CAS 38966-21-1

Aphidicolin

Description:

Aphidicolin is a natural product derived from the fungus *Cephalosporium aphidicola*, and it is primarily known for its role as a potent inhibitor of DNA polymerase. This compound exhibits a unique structure characterized by a tetracyclic ring system, which contributes to its biological activity. Aphidicolin specifically inhibits the replication of DNA by blocking the activity of DNA polymerase α, thereby preventing the synthesis of DNA in eukaryotic cells. This property makes it a valuable tool in molecular biology and cancer research, as it can be used to study cell cycle regulation and DNA replication processes. Additionally, aphidicolin has shown potential in various therapeutic applications, particularly in the context of cancer treatment, due to its ability to selectively target rapidly dividing cells. However, its use is limited by its toxicity and the need for careful dosage management. Overall, aphidicolin serves as an important compound in both research and potential therapeutic contexts, highlighting the intersection of natural products and medicinal chemistry.

Formula: C₂₀H₃₄O₄

InChI: InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1

InChI key: InChIKey=NOFOAYPPHIUXJR-APNQCZIXSA-N

SMILES: C[C@@]12[C@]34[C@](C[C@](C3)([C@](CO)(O)CC4)[H])(CC[C@]1([C@@](CO)(C)[C@H](O)CC2)[H])[H]

Synonyms:

• (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol
• (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-Tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-8,11a-methano-11aH-cyclohepta[a]naphthalene-4,9-dimethanol
• (3R,4R,4aR,6aS,8S,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol
• 4,9-Bis(Hydroxymethyl)-4,11B-Dimethyltetradecahydro-8,11A-Methanocyclohepta[A]Naphthalene-3,9-Diol
• 8,11a-Methano-11aH-cyclohepta(a)naphthalene-4,9-dimethanol, tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3R-(3-alpha,4-alpha,4a-alpha,6a-beta,8-beta,9-beta,11a-beta,11b-beta))-
• 8,11a-Methano-11aH-cyclohepta[a]naphthalene-4,9-dimethanol, tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-
• 8,11a-Methano-11aH-cyclohepta[a]naphthalene-4,9-dimethanol, tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, [3R-(3α,4α,4aα,6aβ,8β,9β,11aβ,11bβ)]-
• 9,15-Cyclo-C,18-dinor-14,15-secoandrostane-4,17-dimethanol, 3,17-dihydroxy-4-methyl-, (3alpha,4alpha,5alpha,17alpha)-
• 9,15-Cyclo-C,18-dinor-14,15-secoandrostane-4,17-dimethanol, 3,17-dihydroxy-4-methyl-, (3α,4α,5α,17α)-
• Brn 4689958
• Ccris 1783
• Ici 69653
• Nsc 234714

Aphidicolin

CAS: 38966-21-1

Aphidicolin blocks DNA synthesis, hinders herpes virus growth, and stimulates apoptosis in leukemia cells; it's a mold-derived DNA polymerase inhibitor.

Formula: C₂₀H₃₄O₄

Purity: >99.99%

Color and Shape: Solid

Molecular weight: 338.48

Ref: TM-T14304

Aphidicolin

CAS: 38966-21-1

Formula: C₂₀H₃₄O₄

Purity: ≥ 98.0%

Color and Shape: White to off-white powder or solid

Molecular weight: 338.48

Ref: 7W-GA6433

Aphidicolin from Nigrospora oryzae

CAS: 38966-21-1

Aphidicolin from Nigrospora oryzae

Formula: C₂₀H₃₄O₄

Purity: 99% (tlc) (Typical Value in Batch COA)

Color and Shape: white powder

Molecular weight: 338.48156g/mol

Ref: 54-BIA4316

(+)-Aphidicolin

Controlled Product

CAS: 38966-21-1

Applications (+)-Aphidicolin is a naturally occurring tetracyclic diterpene with potential antiviral and antimitotical properties.
References Ganatra, S.H., et al.: J. Comp. Sys. Biol., 5, 68 (2012); Abaza, M.S. I., et al.: Tumor. Biol., 33, 1951 (2012); Brunhofer, G., et al.: Bioorg. Med. Chem., 20, 6669 (2012); Shishido, T., et al.: J. Virol., 86, 9055 (2012);

Formula: C₂₀H₃₄O₄

Color and Shape: Neat

Molecular weight: 338.48

Ref: TR-A726260

Aphidicolin

CAS: 38966-21-1

Aphidicolin is a tetracyclic diterpenoid that acts as a potent inhibitor of DNA polymerase. Derived from the fungus *Cephalosporium aphidicola*, it is primarily identified for its ability to impede DNA synthesis by targeting eukaryotic DNA polymerase α. This selective inhibition disrupts replication processes, making it a crucial tool for studying cell cycle dynamics.

Formula: C₂₀H₃₄O₄

Purity: Min. 95%

Molecular weight: 338.48 g/mol

Ref: 3D-BA162709