CAS 115268-43-4

(1R,3S,7S,8S,10S,12S,18R)-7-Hydroxy-12-[1(S)-hydroxy-3-[4-methyl-3,6-dihydro-2H-pyran-2(S)-yl]-2(E)-propenyl]-3-methyl-5-methylene-9,13,22-trioxatricyclo[16.3.1.0(8,10)]docosa-15,19-dien-14-one

Description:

The chemical substance with the name "(1R,3S,7S,8S,10S,12S,18R)-7-Hydroxy-12-[1(S)-hydroxy-3-[4-methyl-3,6-dihydro-2H-pyran-2(S)-yl]-2(E)-propenyl]-3-methyl-5-methylene-9,13,22-trioxatricyclo[16.3.1.0(8,10)]docosa-15,19-dien-14-one" and CAS number "115268-43-4" is a complex organic compound characterized by its intricate stereochemistry and multiple functional groups. It features a tricyclic structure with several hydroxyl groups, which contribute to its potential reactivity and solubility in polar solvents. The presence of a propenyl group and a pyran moiety indicates that it may participate in various chemical reactions, including those typical of unsaturated compounds. Its multiple rings and functional groups suggest that it may exhibit interesting biological activities, possibly making it relevant in pharmacological research. The specific stereochemistry implies that it could have distinct interactions with biological targets, which is crucial for its potential applications in medicinal chemistry. Overall, this compound exemplifies the complexity often found in natural products and synthetic organic molecules.

Formula: C₃₀H₄₂O₇

InChI: InChI=1S/C30H42O7/c1-19-12-13-34-23(15-19)10-11-25(31)27-18-28-30(37-28)26(32)17-21(3)14-20(2)16-24-8-4-6-22(35-24)7-5-9-29(33)36-27/h4-6,9-12,20,22-28,30-32H,3,7-8,13-18H2,1-2H3/b9-5-,11-10+/t20-,22-,23+,24-,25-,26-,27-,28-,30-/m0/s1

InChI key: InChIKey=MSBQEQDLFWWWMV-XZZGLLCESA-N

SMILES: O[C@@H]1[C@]2([C@@](O2)(C[C@@]([C@H](/C=C/[C@@H]3CC(C)=CCO3)O)(OC(=O)/C=C\C[C@]4(O[C@](C[C@@H](C)CC(=C)C1)(CC=C4)[H])[H])[H])[H])[H]

Synonyms:

• (-)-Laulimalide
• (1R,3S,7S,8S,10S,12S,15Z,18R)-12-[(1S,2E)-3-[(2S)-3,6-Dihydro-4-methyl-2H-pyran-2-yl]-1-hydroxy-2-propen-1-yl]-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxatricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one
• 9,13,22-Trioxatricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one, 12-[(1S,2E)-3-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-1-hydroxy-2-propen-1-yl]-7-hydroxy-3-methyl-5-methylene-, (1R,3S,7S,8S,10S,12S,15Z,18R)-
• 9,13,22-Trioxatricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one, 12-[(1S,2E)-3-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-1-hydroxy-2-propenyl]-7-hydroxy-3-methyl-5-methylene-, (1R,3S,7S,8S,10S,12S,15Z,18R)-
• 9,13,22-Trioxatricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one, 12-[3-(3,6-dihydro-4-methyl-2H-pyran-2-yl)-1-hydroxy-2-propenyl]-7-hydroxy-3-methyl-5-methylene-, [1R-[1R*,3S*,7S*,8S*,10S*,12S*[1S*,2E,3(S*)],15Z,18R*]]-
• Er 806782
• Fijianolide B
• 9,13,22-Trioxatricyclo[16.3.1.08,10]docosa-15,19-dien-14-one, 12-[(1S,2E)-3-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-1-hydroxy-2-propenyl]-7-hydroxy-3-methyl-5-methylene-, (1R,3S,7S,8S,10S,12S,15Z,18R)-
• 9,13,22-Trioxatricyclo[16.3.1.08,10]docosa-15,19-dien-14-one, 12-[(1S,2E)-3-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-1-hydroxy-2-propen-1-yl]-7-hydroxy-3-methyl-5-methylene-, (1R,3S,7S,8S,10S,12S,15Z,18R)-
• (1R,3S,7S,8S,10S,12S,15Z,18R)-12-[(1S,2E)-3-[(2S)-3,6-Dihydro-4-methyl-2H-pyran-2-yl]-1-hydroxy-2-propen-1-yl]-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxatricyclo[16.3.1.08,10]docosa-15,19-dien-14-one
• 9,13,22-Trioxatricyclo[16.3.1.08,10]docosa-15,19-dien-14-one, 12-[3-(3,6-dihydro-4-methyl-2H-pyran-2-yl)-1-hydroxy-2-propenyl]-7-hydroxy-3-methyl-5-methylene-, [1R-[1R*,3S*,7S*,8S*,10S*,12S*[1S*,2E,3(S*)],15Z,18R*]]-

Laulimalide

CAS: 115268-43-4

Microtubule stabilizer; halts cancer cell growth (IC50: 3-30 nM); arrests cells in prometaphase; prevents bipolar spindle formation.

Formula: C₃₀H₄₂O₇

Color and Shape: Solid

Molecular weight: 514.65

Ref: TM-T37063