Aromadendrane sesquiterpenoids

Description:

Sesquiterpenoids with a structure based on an aromadendrane (a cyclopropa[e]azulene derivative) skeleton. Some aromadendrane sesquiterpenoids are found in essential oils. Certain aromadendrane Sesquiterpenoids from the Leaves of Xylopia brasiliensis were found to possess antifungal activities.

Ancestors:

Organic compounds ⮕ Lipids and lipid-like molecules ⮕ Prenol lipids ⮕ Sesquiterpenoids ⮕ Aromadendrane sesquiterpenoids

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Macrocarpal A
CAS: 132951-90-7 PubChem CID: 454457

Out of Stock Item #: M1051897

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Technical Identifiers

IUPAC Name

5-[(1R)-1-[(1aR,4R,4aR,7S,7aS,7bR)-4-hydroxy-1,1,4,7-tetramethyl-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl]-3-methylbutyl]-2,4,6-trihydroxshow more

SMILES

CC(C)CC(C1=C(C(=C(C(=C1O)C=O)O)C=O)O)C2(CCC3C2C4C(C4(C)C)CCC3(C)O)C

InChIKey
IBLPTYJTKWQCDX-MOTAWSDJSA-N

InChI

1S/C28H40O6/c1-14(2)11-19(20-24(32)15(12-29)23(31)16(13-30)25(20)33)27(5)9-7-18-22(27)21-17(26(21,3)4)8-10-28(18,6)34/h12-14,17-19,21-22,31-34H,7-11H2show more
Macrocarpal C
CAS: 142628-53-3 PubChem CID: 454459

Out of Stock Item #: M1322393

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IUPAC Name

5-[(1R)-1-[(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl]-3-methylbutyl]-2,4,6-trihydroxybeshow more

SMILES

CC(C)CC(C1=C(C(=C(C(=C1O)C=O)O)C=O)O)C2(CCC3C2C4C(C4(C)C)CCC3=C)C

InChIKey
IEWHEHWXBLPFER-HUCVFKCKSA-N

InChI

1S/C28H38O5/c1-14(2)11-20(21-25(32)17(12-29)24(31)18(13-30)26(21)33)28(6)10-9-16-15(3)7-8-19-23(22(16)28)27(19,4)5/h12-14,16,19-20,22-23,31-33H,3,7-11show more
Spathulenol
CAS: 6750-60-3 PubChem CID: 92231

≥95%

Out of Stock Item #: S768482

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Technical Identifiers

IUPAC Name

(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-ol

SMILES

CC1(C2C1C3C(CCC3(C)O)C(=C)CC2)C

InChIKey
FRMCCTDTYSRUBE-BGPZULBFSA-N

InChI

1S/C15H24O/c1-9-5-6-11-13(14(11,2)3)12-10(9)7-8-15(12,4)16/h10-13,16H,1,5-8H2,2-4H3/t10-,11+,12+,13+,15-/m0/s1
(−)-Globulol
CAS: 489-41-8 PubChem CID: 12304985 Formula: C₁₅H₂₆O Molecular Weight: 222.37

Solid ≥98.5%(GC) sum of enantiomers

In Stock Item #: G465419

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Technical Identifiers

IUPAC Name

(1aR,4R,4aR,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol

SMILES

C[C@@H]1CC[C@@H]2[C@@H]1[C@H]3[C@@H](CC[C@@]2(C)O)C3(C)C

InChIKey
AYXPYQRXGNDJFU-QTPLKFIXSA-N

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-/m1/s1

Synonyms
Globulol | (1aR,4R,4aR,7R,7aS,7bS)-Decahydro-1,1,4,7-tetramethyl-1H-cycloprop[e]azulen-4-ol

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