Details of Natural Product (NP)

General Information of Natural Product (ID: NP0539)
  Natural Product Name
Umbellulon
  Synonyms
Umbellulon; Umbellulone; 3-Thujen-2-one; THUJEN-2-ONE; 24545-81-1; NSC 22046; 4-Methyl-1-propan-2-ylbicyclo[3.1.0]hex-3-en-2-one; Bicyclo[3.1.0]hex-3-en-2-one, 4-methyl-1-(1-methylethyl)-; Bicyclo(3.1.0)hex-3-en-2-one, 4-methyl-1-(1-methylethyl)-; BRN 2042730; 3-Thujene-2-one; Thuj-3-en-2-one; 4-Methyl-1-(1-methylethyl)-bicyclo(3.1.0)hex-3-en-2-one; 0-07-00-00159 (Beilstein Handbook Reference); 1-Isopropyl-4-methylbicyclo[3.1.0]hex-3-en-2-one; SCHEMBL11921841; DTXSID40871998; NSC22046; NSC-22046; AKOS006279841; Q7881242; 4-methyl-1-(1-methylethyl)bicyclo[3.1.0]hex-3-enone; 4-methyl-1-(propan-2-yl)bicyclo[3.1.0]hex-3-en-2-one; Bicyclo(3.1.0)hex-3-en-2-one, 4-methyl-1-(1-methylethyl)- (9CI)
Click to Show/Hide
  Formula C10H14O
  Weight 150.22
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H14O/c1-6(2)10-5-8(10)7(3)4-9(10)11/h4,6,8H,5H2,1-3H3
  InChI Key LTTVJAQLCIHAFV-UHFFFAOYSA-N
  Isomeric SMILES CC1=CC(=O)C2(C1C2)C(C)C
  Canonical SMILES CC1=CC(=O)C2(C1C2)C(C)C
  External Links PubChem ID 91195
CAS ID 24545-81-1

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Juniperus thurifera
  Factor Name: Altitude Variation; High Temperature Treatment [1]
              Species Info Factor Info
               Experiment Detail
The plant materials were collected for P1: 2900 m, Ait Akak, Oukaimden, Atlas Mts, Morocco, N. Achak, A. Romane and M. Mahroug, 3 trees, ns, 12/12/2003; P2, 2200 m, Plateau of Matat, Atlas Mts, N. Achak, A. Romane and M. Mahroug, 3 trees, ns, 18/03/2003; P3: 2000 m, Foret Islane, Oukaimden, Atlas Mts, N. Achak, A. Romane and M. Mahroug, 3 trees, ns,12/12/2003. A portion of the leaves from each of the three trees (per population) were air dried for 16 days at room temperature (ca. 22 &#8451) to produce the dried leaf samples.
Click to Show/Hide
               Factor Function
The oil yields from fresh leaves showed on differences among geographical sources. Air dried leaves appeared to yield more oil at the highest elevation (1.03%, Ait Lkak, 2900 m) than lower sites (0.67%, Plateau of Matat, 2200 m; 0.57%, Foret Islane, 2000 m). The essential oils from each geographic site had very similar composition in fresh versus air dried leaves. The essential oils from provenance Ait Lkak and Plateau of Matat were very similar and characterized by a high sabinene content (21.2, 35.9%), in contrast to 10.% sabinene from the provenance Foret Islane. The oil from Foret Islane had a high delta-cadinene content with 12.7%, whereas Aik Akak and Plateau of Matat contained only 0.6 and 0.8%.
Click to Show/Hide
               Factor Part Location NP Content
 
Fresh leaf: (Locality: Ait Lkak, Tensift Al Haouz-Marrakech, Morocco; Altitude 2900 m)
 Fresh leaves Ait Lkak, Tensift Al Haouz - Marrakech, Morocco
NP Content: 0.3 %
 
Dry leaf: (Locality: Foret Islane, Tensift Al Haouz-Marrakech, Morocco; Altitude 2000 m)
 Dry leaves Foret Islane, Tensift Al Haouz - Marrakech, Morocco
NP Content: 0.8 %
 
Dry leaf: (Locality: Ait Lkak, Tensift Al Haouz-Marrakech, Morocco; Altitude 2900 m)
 Dry leaves Ait Lkak, Tensift Al Haouz - Marrakech, Morocco
NP Content: 0.3 %
 
Fresh leaf: (Locality: Foret Islane, Tensift Al Haouz-Marrakech, Morocco; Altitude 2000 m)
 Fresh leaves Foret Islane, Tensift Al Haouz - Marrakech, Morocco
NP Content: 0.2 %
      Species Name: Tanacetum cadmeum ssp. orientale
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected during the flowering period in July 2002 from the Dumluca Mountain in the vicinity of Divrigi village of Sivas city at 1900 m altitude and Saksagan Gorge in Saimbeyli village of Adana city at 1900 m altitude.
Click to Show/Hide
               Factor Function
The flower, stem and root oils of T. cadmeum ssp. orientale collected from the Adana location were characterized with alpha-thujone (25%, 5.2%), cis-linalool oxide (6.8%, 12.8%), trans-chrysanthenyl acetate (5.8%, 8.5%) for flower and stem oils, and beta-eudesmol (10.3%, 6.2%, 13.8%); in addition, stem oil contained 1,8-cineole (6.6%) and root oil contained hexadecanoic acid (6.0%), spathulenol (5.8%) and beta-muurolol (5.3%). The flower and stem oils of T. cadmeum ssp. orientale collected from the Sivas location were characterized with camphor (25.9%, 14.8%), borneol (15.4%, 25.8%) and alpha-thujone (7.8%, 5.5%); in addition, stem oil contained 1,8-cineole (7.4%) and root oil contained nonacosane (16.2%), spathulenol (6.8%) and hexadecanoic acid (5.8%).
Click to Show/Hide
               Factor Part Location NP Content
 
Stem: (Locality: Sivas, Turkey)
 Stems Sivas, Turkey
NP Content: 0.1 %
References
1 Effect of the Leaf Drying and Geographic Sources on the Essential Oil Composition of Juniperus thurifera L. var. Africana Maire from the Tensift-Al Haouz, Marrakech Region
2 The Variation in the Essential Oil Composition of Tanacetum cadmeum (Boiss.) Heywood ssp. orientale Grierson from Turkey