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Cedrane and isocedrane sesquiterpenoids

Description:

Sesquiternoids with a structure based on the cedrane or the isocedrane skeleton. Cedrane is a tricyclic molecules a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. Isocedrane is a rearranged cedrane arising from the migration of methyl group moved from the 6-position to the 4-position.

Ancestors:

Organic compounds ⮕ Lipids and lipid-like molecules ⮕ Prenol lipids ⮕ Sesquiterpenoids ⮕ Cedrane and isocedrane sesquiterpenoids
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  1. (−)-α-Cedrene
      Grade & Purity: 
    • ≥95%(GC)
    • sum of enantiomers
    Cas Number: 469-61-4
    Formula:  C15H24        Molecular Weight: 204.35
    IUPAC Name:  (1S,2R,5S,7S)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undec-8-ene
    SMILES:  CC1CCC2C13CC=C(C(C3)C2(C)C)C
    InChIKey: IRAQOCYXUMOFCW-OSFYFWSMSA-N
    InChI:  InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12+,13+,15+/m1/s1
    Synonyms: CHEBI:10216 | LEVO-.ALPHA.-CEDRENE | Laevo-alpha-cedrene | 1H-3a,7-Methanoazulene, 2,3,4,7,8,8a-hexahydro-3,6,8,8-tet...
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  2. (+)-β-Cedrene
      Grade & Purity: 
    • ≥95%(GC)
    • sum of enantiomers
    Cas Number: 546-28-1
    Formula:  C15H24        Molecular Weight: 204.35
    IUPAC Name:  (1S,2R,5S,7S)-2,6,6-trimethyl-8-methylidenetricyclo[5.3.1.01,5]undecane
    SMILES:  CC1CCC2C13CCC(=C)C(C3)C2(C)C
    InChIKey: DYLPEFGBWGEFBB-OSFYFWSMSA-N
    InChI:  InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h11-13H,1,5-9H2,2-4H3/t11-,12+,13+,15+/m1/s1
    Synonyms: EINECS 208-898-8 | (+)-beta-Funebrene | beta-Cedrene | 1H-3A,7-METHANOAZULENE, OCTAHYDRO-3,8,8-TRIMETHYL-6-METHYLENE-...
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  3. Cedryl acetate
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 77-54-3        EC Number: 201-036-1
    Formula:  C17H28O2        Molecular Weight: 264.4
    IUPAC Name:  [(1S,2R,5S,7R,8R)-2,6,6,8-tetramethyl-8-tricyclo[5.3.1.01,5]undecanyl] acetate
    SMILES:  CC1CCC2C13CCC(C(C3)C2(C)C)(C)OC(=O)C
    InChIKey: HQKQRXZEXPXXIG-DTWJZALFSA-N
    InChI:  InChI=1S/C17H28O2/c1-11-6-7-13-15(3,4)14-10-17(11,13)9-8-16(14,5)19-12(2)18/h11,13-14H,6-10H2,1-5H3/t11-,13+,14-,16-,17+/m1/s1
    Synonyms: Cedryl acetate|77-54-3|Cedrol acetate|Cedrol, acetate|61789-42-2|Cedranyl acetate|0WS0WJ9WNV|[(1S,2R,5S,7R,8R)-2,6,6,...
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  4. Cedrol
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 77-53-2
    Formula:  C15H26O        Molecular Weight: 222.37
    IUPAC Name:  (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecan-8-ol
    SMILES:  CC1CCC2C13CCC(C(C3)C2(C)C)(C)O
    InChIKey: SVURIXNDRWRAFU-OGMFBOKVSA-N
    InChI:  InChI=1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14-,15+/m1/s1
    Synonyms: Cedrol|(+)-Cedrol|77-53-2|alpha-Cedrol|8betaH-Cedran-8-ol|(8R)-cedran-8-ol|8.beta.H-Cedran-8-ol|CHEMBL1974890|DTXSID1...
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  5. (-)-alpha-cedrene
      Grade & Purity: 
    • ≥95%
    Cas Number: 469-61-4
    Formula:  C15H24        Molecular Weight: 204.35
    IUPAC Name:  (1S,2R,5S,7S)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undec-8-ene
    SMILES:  CC1CCC2C13CC=C(C(C3)C2(C)C)C
    InChIKey: IRAQOCYXUMOFCW-OSFYFWSMSA-N
    InChI:  InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12+,13+,15+/m1/s1
    Synonyms: CHEBI:10216 | LEVO-.ALPHA.-CEDRENE | Laevo-alpha-cedrene | 1H-3a,7-Methanoazulene, 2,3,4,7,8,8a-hexahydro-3,6,8,8-tet...
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  6. Cedryl acetate
      Grade & Purity: 
    • ≥97%
    Cas Number: 77-54-3        EC Number: 201-036-1
    Formula:  C17H28O2        Molecular Weight: 264.4
    IUPAC Name:  [(1S,2R,5S,7R,8R)-2,6,6,8-tetramethyl-8-tricyclo[5.3.1.01,5]undecanyl] acetate
    SMILES:  CC1CCC2C13CCC(C(C3)C2(C)C)(C)OC(=O)C
    InChIKey: HQKQRXZEXPXXIG-DTWJZALFSA-N
    InChI:  InChI=1S/C17H28O2/c1-11-6-7-13-15(3,4)14-10-17(11,13)9-8-16(14,5)19-12(2)18/h11,13-14H,6-10H2,1-5H3/t11-,13+,14-,16-,17+/m1/s1
    Synonyms: 8.beta.H-Cedran-8-ol, acetate | (+)-Cedryl acetate, technical, >=90% (sum of enantiomers, GC) | 0WS0WJ9WNV | SCHEMBL1...
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  7. Cedrol
      Grade & Purity: 
    • ≥98%(GC)
    Cas Number: 77-53-2
    Formula:  C15H26O        Molecular Weight: 222.37
    IUPAC Name:  (1S,2R,5S,7R,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecan-8-ol
    SMILES:  CC1CCC2C13CCC(C(C3)C2(C)C)(C)O
    InChIKey: SVURIXNDRWRAFU-OGMFBOKVSA-N
    InChI:  InChI=1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14-,15+/m1/s1
    Synonyms: (+)-Cedrol | HY-N2071 | AI3-02178 | [3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-m...
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