the standard 'marjoramy' composition ('sabinyl chemotype') with 74% of oil compounds belonging to the bicyclic compounds sabinene, trans- and cis-sabinene hydrate and cis-sabinene hydrate acetate ('sabinyl compounds'), two further chemotypes were present in the population, namely a pure alpha-terpineol chemotype (73% alpha-terpineol) and a mixed sabinyl/alpha-terpineol chemotype (41% sabinyl compounds, 40% alpha-terpineol). The chemotype frequencies found in this population were 56% of the plants belonging to the sabinyl chemotype, 4% to the pure alpha-terpineol chemotype and 40% to the mixed sabinyl/alpha-terpineol chemotype.
Click to Show/Hide
               Factor Part Location NP Content
 
Chemotype (sabinyl type)
 Whole plant Cyprus
NP Content: 3.3 %
 
Chemotype (alpha-terpineol type)
 Whole plant Cyprus
NP Content: 1.3 %
 
Chemotype (mixed sabinyl/alpha-terpineol type)
 Whole plant Cyprus
NP Content: 2.3 %
      Species Name: Solidago virgaurea
  Factor Name: Altitude Variation [2]
              Species Info Factor Info
               Experiment Detail
Aerial parts of Solidago virgaurea plants were randomly collected from the wild at two different altitudes, as described below, during the 2000 vegetation period. All the collections of the plant samples were carried out during massive bud formation and the beginning of flowering stage. Sample # 1, LTS00-46; 10 kg of the sample was collected on July 31, 2000 at LAT: 51° 07′ LON: 81° 10′ HEI 290 m from Altai land, Lokteev district, near the village of NovoMikhaylovskoe, on the left bank of the Aley River, outskirts of pine forest, fire area, sandy soils. Sample # 2, LTS00-57; 5.6 kg of the sample was collected on August 3, 2000 at LAT 51° 14′ LON 82° 28′ HEI 650 m from Altai land, Kur'in district, around the Kolyvanm quarries, with diverse turf grasses, along the river bank of Aley.
Click to Show/Hide
               Factor Function
The main components from 290 m were alpha-pinene (36.5%), myrcene (14.8%), beta-caryophyllene (10.5%), germacrene D (8.2%), beta-pinene (7.1%) and limonene+beta-phellandrene (6.4%). The oil from the sample collected at 650 m had benzyl benzoate (57.0%), beta-caryophyllene (6.3%), germacrene D (6.0%), alpha-pinene (4.4%) and alpha-humulene (4.0%) as major components, suggesting polymorphism or the existence of different chemoytpes.
Click to Show/Hide
               Factor Part Location NP Content
 
Locality: Lokteev district, Russia; Altitude 290 m
 Flowers Russia
NP Content: 6.4 %
 
Locality: Kur'in district, Russia; Altitude 650 m
 Flowers Russia
NP Content: 1.8 %
References
1 The Essential Oil Composition of Wild Growing Sweet Marjoram (Origanum majorana L., Lamiaceae) from Cyprus-Three Chemotypes
2 Volatile Oil-Bearing Flora of Siberia VIII: Essential Oil Composition and Antimicrobial Activity of Wild Solidago virgaurea L. from the Russian Altai