CAS 137252-25-6

3-Hydroxy-2-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-2,5-cyclohexadiene-1,4-dione

Description:

3-Hydroxy-2-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-2,5-cyclohexadiene-1,4-dione, with CAS number 137252-25-6, is a complex organic compound characterized by its unique structural features, including multiple rings and functional groups. This substance contains a cyclohexene framework, which contributes to its stability and reactivity. The presence of hydroxyl (-OH) and diketone (1,4-dione) functional groups suggests potential for hydrogen bonding and reactivity in various chemical environments. The compound's stereochemistry, indicated by the (1R,6R) configuration, implies specific spatial arrangements that can influence its biological activity and interactions. Additionally, the pentyl side chain enhances its hydrophobic characteristics, potentially affecting its solubility and partitioning in biological systems. Overall, this compound may exhibit interesting properties relevant to fields such as organic synthesis, medicinal chemistry, and materials science, although specific applications would depend on further research into its behavior and interactions.

Formula: C₂₁H₂₈O₃

InChI: InChI=1S/C21H28O3/c1-5-6-7-8-15-12-18(22)19(21(24)20(15)23)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,24H,2,5-10H2,1,3-4H3/t16-,17+/m0/s1

InChI key: InChIKey=WDXXEUARVHTWQF-DLBZAZTESA-N

SMILES: C(C)(=C)[C@H]1[C@@H](C=C(C)CC1)C2=C(O)C(=O)C(CCCCC)=CC2=O

Synonyms:

• (6'R)-6-hydroxy-3'-methyl-4-pentyl-6'-(prop-1-en-2-yl)-1,1'-bi(cyclohexane)-2',3,6-triene-2,5-dione
• 2,5-Cyclohexadiene-1,4-dione, 3-hydroxy-2-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-
• 2,5-Cyclohexadiene-1,4-dione, 3-hydroxy-2-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-, (1R-trans)-
• 3-Hydroxy-2-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-2,5-cyclohexadiene-1,4-dione
• Cannabidiol Hydroxyquinone
• Hu-331
• Vce 004

Cannabidiol Impurity 9 (HU-331)

CAS: 137252-25-6

Formula: C₂₁H₂₈O₃

Molecular weight: 328.45

Ref: 4Z-C-404026

Cannabidiol hydroxyquinone (CBDHQ)

CAS: 137252-25-6

Formula: C₂₁H₂₈O₃

Color and Shape: Neat

Molecular weight: 328.50

Ref: 04-CA10946030

Cannabidiol hydroxyquinone (CBDHQ) 1000 µg/mL in Acetonitrile

Controlled Product

CAS: 137252-25-6

Formula: C₂₁H₂₈O₃

Color and Shape: Single Solution

Molecular weight: 328.50

Ref: 04-A10946030AL-1000

Cannabidiol Hydroxyquinone (>90%)

Controlled Product

CAS: 137252-25-6

Stability Light Sensitive
Applications A cannabinoid anticancer quinone, HU-331, is more potent and less cardiotoxic than Doxorubicin and thus it has a high potential for development as a new anticancer drug.
References Dana, B., et al.: J. Clin. Oncol., 11, 644 (1993), Feleszko, W., et al.: Clin. Cancer Res., 6, 2044 (2000), Kogan, N., et al.: J. Med. Chem., 47, 3800 (2004),

Formula: C₂₁H₂₈O₃

Purity: >90%

Color and Shape: Neat

Molecular weight: 328.5

Ref: TR-C175315

Cannabidiol hydroxyquinone

CAS: 137252-25-6

Quinone

Formula: C₂₁H₂₈O₃

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 328.45

Ref: 5G-10016

HU-331

CAS: 137252-25-6

Cannabidiol hydroxyquinone (HU-331) is potentially an active metabolite of cannabidiol that could play a role in inducing apoptosis. It functions by inhibiting the ATPase activity of topoisomerase IIα through a noncompetitive mechanism.

Formula: C₂₁H₂₈O₃

Color and Shape: Solid

Molecular weight: 328.5

Ref: TM-TN7359

Cannabidiol hydroxyquinone

Controlled Product

CAS: 137252-25-6

Cannabidiol hydroxyquinone is a synthetic cannabinoid that has been shown to have a number of physiological effects, including anti-inflammatory and anti-tumor properties. It inhibits tumor growth in mice by inducing apoptosis. Cannabidiol hydroxyquinone also has antiangiogenic properties and can inhibit the proliferation of endothelial cells via the inhibition of cyclin B1. This compound is not active when taken orally, but it is effective when injected into the brain. Cannabidiol hydroxyquinone also inhibits the replication cycle of encephalomyelitis virus, which causes inflammation in the brain and spinal cord. Cannabidiol hydroxyquinone has been shown to inhibit cancer cell growth in numerous types of cancer models, including glioma patients and xenografts. In addition, this substance can inhibit angiogenesis by interacting with polymers used for DNA transcription and replication during cell division.

Formula: C₂₁H₂₈O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 328.45 g/mol

Ref: 3D-FC19668