Details of Natural Product (NP)

General Information of Natural Product (ID: NP0468)
  Natural Product Name
Geranyl Formate
  Synonyms
Geranyl formate; 105-86-2; 3,7-dimethylocta-2,6-dien-1-yl formate; GERANIOL FORMATE; Geranyl methanoate; Formic acid, geraniol ester; NSC 21736; trans-3,7-Dimethyl-2,6-octadien-1-ol formate; trans-3,7-Dimethyl-2,6-octadien-1-yl formate; UNII-72O586X6ZI; (E)-geranyl formate; 2,6-Octadien-1-ol, 3,7-dimethyl-, formate, (E)-; [(2E)-3,7-dimethylocta-2,6-dienyl] formate; Formic acid, 3,7-dimethyl-2,6-octadienyl ester, (E)-; CHEBI:31648; (2E)-3,7-dimethylocta-2,6-dien-1-yl formate; 72O586X6ZI; 2,6-Octadien-1-ol, 3,7-dimethyl-, 1-formate, (2E)-; (E)-3,7-Dimethyl-2,6-octadienyl formate; WE(8:2(2E,6E)(3Me,7Me)/1:0); 2,6-Octadien-1-ol, 3,7-dimethyl-, formate, (2E)-; Geranyl formate (natural); FEMA No. 2514; Formic acid Geranyl ester; EINECS 203-339-4; BRN 1724191; Geranylformiat; AI3-01978; 3,7-Dimethyl-2,6-octadienyl formate, (E)-; 61759-63-5; Formic acid geranyl; 3,7-Dimethyl-2,6-octadien-1-yl methanoate, trans-; MFCD00021047; (2E)-3,7-Dimethyl-2,6-octadienyl formate; trans-3,7-Dimethyl-2,6-octadien-1-yl methanoate; (2E)-3,7-dimethyl-2,6-octadien-1-ol, 1-formate; DSSTox_CID_27614; DSSTox_RID_82454; DSSTox_GSID_47614; 4-02-00-00035 (Beilstein Handbook Reference); SCHEMBL226426; SCHEMBL226427; CHEMBL3182514; DTXSID0047614; Geranyl formate, >=95%, FCC; ZINC1583795; Tox21_302545; LMFA07010611; AKOS015904157; NCGC00256875-01; BS-42294; CAS-105-86-2; O773; 3,7-Dimethyl-2,6-octadiene-1-ol formate; G0218; (E)-3,7-Dimethyl-2,6-octadien-1-ol formate; formic acid-(3,7-dimethyl-octa-2,6-dienyl ester); Q-201155; Q15726045; formic acid trans-3,7-dimethyl-oct-2,6-dien-1-ylester
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  Formula C11H18O2
  Weight 182.26
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C11H18O2/c1-10(2)5-4-6-11(3)7-8-13-9-12/h5,7,9H,4,6,8H2,1-3H3/b11-7+
  InChI Key FQMZVFJYMPNUCT-YRNVUSSQSA-N
  Isomeric SMILES CC(=CCC/C(=C/COC=O)/C)C
  Canonical SMILES CC(=CCCC(=CCOC=O)C)C
  External Links PubChem ID 5282109
CAS ID 105-86-2
NPASS ID NPC12907
CHEMBL ID CHEMBL3182514
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Pelargonium graveolens L'Her.
  Factor Name: Cultivar Comparison; Seasonal Variation [1]
              Species Info Factor Info
               Experiment Detail
One-month-old rooted stem cuttings of three rosescented geranium cultivars, namely Bourbon type, CIM-Pawan and Kelkar were transplanted at 50 × 50 cm plant spacing in the experimental field of Central Institute of Medicinal and Aromatic Plants, Research Center Purara, Uttarakhand, in October 2007. Plants were irrigated immediately after transplanting and further crops were raised following the normal agricultural practices needed to grow the plant. The experimental site is located between the coordinates 28° 60′ and 31° 29′ N, 77° 49′ and 80° 60 m E, and at an altitude of 1250 m in the Kattyur valley. Climatologically, it is categorized as a sub-temperate (1200-1700 m) zone, where monsoon usually breaks in June and continues up to September. Sampling of the rose-scented geranium cultivars was started from March 2008 and taken on the tenth of every month until February 2009. Samples were collected in triplicate in each season. (A, cv. Bourbon type; B, cv. CIM-Pawan; C, cv. Kelkar; I, spring season; II, summer season; III, rainy season;IV, autumn season; V, winter season).
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               Factor Function
The major components in the essential oil of cv. Bourbon type were geraniol (14.1-34.6%), citronellol (15.2-31.3%), linalool (2.9-9.2%), citronellyl formate (4.4-9.2%), isomenthone (4.5-6.6%), 10-epi-gamma-eudesmol (4.7-6.7%) and geranyl formate (3.8-6.2%). The dominant constituents of the cv. CIM-Pawan essential oil were geraniol (11.9-31.9%), citronellol (16.1-30.2%), citronellyl formate (5.2-8.9%), linalool (3.7-6.4%), isomenthone (4.0-6.3%), 10-epi-gamma-eudesmol (4.4-5.2%) and geranyl formate (4.3-5.0%). However, the chemical composition and odor of cv. Kelkar was quite different from the other two cultivars and the major components found in this oil were citronellol (51.0-63.4%) and isomenthone (9.8-17.8%).
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               Factor Part Location NP Content
 
Pelargonium graveolens cv. Bourbon type: (Harvesting time: spring season)
 Fresh herb Iran
NP Content: 5.1 %
 
Pelargonium graveolens cv. Bourbon type: (Harvesting time: summer season)
 Fresh herb Iran
NP Content: 4.5 %
 
Pelargonium graveolens cv. Bourbon type: (Harvesting time: autumn season)
 Fresh herb Iran
NP Content: 4.2 %
 
Pelargonium graveolens cv. Bourbon type: (Harvesting time: winter season)
 Fresh herb Iran
NP Content: 6.2 %
 
Pelargonium graveolens cv. Bourbon type: (Harvesting time: rainy season)
 Fresh herb Iran
NP Content: 3.8 %
 
Pelargonium graveolens cv. CIM-Pawan: (Harvesting time: spring season)
 Fresh herb Iran
NP Content: 4.3 %
 
Pelargonium graveolens cv. CIM-Pawan: (Harvesting time: summer season)
 Fresh herb Iran
NP Content: 4.3 %
 
Pelargonium graveolens cv. CIM-Pawan: (Harvesting time: autumn season)
 Fresh herb Iran
NP Content: 4.9 %
 
Pelargonium graveolens cv. CIM-Pawan: (Harvesting time: winter season)
 Fresh herb Iran
NP Content: 5 %
 
Pelargonium graveolens cv. CIM-Pawan: (Harvesting time: rainy season)
 Fresh herb Iran
NP Content: 4.7 %
      Species Name: Salvia sclarea
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
200 g of fresh flowering spikes were collected randomly at full bloom stage (browning of lower floret stage) from the 2006-2007 crops of clary sage cultivar CIM-Chandni cultivated at CIMAP Lucknow and resource center Purara, Uttarakhand. The oil of Kashmir origin was collected from the Chemistry division of IIIM Jammu.
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               Factor Function
Linalool (23.6%), alpha-terpineol (3.8%), linalyl acetate (51.2%), beta-caryophyllene (3.2%), germacrene D (1.3%) and sclareol (1.3%) were recorded in the oil S. sclarea cultivated in Lucknow UP while the Kashmir oil sample possessed the highest percentage of linalyl acetate (60.8%) and lowest linalool (14.5%) along with alpha-terpineol (1.8%), geranyl acetate (2.2%), beta-caryophyllene (1.9%), germacrene D (2.6%) and sclareol (1.3%) as the other minor constituents. In contrast, the oil of S. sclarea from Purara in Uttarakhand showed highest percentage of linalool (29.8%), alpha-terpineol (5.3%) and sclareol (2.3%) and the lowest linalyl acetate (45.7%) among all the three samples.
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               Factor Part Location NP Content
 
Locality: Lucknow UP, India
 Spikes India
NP Content: 0.1 %
 
Locality: Jammu and Kashmir, India
 Spikes India
NP Content: 0.1 %
 
Locality: Uttarakhand, India
 Spikes India
NP Content: <0.1 %
      Species Name: Thymus vulgaris
  Factor Name: Cultivar Comparison; Seasonal Variation [1]
References
1 Essential oil composition of Pelargonium graveolens L'Her ex Ait. cultivars harvested in different seasons
2 Terpenoid Compositions and Enantio-differentiation of Linalool and Sclareol in Salvia sclarea L. from Three Different Climatic Regions in India