General Information of Natural Product (ID: NP0485)
  Natural Product Name
Safranal
  Synonyms
Safranal; 116-26-7; 2,3-Dihydro-2,2,6-trimethylbenzaldehyde; 1,3-CYCLOHEXADIENE-1-CARBOXALDEHYDE, 2,6,6-TRIMETHYL-; 2,6,6-trimethylcyclohexa-1,3-diene-1-carbaldehyde; 2,6,6-trimethylcyclohexa-1,3-dienecarbaldehyde; Dehydro-beta-cyclocitral; 2,6,6-trimethyl-1,3-cyclohexadiene-1-carboxaldehyde; (2,6,6-Trimethylcyclohexa-1,3-dienyl)methanal; 1,1,3-Trimethyl-2-formylcyclohexa-2,4-diene; 2,6,6-Trimethylcyclohexa-1,3-dienyl methanal; 2,6,6-Trimethyl-1,3-cyclohexadienal; UNII-4393FR07EA; CHEBI:53169; 4393FR07EA; FEMA No. 3389; EINECS 204-133-7; Dehydro-b-cyclocitral; Safranal (>80per cent); 2,6,6-Trimethylcyclohexa-1,3-dienylmethanal; DSSTox_CID_29357; DSSTox_RID_83473; DSSTox_GSID_49398; SCHEMBL23561; 1,3-Cyclohexadiene-1-carboxaldehyde,2,6,6-trimethyl-; Safranal, >=90%, stabilized; CHEMBL3183495; DTXSID7049398; FEMA 3389; SGAWOGXMMPSZPB-UHFFFAOYSA-; HY-N7560; ZINC1851022; Tox21_202723; MFCD00209531; AKOS022504707; NCGC00260271-01; AS-75889; CAS-116-26-7; DB-019750; CS-0133689; FT-0631664; 1-Formyl-2,6,6-trimethyl-1,3-cyclohexadiene; C17062; D78038; A803586; Q424919; 2,6,6-Trimethyl-1,3-cyclohexadiene-1-carbaldehyde; J-003414; 2,6,6-Trimethyl-1,3-cyclohexadiene-1-carbaldehyde #; 2,6,6-Trimethyl-1,3-cyclohexadienecarboxaldehyde, 9CI
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  Formula C10H14O
  Weight 150.22
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H14O/c1-8-5-4-6-10(2,3)9(8)7-11/h4-5,7H,6H2,1-3H3
  InChI Key SGAWOGXMMPSZPB-UHFFFAOYSA-N
  Isomeric SMILES CC1=C(C(CC=C1)(C)C)C=O
  Canonical SMILES CC1=C(C(CC=C1)(C)C)C=O
  External Links PubChem ID 61041
CAS ID 116-26-7
NPASS ID NPC30433
HIT ID C0608
CHEMBL ID CHEMBL3183495
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Crocus sativus L.
  Factor Name: Locality Variation; Plant Pathogen Infection [1]
              Species Info Factor Info
               Experiment Detail
Several surveys were carried out during the growing seasons 2014-2016 in major C. sativus cultivation areas of Iran with different environmental conditions, including Tehran, Fars, Isfahan, Kerman, and Razavi Khorasan provinces. C. sativus corms were randomly collected and tested for virus infections and planted in an experimental field located in the University of Tehran, Karaj, Iran.Based on the serological results, 44 saffron samples testing positive for the presence of potyviruses and 16 saffron samples that were free of viruses were selected for further analysis.Stigma tissues of SaLV-infected and uninfected samples were snap frozen in liquid nitrogen and dried using Zirbus VaCo 5 Laboratory Freeze Dryer (ZIRBUS technology GmbH, Bad Grund/Harz, Germany) under pressure of 0.02 mbar for 48 h and were kept in -80℃.
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               Factor Function
Saffron plants grown at various conditions (considering altitude, temperature, and precipitation/rainfall) and in presence/absence of virus infections; we found that edaphoclimatic and cultivation conditions significantly determine the quality of the spice and the presence of virus modifies the content of its metabolites.
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               Factor Part Location NP Content
 
(Locality: Isfahan province, Iran) + (Positive of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: 1.00 ± 0.88 mg/g
 
(Locality: Isfahan province, Iran) + (Negative of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: 1.11 ± 1.01 mg/g
 
(Locality: Razavi Khorasan province, Iran) + (Positive of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: 1.75 ± 2.05 mg/g
 
(Locality: Razavi Khorasan province, Iran) + (Negative of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: 3.74 ± 3.17 mg/g
 
(Locality: Tehran province, Iran) + (Positive of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: 0.59 ± 0.39 mg/g
 
(Locality: Tehran province, Iran) + (Negative of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: 0.53 ± 0.62 mg/g
 
(Locality: Fars province, Iran) + (Positive of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: < LOQ mg/g
 
(Locality: Fars province, Iran) + (Negative of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: < LOQ mg/g
 
(Locality: Kerman province, Iran) + (Positive of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: 0.78 ± 1.25 mg/g
 
(Locality: Kerman province, Iran) + (Negative of Saffron latent virus infection)
Stigma tissues Karaj, Iran
NP Content: 2.65 ± 3.48 mg/g
      Species Name: Crocus sativus L. (saffron)
  Factor Name: AMF Inoculation; Harvest Time Variation [2]
              Species Info Factor Info
               Experiment Detail
AMF Inoculation in Pot : Saffron corms with horizontal diameters of 1.3 to 2.8 cm were sown in pots (4 L; 1 corm per pot) in the last ten days of August 2016. Pots were filled with sterile quartz sand (3 L per pot) on a layer of sterilized expanded clay (1 L per pot). Corms were treated with two inocula (MycAgro Lab, Breteniere, FR), one composed of a single fungus Rhizophagus intraradices (Ri) and one of R. intraradices and Funneliformis mosseae (Ri + Fm). Ten grams of each inoculum were placed under each corm in order to guarantee the contact between the inoculum and the roots and therefore to favor the symbiosis between AMF and roots. Saffron corms used as controls were not inoculated (AMF-). Corms were not treated against fungal pathogens. A randomized block design was used with a total of 48 pots displayed in two experimental plot units (24 pots per unit) and three treatments (8 pots per treatment). Cultivation lasted for one cycle (August 2016-April 2017) in a heated glasshouse of the Department of Agricultural Forest and Food Sciences (DISAFA) of the University of Torino (Italy, 45° 06′ 23.21″ N Lat, 7° 57′ 82.8″ E Long; 293 m a.s.l.), with an average temperature of 22 ℃ during the day and 16 ℃ in the night. Irrigation water (pH 7.4, EC 505 µS cm) was added weekly (250 mL per pot) with a drip system. The corms were fertilized by fertigation (VIGORFLOR, AL.FE. srl, MN, Italy) every two weeks starting from the emergence of the spate, in quantities of 1.5 g/L of water. No flowering occurred because of the small size of the corms.AMF Inoculation in Open Field : Saffron corms with horizontal diameters of 2.5 to 3.5 cm were planted in the last ten days of August 2016 in two Alpine experimental sites located in the municipality of Morgex (45° 45′ 35″ N; 7° 02′ 37.3″ E; 1000 m a.s.l.) and Saint Cristophe (45° 45′ 06″ N; 7° 20′ 37″ E; 700 m a.s.l.) in Italy and cultivation lasted for two cycles (2016-2017 and 2017-2018). Both sites were cultivated with saffron for at least the previous three years. Before starting the experiment both fields were milled. To assess the effects of AMF inocula on saffron cultivation and production, the same treatments used in the pot trial were applied (Ri, Ri + Fm or AMF-). A randomized block design was used, with three experimental plot units (blocks). Each plot unit consisted of 56 corms, planted in a 1.44 m2 area (39 corms m-2). Inter-row planting distance was of 7 cm, while between-row distance was 25 cm. Plots were separated from each other with at least 4 m distance. Before planting, 10 g of inoculum was placed under the corms to ensure contact between plant and the treatment. Irrigation was provided when needed and hand weeding control was conducted during cultivation, while no preplanting fertilization, tillage, or treatments against pathogens were applied. The two Alpine sites were characterized by semicontinental climate, with a long and cold winter . In general, both sites had a sandy-loam texture according to the USDA classification and similar chemical characteristics.
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               Factor Function
The inoculum composed by R. intraradices and F. mosseae was particularly effective in increasing flower production and saffron yield, while R. intraradices alone increased the content of some bioactive compounds-picrocrocin, quercitrin, crocin II-as well as antioxidant activity.
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               Factor Part Location NP Content
 
Harvesting time: 2016-2017
Powdered saffrons Italy
NP Content: 4 mg/100g dry weight
 
Harvesting time: 2017-2018
Powdered saffrons Italy
NP Content: 4 mg/100g dry weight
 
Rhizophagus intraradices and Funneliformis mosseae inoculation
Powdered saffrons Italy
NP Content: 4 mg/100g dry weight
 
Rhizophagus intraradices inoculation
Powdered saffrons Italy
NP Content: 4 mg/100g dry weight
 
Non-AMF inoculation (Control)
Powdered saffrons Italy
NP Content: 4 mg/100g dry weight
      Species Name: Stachys pilifera
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
Plant material and isolation procedure: Aerial parts of the plant were collected from two regions, from Kazeroon in southern Iran and Shahr-e-kord in western Iran at the time of flowering in June 2002.
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               Factor Function
The main components of the oil of S. pilifera collected from Kazeroon, in southern Iran, were spathulenol (15.8%), cis-chrysanthenol (15.3%), beta-caryophyllene (8.4%) and cis-chrysanthenyl acetate (6.9%), while for the plant collected from Shahr-e-kord, in western Iran, they were cis-chrysanthenyl acetate (21.8%), linalool (18.9%), terpinen-4-ol (11.9%) and cis-chrysanthenol (9.2%).
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               Factor Part Location NP Content
 
Locality: Kazeroon, southern Iran
Aerial parts Iran
NP Content: 0.6 %
References
1 The effects of geographical origin and virus infection on the saffron (Crocus sativus L.) quality
2 Saffron Cultivation in Marginal Alpine Environments: How AMF Inoculation Modulates Yield and Bioactive Compounds
3 Constituents of the Essential Oil of Stachys pilifera Benth. from Iran