Details of Natural Product (NP)

General Information of Natural Product (ID: NP0449)
  Natural Product Name
Benzyl Alcohol
  Synonyms
benzyl alcohol; phenylmethanol; benzenemethanol; 100-51-6; phenylcarbinol; Benzoyl alcohol; benzylalcohol; Benzenecarbinol; Hydroxytoluene; Phenylmethyl alcohol; alpha-Toluenol; (Hydroxymethyl)benzene; Phenolcarbinol; Benzal alcohol; alpha-hydroxytoluene; benzylic alcohol; Alcool benzylique; Benzylicum; Methanol, phenyl-; Phenylcarbinolum; hydroxymethylbenzene; Phenyl-Methanol; BENZYL-ALCOHOL; Euxyl K 100; Bentalol; Aromatic alcohol; Caswell No. 081F; .alpha.-Toluenol; Benzyl alcohol (natural); Alcool benzilico [DCIT]; Itch-X; alcoholum benzylicum; NCI-C06111; benzenmethanol; .alpha.-Hydroxytoluene; Benzylalkohol; FEMA No. 2137; Aromatic primary alcohol; 66072-40-0; Alcool benzylique [INN-French]; Benzyl alkohol; Alcohol bencilico [INN-Spanish]; Methanol benzene; Alcoholum benzylicum [INN-Latin]; UNII-LKG8494WBH; NSC 8044; HOCH-Ph-polymer; BnOH; Benzyl alcohol Natural; MFCD00004599; TOLUENE,ALPHA-HYDROXY; LKG8494WBH; CHEBI:17987; NSC-8044; Hydroxymethyl resin (100-200 mesh); Hydroxymethyl resin (200-400 mesh); NCGC00091865-01; Phenyl Methanol; DSSTox_CID_152; DSSTox_RID_75404; DSSTox_GSID_20152; 185532-71-2; MBN; Ulesfia; Alcool benzilico; Alcohol bencilico; phenylmethan-1-ol; CAS-100-51-6; HSDB 46; Ulesfia (TN); CCRIS 2081; Benzyl alcohol [USAN:INN:JAN]; EINECS 202-859-9; EPA Pesticide Chemical Code 009502; BRN 0878307; enzylalcohol; Benzalalcohol; Benzalcohol; Bentanol; Benzyl alcohol, polymer-bound; Alcoolbenzylique; Alcohol,benzyl; benzene-methanol; Benzyl Alcohole; a-Hydroxytoluene; a-Toluenol; AI3-01680; Benzyl alcohol [INN:JAN:NF]; Alcohol benzylicus; OBZ; HOCH2-Ph-polymer; Sunmorl BK 20; Nat. Benzyl Alcohol; PhCH2OH; 201740-95-6; Bn-OH; Benzyl alcohol-13C6; SCHEMBL147; Benzyl alcohol, ACS grade; bmse000407; C6H5CH2OH; CHEMBL720; EC 202-859-9; WLN: Q1R; PINAPUR? 9 BA-R; Benzyl alcohol (JP15/NF); 4-06-00-02222 (Beilstein Handbook Reference); BIDD:ER0248; TB 13G; Benzyl alcohol, LR, >=99%; Benzyl alcohol (Benzenemethanol); DTXSID5020152; BDBM16418; INS NO.1519; NSC8044; Benzyl alcohol (JP17/NF/INN); Benzyl Alcohol Reagent ACS Grade; HMS3264B16; HMS3885F10; Pharmakon1600-01502555; ZINC895302; Benzyl alcohol, analytical standard; Benzyl alcohol, AR, >=99.5%; HY-B0892; INS-1519; Benzyl alcohol, anhydrous, 99.8%; Tox21_111172; Tox21_202447; Tox21_300044; BBL011938; MFCD03792087; NSC760098; s4600; STL163453; Benzyl alcohol, >=99%, FCC, FG; AKOS000119907; AS04466; Benzyl alcohol, natural, >=98%, FG; CCG-213843; DB06770; LS41488; MCULE-6011707909; NSC-760098; NCGC00091865-02; NCGC00091865-03; NCGC00091865-04; NCGC00254154-01; NCGC00259996-01; Benzyl alcohol, ACS reagent, >=99.0%; Benzyl alcohol, ReagentPlus(R), >=99%; Benzyl alcohol, USP, 98.0-100.5%; I765; Benzyl alcohol on polystyrene, 3.5 mmol/g; B2378; Benzyl alcohol, tested according to Ph.Eur.; Benzylalcohol 100 microg/mL in Acetonitrile; E1519; FT-0622812; Benzyl alcohol, p.a., ACS reagent, 99.0%; Benzyl alcohol, SAJ first grade, >=98.5%; A14564; Benzyl alcohol, SAJ special grade, >=99.0%; Benzyl alcohol, Vetec(TM) reagent grade, 98%; C00556; C03485; D00077; D70182; E-1519; Q52353; AB01563201_01; A800221; SR-01000872610; J-000153; SR-01000872610-3; F0001-0019; Z955123784; 3762963D-6C2A-4BFF-AD94-3180E51BCA68; Benzyl alcohol, certified reference material, TraceCERT(R); Benzyl alcohol, European Pharmacopoeia (EP) Reference Standard; Benzyl alcohol, puriss. p.a., ACS reagent, >=99.0% (GC); Benzyl alcohol, United States Pharmacopeia (USP) Reference Standard; (Hydroxymethyl)polystyrene, 200-400 mesh, extent of labeling: ~1.7 mmol/g loading; (Hydroxymethyl)polystyrene, 200-500 mesh, extent of labeling: ~1.1 mmol/g loading; Benzyl alcohol, Pharmaceutical Secondary Standard; Certified Reference Material; Benzyl alcohol, PharmaGrade, USP/NF, Ph Eur, Manufactured under appropriate GMP controls for pharma or biopharmaceutical production.; Benzyl alcohol, polymer-bound, 100-200 mesh, extent of labeling: 0.5-1.0 mmol/g loading, 1 % cross-linked; Benzyl alcohol, polymer-bound, 100-200 mesh, extent of labeling: 1.0-2.0 mmol/g loading, 1 % cross-linked with divinylbenzene; Benzyl alcohol, polymer-bound, 70-90 mesh, extent of labeling: 0.5-1.0 mmol/g loading, 1 % cross-linked with divinylbenzene; Benzyl alcohol, polymer-bound, 70-90 mesh, extent of labeling: 1.0-1.5 mmol/g loading, 1 % cross-linked; Benzyl alcohol, polymer-bound, 70-90 mesh, extent of labeling: 2.0-3.0 mmol loading, 1 % cross-linked; Benzyl alcohol, puriss., meets analytical specification of Ph.??Eur., BP, NF, 99-100.5% (GC); StratoSpheres(TM) PL-HMS (Hydroxymethylstyrene) resin, 50-100 mesh, extent of labeling: 2.0 mmol loading, 1 % cross-linked
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  Formula C7H8O
  Weight 108.14
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2
  InChI Key WVDDGKGOMKODPV-UHFFFAOYSA-N
  Isomeric SMILES C1=CC=C(C=C1)CO
  Canonical SMILES C1=CC=C(C=C1)CO
  External Links PubChem ID 244
CAS ID 100-51-6
NPASS ID NPC66655
CHEMBL ID CHEMBL720
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Arabidopsis thaliana
  Factor Name: T-DNA Knock-Out Treatment [1]
              Species Info Factor Info
               Experiment Detail
In vitro cultivation of Arabidopsis wildtype and mutant plants: Seeds were sterilized according to standard lab routines (EtOH, NaOCl/NaOH) prior to aseptical (in vitro) cultivation in 500 ml screw cap jars on MS medium (4.3 g/l; 50 ml/jar) containing Bacto- and Phytoagar (1:2; 6 g/l) and 30 g/l sucrose. Ten seeds were pipetted into each jar and plants grown for 6 weeks until flowering at a temperature of 20 ℃ under a 16/8 h day/ night regime using fluorescent tubes (Osram Lumilux Plus Eco 36 W). Both Arabidopsis thaliana wildtype plants of ecotype Columbia-0 (Col) and 4 Col-derived T-DNA knock-out mutants (homozygous lines) showing deficiencies in the GLS biosynthesis pathway were used in this study (five parallels for wildtype and mutants): TGG1 (Atg526000; Salk_130469), TGG2 (At5g25980; Salk_038730), Cyp83A1 (At4g13770) and Cyp83B1 (At4g31500; Salk_028573). Greenhouse-cultivation of Arabidopsis ecotypes: The following Arabidopsis ecotypes were used in the study: Columbia (Col), Cape Verde Islands (Cvi), Landsberg erecta (Ler) and Wassilewskija (Ws). Single plants were greenhouse-cultivated on fertilized soil (P-Jord; Emmaljunga Torvmull AB) in plug trays (9 × 6 cells) at a temperature of 20 ℃ (three parallels for each ecotype). Due to the 6-weeks growth period (November/December 2003), the plants were cultivated under a 16/8 h day/night regime using metal halide lamps (Osram HQI-T 400 W) placed 130 cm above the trays. Depending on the ecotypical plant development, whole plants were sampled after 3-4 weeks right before bolting for in vivo studies, while investigations of single plant organs (leaf, stem, inflorescence) were carried out after 5-6 weeks of cultivation.
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               Factor Function
Metabolites from methionine, leucine and phenylalanine-derived glucosinolates were most abundant (4-methylthiobutyl, 4-methylpentyl, 2-phenylethyl). In addition, 24 monoterpenes, 26 sesquiterpenes and 12 aromatic structures, predominantly observed in inflorescenses, are described. Excluding the vast group of straight chain aliphatic structures, a total of 102 volatile compounds were detected, of which 59 are reported in Arabidopsis thaliana for the first time, thus emphasizing the sensitivity and applicability of solid-phase microextraction for volatile profiling of plant secondary metabolites.
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               Factor Part Location NP Content
 
Whole plant: A. thaliana wildtype detected in situ
 Whole plant Norway
NP Content: 0.02 %
      Species Name: Eugenia chlorophylla
  Factor Name: Developmental Stage Variation [2]
              Species Info Factor Info
               Experiment Detail
Plant material was collected at vegetative stage (stems and leaves,September 2005) and at flowering stage (leaves and flowers,December 2004), inCuritiba,Parana state, Brazil.
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               Factor Function
Thirty-four components were identified, representing more than 80% of total oil. The major components were beta-caryophyllene (flowers-12.8%), caryophyllene oxide (stems-17.2%), globulol (stems-16.5%; leaves-22.5% at vegetative stage and 18.9% at flowering stage), 1-epi-cubenol (stems-10.9%), epi-alpha-muurolol (stems-16.8%) and alpha-cadinol (stems-12.1%; flowers-10.1%).
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               Factor Part Location NP Content
 
Flower: flowering stage
 Flowers Brazil
NP Content: 6.6 %
      Species Name: Mentha longifolia
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
Plants were collected in the Inner plain, the Sharon plain and the kava valley.
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               Factor Function
The major constituent of all three oils was found to be 1,8-cineole (26.4-34.5%) followed by menthone (10.0-16.7%), pulegone (7.0-7.5%), and isomenthone (4.7-7.8%). Despite some differences in the component proportions, the plants of all three populations clearly belong to the same chemotype.
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               Factor Part Location NP Content
 
Locality: Sharon plain, Israel
 Aerial parts Israel
NP Content: 1 %
 
Locality: Arava valley, Israel
 Aerial parts Israel
NP Content: 0.7 %
 
Locality: Inner plain, Israel
 Aerial parts Israel
NP Content: 0.2 %
References
1 Volatile profiling of Arabidopsis thaliana - Putative olfactory compounds in plant communication
2 Chemical Composition and Antimicrobial Activity of Essential Oils of Eugenia chlorophylla (Myrtaceae)
3 Volatile Extract of Mentha longifolia Growing in Israel. Aromatic Plants of the Holy Land and the Sinai. Part XIII