CAS 182234-02-2

(3aS,5aS,14aR)-3,3a,11,12-Tetrahydro-9,13-dihydroxy-3a-methoxy-11-methyl-5a-[[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]oxy]-2H,5H-furo[2′′,3′′:4′,5′]furo[3′,4′:6,7]naphth[2,3-e]isoindole-2,6,10,14(5aH)-tetrone

Description:

The chemical substance with the name "(3aS,5aS,14aR)-3,3a,11,12-Tetrahydro-9,13-dihydroxy-3a-methoxy-11-methyl-5a-[[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]oxy]-2H,5H-furo[2′′,3′′:4′,5′]furo[3′,4′:6,7]naphth[2,3-e]isoindole-2,6,10,14(5aH)-tetrone" and CAS number "182234-02-2" is a complex organic compound characterized by its intricate polycyclic structure and multiple functional groups. This substance features a combination of tetrahydrofuran and furofuran moieties, indicating potential biological activity. The presence of hydroxyl groups suggests it may exhibit hydrogen bonding capabilities, influencing its solubility and reactivity. The stereochemistry, denoted by specific configurations at various chiral centers, is crucial for its biological interactions and pharmacological properties. Such compounds often have applications in medicinal chemistry, potentially serving as leads for drug development due to their structural diversity and ability to interact with biological targets. Overall, the compound's complexity and functionalization hint at significant potential for research in fields such as pharmacology and organic synthesis.

Formula: C₂₈H₂₇NO₁₂

InChI: InChI=1S/C28H27NO12/c1-11-15(30)4-5-18(39-11)41-26-10-38-27(37-3)8-17(32)40-28(26,27)24(35)21-13(23(26)34)6-12-7-16(31)20-14(19(12)22(21)33)9-29(2)25(20)36/h6-7,11,15,18,30-31,33H,4-5,8-10H2,1-3H3/t11-,15-,18-,26+,27-,28-/m0/s1

InChI key: InChIKey=XFQJOLWXLJXJSV-VUAGTGNDSA-N

SMILES: O([C@]12[C@]3([C@@](OC)(OC1)CC(=O)O3)C(=O)C=4C(C2=O)=CC=5C(C4O)=C6C(=C(O)C5)C(=O)N(C)C6)[C@@H]7O[C@@H](C)[C@@H](O)CC7

Synonyms:

• (3aS,5aS)-9,13-dihydroxy-5a-{[(2S,5S,6S)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-3a-methoxy-11-methyl-3,3a,11,12-tetrahydro-2H,5H-furo[2'',3'':4',5']furo[3',4':6,7]naphtho[2,3-e]isoindole-2,6,10,14(5aH)-tetrone
• (3aS,5aS,14aR)-3,3a,11,12-Tetrahydro-9,13-dihydroxy-3a-methoxy-11-methyl-5a-[[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]oxy]-2H,5H-furo[2′′,3′′:4′,5′]furo[3′,4′:6,7]naphth[2,3-e]isoindole-2,6,10,14(5aH)-tetrone
• 2H,5H-Furo(2'',3'':3',5')furo(3',4':6,7)naphth(2,3-e)isoindole-2,6,10,14(5aH)-tetrone, 3,3a,11,12-tetrahydro-9,13-dihydroxy-3a-methoxy-11-methyl-5a-((tetrahydro-5-hydroxy-6-2H-pyran-2-yl)oxy)-
• 2H,5H-Furo[2′′,3′′:4′,5′]furo[3′,4′:6,7]naphth[2,3-e]isoindole-2,6,10,14(5aH)-tetrone, 3,3a,11,12-tetrahydro-9,13-dihydroxy-3a-methoxy-11-methyl-5a-[(tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)oxy]-
• 2H,5H-Furo[2′′,3′′:4′,5′]furo[3′,4′:6,7]naphth[2,3-e]isoindole-2,6,10,14(5aH)-tetrone, 3,3a,11,12-tetrahydro-9,13-dihydroxy-3a-methoxy-11-methyl-5a-[[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]oxy]-, (3aS,5aS,14aR)-
• (+)-Lactonamycin
• Lactonamycin

Lactonamycin

CAS: 182234-02-2

Lactonamycin is a linker that contains an oxygenated functional group. It can be found in some active natural products and has been synthesized in the laboratory. Lactonamycin is used as a model system for biosynthesis, where it was shown to efficiently produce glycosidic bonds when supplied with carbon sources such as glucose. The biological properties of Lactonamycin include its ability to inhibit microbial infection and inflammation, which may be due to its hydroxy group.

Formula: C₂₈H₂₇NO₁₂

Purity: Min. 95%

Molecular weight: 569.51 g/mol

Ref: 3D-ML71871

Lactonamycin

CAS: 182234-02-2

Lactonamycin exhibits significant activity against Gram-positive bacteria, including Staphylococcus, Streptococcus, Enterococcus, MRSA (MIC of 0.39-0.78 μg/mL), and VRE (MIC of 0.39-0.78 μg/mL). It also demonstrates inhibitory effects on various tumor cell lines such as L-1210, P388, S180, FS-3, Ehrlich, and B16-BL5 (IC50 of 0.06-3.3 μg/mL).

Formula: C₂₈H₂₇NO₁₂

Color and Shape: Solid

Molecular weight: 569.513

Ref: TM-TN9967