General Information of Natural Product (ID: NP0659)
  Natural Product Name
Epi-Globulol
  Synonyms
epi-Globulol; (?)-Viridiflorol; Q67879986; (1aR,4S,4aR,7R,7aS,7bS)-1,1,4,7-Tetramethyldecahydro-1H-cyclopropa[e]azulen-4-ol
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  Formula C15H26O
  Weight 222.37
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9-,10+,11-,12-,13-,15+/m0/s1
  InChI Key AYXPYQRXGNDJFU-IROTVPAZSA-N
  Isomeric SMILES C[C@H]1CC[C@@H]2[C@H]1[C@@H]3[C@@H](C3(C)C)CC[C@@]2(C)O
  Canonical SMILES CC1CCC2C1C3C(C3(C)C)CCC2(C)O
  External Links PubChem ID 7308311

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Ferulago angulata
  Factor Name: Locality Variation [1]
              Species Info Factor Info
               Experiment Detail
Fresh F.angulata were leaves gathered and air dried in May, 2004 and the seeds collected in October, 2004 from both habitats (Shahoo and Nevakoh Mountains), Kermanshah Province western Iran.
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               Factor Function
The oil yield from seed was 5-fold that from leaves (3.2%/100g compared to 0.63%/100g). Cis-ocimene was the major constituent of the seed oil from both regions (64.8% and 76.11%) and a prominent constituent (>20% of the total oil) of the leaf oils of both habitats. alpha-Pinene was the next main component (7-27%) of all 4 oils. Seed oils, with one major component (cis-ocimene), differed from the leaf oils, which were composed mostly of 3 components (alpha-pinene, cis-ocimene, & germacrene D). Distinctions between the oils of the two habitats were less marked than the leaf-oil/seed-oil differences; the cis-ocimene content was higher and alpha-pinene was less in both seedand leaf-oils of the Shahoo habitats than the Nevakoh ecotype; trans-verbenol was absent from the Shahoo leaves, but reached a content of 5.8% in Nevahoh leaf-oil. Further distinctions were found in the content/presence/absence of 20-30 minor components of the oils.
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               Factor Part Location NP Content
 
Leaf: (Locality: Nevakoh Mountains, Kermanshah Province, western Iran)
Leaves Iran
NP Content: 0.6 %
      Species Name: Melaleuca ericifolia
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
Samples of M. ericifolia leaves were obtained from 19 locations as follows: DL3104- 3110, Coopernook, New South Wales (NSW), 31° 49′ 31″ S, 152° 36′ 48″ E (Site No. 1); DL3114-3120, Hawks Nest, NSW, 32° 40′ 09″ S, 152° 10′ 12″ E (Site No. 2); DL3240-3244, Hexham, NSW, 32° 48′ 50″ S, 151° 42′ E (Site No. 3); DL3245-3249, The Entrance, NSW, 32° 22′ 24″ S, 151° 28′ 19″ E (Site No. 4); DL3397-3401, Tuggerah Lake, NSW, 33° 21′ S, 151° 27′ E (Site No. 5); DL3250-3254, Georges River, NSW, 33° 58′ 42″ S, 151° 00′ 14″ E (Site No. 6); DL3255-3259, Berry, NSW, 34° 46′ 37″ S, 150° 45′ 27″ E (Site No. 7); DL3260-3264, Lake Durras, NSW, 35° 36′ 00″ S, 150° 16′ 17″ E (Site No. 8); DL3265- 3269, Wallaga Lake, NSW, 36° 23′ 43″ S, 150° 03′ 04″ E (Site No. 9); DL3270-3274, Wallagoot, NSW, 36° 44′ 50″ S, 149° 55′ 46″ E (Site No. 10); DL3275-3279, Genoa, Victoria (Vic), 37° 25′ 56″ S, 149° 38′ 41″ E (Site No. 11); BVG3024- 3028, West of Lakes Entrance, Vic, 37° 48′ S, 148° 03′E (Site No. 12); BVG3014-3018, West of Lang Lang, Vic, 38° 13′ S, 145° 30′ 13″ E (Site No. 13); BVG3019-3023, East of Welshpool, Vic, 38° 38′ 28″ S, 146° 30′53″ E (Site No. 14); ACC1019/1-2, 5-7, Nelson on the Glenelg River, Vic, 38° 03′ S, 141° 00′ E (Site No. 15); KJ1-5, Airport Flinders Island, Tasmania (Tas), 40° 05′ S, 148° 00′ E (Site No. 16); KJ6-10, Lackrana Road Flinders Island, Tas, 40° 18′ S, 148° 06′ E (Site No. 17); ACR1848/1-3, Woolnorth Point, Tas, 40° 38′ 30″ S, 144° 43′ 30″ E (Site No. 18); JB4509, Robins Island Track, Tas, 40° 45′ S, 144°53′E (Site No. 19). The majority of samples were collected during June to December 1999 with the exceptions being sites 5, 15 and 18, which were collected during July to October 2000. Leaf material totaling about 100 g of fresh leaves and twigs was obtained mainly from five widely spaced individual trees per location.
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               Factor Function
Oil composition varied quantitatively throughout the species range rather than qualitatively in an apparent association with latitude of occurrence. Linalool and linalool oxide were abundant in the oils from the north of the species range in New South Wales with a gradual southerly decline in these compounds to central Victoria with concomitant increase in the proportions of 1,8-cineole, alpha-terpineol and limonene. The most southerly populations sampled in southern Victoria and Tasmania gave oils containing relatively high proportions of 1,8-cineole (mean 34.5%) and low proportions of linalool (3%). Four populations from the Central Coast of NSW (Coopernook, Hawks Nest, The Entrance and Tuggerah Lake) provided the greatest opportunity of identifying seed trees that combine the attributes required for plantation development. The tree that had the best combination of oil traits (DL 3116 from Hawks Nest) had an oil yield of 4.5%, a linalool content of 60% and a 1,8-cineole content of 16%.
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               Factor Part Location NP Content
 
Locality: northern Australia
Leaves Australia
NP Content: 0.3 %
 
Locality: southern Australia
Leaves Australia
NP Content: 0.2 %
      Species Name: Melaleuca quinquenervia (Cav.) S.T. Blake
  Factor Name: Chemotype Comparison [3]
              Species Info Factor Info
               Experiment Detail
One hundred grams of mature leaves were collected from 2 to 10 widely spaced trees per site and sent to Sydney for analysis as soon as possible after collection. Samples usually arrived in the laboratory within 48 h of collection. The majority of the sampling was done between December 1998 and October 1999. Seasonal trends in oil yields and composition are confounded in the data on geographic variation, but these were considered minor in the context of this study.
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               Factor Function
Chemotype 1 is comprised of E-nerolidol (74-95%) and linalool (14-30%) and is found from Sydney, north along the east coast of Australia to Selection Flat, New South Wales, with an isolated occurrence near Maryborough, Queensland. Two divisions occur in this chemotype which are based on the presence or absence of significant proportions of linalool (14-40%). Chemotype 2 contains 1,8-cineole (10-75%), viridiflorol (13-66%), alpha-terpineol (0.5-14%) and beta-caryophyllene (0.5-28%) in varying proportions and order of dominance in the oils. It is found throughout the distribution of the species, from Sydney to Papua New Guinea and New Caledonia. Within chemotype 2 there appears to be a continuous spread of oil composition without formation of any further discrete divisions as in chemotype 1. Analyses have shown that M. quinquenervia trees that occur at latitudes south of 25d S have high oil yields (1-3% w/w%, fresh leaves) and comprise chemotypes 1 and 2. North of 25d S, however, chemotype 1 does not occur and oil yields amongst the Australian populations are uniformly low (0.1-0.2%).
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               Factor Part Location NP Content
 
Chemotype (E-nerolidol in large concentration type)
Leaves Australia and Papua New Guinea
NP Content: 0.1 %
References
1 The constituents of essential oils of Ferulago Angulata (SCHLECHT.) BOISS at two different habitals, Nevakoh and Shahoo, Zagross mountain, western Iran
2 Geographic Variation in Oil Characteristics in Melaleuca ericifolia
3 Chemical variation in the leaf essential oil of Melaleuca quinquenervia (Cav.) S.T. Blake