Details of Natural Product (NP)

General Information of Natural Product (ID: NP0638)
  Natural Product Name
(1R,4R)-1-Methyl-4-(Prop-1-En-2-Yl)Cyclohex-2-En-1-Ol
  Synonyms
52154-82-2; 7212-40-0; (1r,4r)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol; UNII-R1AUQ945JN; (1R,4R)-1-methyl-4-prop-1-en-2-ylcyclohex-2-en-1-ol; (1R,4R)-p-Mentha-2,8-dien-1-ol; (1R-TRANS) 1-METHYL-4-(1-METHYLETHENYL)-2-CYCLOHEXENE-1-OL; R1AUQ945JN; (1R,4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol; (1R,4R)-1-methyl-4-(1-methylethenyl)-2-cyclohexen-1-ol; 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, trans-; cis-p-Mentha-2,8-dien-1-ol; (Z)-p-Mentha-2,8-dien-1-ol; 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, (1R,4R)-rel-; p-Mentha-2,8-dien-1-alpha-ol; EINECS 230-595-4; FEMA No. 4411, trans-(+-)-; (+-)-trans-p-Mentha-2,8-dien-1-ol; 2,8-P-Menthadien-1-ol, trans-(+-)-; cis-2,8-Menthadien-1-ol; 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, cis-; SCHEMBL1114908; trans-1-Methyl-4-(1-methylvinyl)cyclohex-2-en-1-ol; cis-p-Mentha-2,8-diene-1-ol; trans-1-Methyl-4-(1-methylethenyl)-2-cyclohexen-1-ol; CHEBI:171978; (1R,4R)-1-methyl-4-(1-methylvinyl)-cyclohex-2-ene-1-ol; p-Menth-2,8-dien-1-ol, cis-; p-Mentha-2,8-dien-1-ol, cis-; 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, (1R,4R)-; 4-Isopropenyl-1-methyl-cyclohex-2-en-1-ol, (1R*,4R*), rel-; ZINC5158342; 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, (1R-trans)-; MFCD08460037; AKOS006288261; Mentha-2,8-dien-1-ol, para, cis-; (+)-trans-p-Mentha-2,8-dien-1-ol; (1R,4R)-p-Mentha-5,8-diene-1-ol; 4-Isopropenyl-1-methyl-2-cyclohexen-1-ol-, cis; (1R,4R)-4-Isopropenyl-1-methyl-2-cyclohexen-1-ol; 1-Methyl-4-(1-methylethenyl)-2-cyclohexen-1-ol, cis-; 2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl), cis; UNII-7K859030EU component MKPMHJQMNACGDI-UWVGGRQHSA-N; UNII-938K901E1T component MKPMHJQMNACGDI-UWVGGRQHSA-N; rel-(1R,4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol
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  Formula C10H16O
  Weight 152.23
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H16O/c1-8(2)9-4-6-10(3,11)7-5-9/h4,6,9,11H,1,5,7H2,2-3H3/t9-,10-/m0/s1
  InChI Key MKPMHJQMNACGDI-UWVGGRQHSA-N
  Isomeric SMILES CC(=C)[C@@H]1CC[C@@](C=C1)(C)O
  Canonical SMILES CC(=C)C1CCC(C=C1)(C)O
  External Links PubChem ID 111274
CAS ID 52154-82-2

 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: 0.1 %
      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.
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               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%).
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               Factor Part Location NP Content
 
Flower: (Locality: Sivas, Turkey)
 Flowers Sivas, Turkey
NP Content: 0.2 %
 
Stem: (Locality: Sivas, Turkey)
 Stems Sivas, Turkey
NP Content: <0.1 %
      Species Name: Thymus striatus
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
Aerial parts of the plant were collected from four localities: A = Kirklareli: Karadere in May 1991; B = Kirklareli: Karahamza Village in May 1990; C = Kirklareli: Evciler Village on 13 June 1993; D = Kirklareli: Korukoy on 25 May 1994
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               Factor Function
The four oils obtained from plants collected in different localities of the same region gave quite different compositions as follows: A: thymol (10.5%), 1,8-cineole (9.96%), p-cymene (9.48%), carvacrol (5.28%); B: beta-caryophyllene (29.50%), carvacrol(20.59%); C: thymol (34.7%), beta-caryophyllene (12.74%), carvacrol (5.24%); D: beta-caryophyllene (56.48%), germacrene D (11.12%), carvacrol (4.85%). Since the identities of the plant materials were checked repeatedly, any misidentification is ruled out. Except for A and C, all the other materials showed beta-caryophyllene as the major constituent. Carvacrol (20.59%) was present in good amount in the oil of B. In A, however, high percentages of 1,8-cineole (10%) and p-cymene (9.5%) were significant. This oil contained only a trace amount of beta-caryophyllene. Four isomeric caryophyllene alcohols were detected in the oil B. The results clearly indicate that the oil of T. striatus var. interruptus has no consistency and we can safely suggest that there are at least three chemotypes, namely thymol/1,8-cineole/p-cymene-type; thymol/beta-caryophyllene-type; and beta-caryophyllene-type, of this species.
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               Factor Part Location NP Content
 
Locality: Karadere, Kirklareli, Turkey
 Aerial parts Kirklareli, Turkey
NP Content: 0.5 %
References
1 Chemical Variation in the Oil of Artemisia verlotiorum Lamotte of French Origin Harvested at a Vegetative Stage and During Flowering
2 The Variation in the Essential Oil Composition of Tanacetum cadmeum (Boiss.) Heywood ssp. orientale Grierson from Turkey
3 Essential Oils of Thymus striatus Vahl var. interruptus Jalas from Turkey