Details of Natural Product (NP)

General Information of Natural Product (ID: NP0134)
  Natural Product Name
Sclareol
  Synonyms
Sclareol; 515-03-7; labd-14-ene-8,13-diol; (13R)-Labd-14-ene-8,13-diol; UNII-B607NP0Q8Y; SCAREOL; (1R,2R,4aS,8aS)-1-((R)-3-hydroxy-3-methylpent-4-en-1-yl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol; B607NP0Q8Y; CHEBI:9053; (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol; (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol; (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol labd-14-ene-8,13-diol; Sclareol (natural); Sclareol (6CI); EINECS 208-194-0; Sclareol, 98%; BRN 2054148; DSSTox_CID_27111; DSSTox_RID_82121; DSSTox_GSID_47111; Sclareol, analytical standard; 4-06-00-05554 (Beilstein Handbook Reference); SCHEMBL873931; CHEMBL294740; DTXSID0047111; HY-N0128; ZINC3881344; Tox21_302727; MFCD00869558; Sclareol 1000 microg/mL in Acetone; AKOS025310185; LMPR0104030010; MCULE-9063642375; (13R)-Labd-14-ene-8alpha,13-diol; (1R,2R,8aS)-Decahydro-1-(3-hydroxy-3-methyl-4-pentenyl)-2,5,5,8a-tetramethyl-2-naphthol; NCGC00256908-01; AC-34890; AS-14857; CAS-515-03-7; M896; CS-0007834; N2558; S0916; C09183; Labd-14-ene-8,13-diol, (13R)- (8CI); 515S037; A828631; Q63396017; (1R,2R,4As,8aR)-1-[(3R)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol; (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methyl-pent-4-enyl]-2,5,5,8a-tetramethyl-decalin-2-ol; (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol; (1R,2R,8aS)-1-((R)-3-hydroxy-3-methylpent-4-enyl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol; (1R-(1alpha(R*),2beta,4Abeta,8aalpha))-2-hydroxy-alpha,2,5,5,8a-pentamethyl-alpha-vinyldecahydronaphthalene-1-propan-1-ol; 1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (1theta-(1alpha(theta),2beta,4abeta,8aalpha))-; 1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (alphaR,1R,2R,4aS,8aS)-; 1-Naphthalenepropanol, alpha-ethenyldecahydro-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (alphaR,1R,2R,4aS,8aS)-: (1R,2R,4aS,8aS)-1-[(3R)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol; 1-Naphthalenepropanol, decahydro-alpha-ethenyl-2-hydroxy-alpha,2,5,5,8a-pentamethyl-, (1R-(1-alpha(R*),2-beta,4a-beta,8a-alpha))-; 86023-49-6
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  Formula C20H36O2
  Weight 308.5
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1
  InChI Key XVULBTBTFGYVRC-HHUCQEJWSA-N
  Isomeric SMILES C[C@]12CCCC([C@@H]1CC[C@@]([C@@H]2CC[C@](C)(C=C)O)(C)O)(C)C
  Canonical SMILES CC1(CCCC2(C1CCC(C2CCC(C)(C=C)O)(C)O)C)C
  External Links PubChem ID 163263
CAS ID 515-03-7
NPASS ID NPC88454
CHEMBL ID CHEMBL294740
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Salvia aucheri
  Factor Name: Variety Comparison [1]
              Species Info Factor Info
               Experiment Detail
S. aucheri var. aucheri was collected in Karaman: Ermenek to Mutt Road on July 19,1995; Salvia aucheri var. canescens was collected in Karaman: Ermenek, Tekecati Valley on July 19,1995.
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               Factor Function
Eighty components were characterized in the Salvia aucheri var. aucheri oil, with camphor (21.1%), 1, 8-cineole (20.3%), borneol (7.8%), spathulenol (6.3%) and camphene (5.3%) as major constituents. 1, 8-Cineole (25.2%), camphor (17.9%), borneol (10.6%), alpha-pinene (5.4%) and camphene (5.3%) were identified as major constituents among the 88 components characterized in the oil of Salvia aucheri var. canescens.
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               Factor Part Location NP Content
 
Salvia aucheri var. aucheri
 Aerial parts Karaman, Turkey
NP Content: 1.2 %
      Species Name: Salvia sclarea
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
200 g of fresh flowering spikes were collected randomly at full bloom stage (browning of lower floret stage) from the 2006-2007 crops of clary sage cultivar CIM-Chandni cultivated at CIMAP Lucknow and resource center Purara, Uttarakhand. The oil of Kashmir origin was collected from the Chemistry division of IIIM Jammu.
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               Factor Function
Linalool (23.6%), alpha-terpineol (3.8%), linalyl acetate (51.2%), beta-caryophyllene (3.2%), germacrene D (1.3%) and sclareol (1.3%) were recorded in the oil S. sclarea cultivated in Lucknow UP while the Kashmir oil sample possessed the highest percentage of linalyl acetate (60.8%) and lowest linalool (14.5%) along with alpha-terpineol (1.8%), geranyl acetate (2.2%), beta-caryophyllene (1.9%), germacrene D (2.6%) and sclareol (1.3%) as the other minor constituents. In contrast, the oil of S. sclarea from Purara in Uttarakhand showed highest percentage of linalool (29.8%), alpha-terpineol (5.3%) and sclareol (2.3%) and the lowest linalyl acetate (45.7%) among all the three samples.
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               Factor Part Location NP Content
 
Locality: Lucknow UP, India
 Spikes India
NP Content: 1.3 %
 
Locality: Jammu and Kashmir, India
 Spikes India
NP Content: 1.3 %
 
Locality: Uttarakhand, India
 Spikes India
NP Content: 2.3 %
References
1 Composition of Essential Oils from Two Varieties of Salvia aucheri Benth. Growing in Turkey
2 Terpenoid Compositions and Enantio-differentiation of Linalool and Sclareol in Salvia sclarea L. from Three Different Climatic Regions in India