APHIDICOLIN

Product Name: APHIDICOLIN
CAS No.: 38966-21-1
Chemical Name: APHIDICOLIN
Synonyms: APC;ici69653;nsc-234714;APHIDICOLIN;(+)-APHIDICOLIN;,11a-beta,11b-beta))-;APHIDICOLIN USP/EP/BP;Aphidicolin, Ready Made Solution;(+)-APHIDICOLIN, NIGROSPORA ORYZAE;Aphidicolin, froM Nigrospora oryzae
CBNumber: CB6683304
Molecular Formula: C20H34O4
Formula Weight: 338.48
MOL File: 38966-21-1.mol

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APHIDICOLIN Property

Melting point:: 218-220°C
alpha: D27 +12° (c = 1 in methanol)
Boiling point:: 394.61°C (rough estimate)
Density: 1.0057 (rough estimate)
vapor pressure: 0.55 hPa ( 20 °C)
refractive index: 1.4434 (estimate)
Flash point:: 87℃
storage temp.: 2-8°C
solubility: ethanol: soluble1mg/mL (stable at least a week at 4°C.)
pka: 14.24±0.70(Predicted)
form: White solid
color: colorless
optical activity: [α]27/D +12°, c = 1 in methanol(lit.)
Water Solubility: Soluble in DMSO or methanol. Insoluble in water. Store solutions at -20°
Merck: 13,734
BRN: 4689958
Stability:: Stable for 2 years from date of purchase from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.

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Safety

Safety Statements: 22-24
RIDADR: NA 1993 / PGIII
WGK Germany: 3
RTECS: PB9185000
F: 10-21
HS Code: 29419090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 89458
Product name: Aphidicolin
Purity: analytical standard
Packaging: 5mg
Price: $1120
Updated: 2024/03/01

Sigma-Aldrich

Product number: 5.04744
Product name: InSolution Aphidicolin - CAS 38966-21-1 - Calbiochem
Packaging: 1mg
Price: $167
Updated: 2024/03/01

Sigma-Aldrich

Product number: 178273
Product name: Aphidicolin
Packaging: 1mg
Price: $144
Updated: 2024/03/01

Alfa Aesar

Product number: J60236
Product name: Aphidicolin
Packaging: 1mg
Price: $207
Updated: 2023/06/20

Alfa Aesar

Product number: J60236
Product name: Aphidicolin
Packaging: 5mg
Price: $607
Updated: 2023/06/20

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APHIDICOLIN Chemical Properties,Usage,Production

Description

(+)-Aphidicolin is a natural tetracyclic diterpene first isolated from the fungus C. aphidicola and shown to have antiviral activity against herpes simplex. In eukaryotic cells, it is a cell-permeable, reversible inhibitor of DNA replication, specifically blocking the activity of DNA polymerases α, δ, and ε when used at low micromolar levels. Aphidicolin can be used, at 3 μM, to arrest cells in G₁/S phase or to increase gene amplification frequency.

Chemical Properties

White crystal

Uses

A DNA polymerase inhibitor. Blocks the cell cycle at the early S-phase

Uses

(+)-Aphidicolin is a naturally occurring tetracyclic diterpene with potential antiviral and antimitotical properties.

Uses

Aphidicolin is a tetracyclic diterpene antibiotic isolated from fungi, notably Cephalosporium, Nigrospora, Harziella and Phoma. Aphidicolin has antibiotic, antiviral and antimitotic properties, blocking the cell cycle at early S-phase. This property has been used to synchronise cell division and is useful as a tool in cell differentiation research. Aphidicolin is a reversible inhibitor of DNA replication by inhibiting selected DNA polymerases. Aphidicolin induces apoptosis, prolongs the half-life of DNA methyltransferase, is active against Leishmania parasites and acts synergistically with the antitumour agents, vincristine and doxorubicin.

Definition

ChEBI: A tetracyclic diterpenoid that has an tetradecahydro-8,11a-methanocyclohepta[a]naphthalene skeleton with two hydroxymethyl substituents at positions 4 and 9, two methyl substituents at positions 4 and 11b and two hydroxy substituents at positi ns 3 and 9. An antibiotic with antiviral and antimitotical properties. Aphidicolin is a reversible inhibitor of eukaryotic nuclear DNA replication.

General Description

A cell-permeable tetracyclic diterpene antibiotic. Cell synchronization agent. Blocks the cell cycle at the early S-phase. Specific inhibitor of DNA polymerase α and δ in eukaryotic cells and in some viruses of animal origin. Potentiates apoptosis induced by arabinosyl nucleosides in leukemia cell lines. Also induces apoptosis in HeLaS3 cells, but inhibits vincristine-induced apoptosis in the p53-negative human prostate cancer cell line PC-3.

Biochem/physiol Actions

Cell permeable: yes

storage

+4°C

References

1) Syvaoja et al. (1990), DNA polymerases alpha, delta, and epsilon: three distinct enzymes from HeLa cells; Proc. Natl. Acad. Sci. USA, 87 6664 2) Urbani et al. (1995), Dissociation of nuclear and cytoplasmic cell cycle progression by drugs employed in cell synchronization; Exp. Cell Res., 219 159 3) Kuwakado et al. (1993), Aphidicolin potentiates apoptosis induced by arabinosyl nucleosides in human myeloid leukemia cell lines; Biochem. Pharmacol., 46 1909 4) Yin and Schimke (1996), Inhibition of apoptosis by overexpressing Bcl-2 enhances gene amplification by a mechanism independent of aphidicolin pretreatment; Proc. Natl. Acad. Sci. USA, 93 3394

APHIDICOLIN Preparation Products And Raw materials

Raw materials

Preparation Products

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APHIDICOLIN Suppliers

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View Lastest Price from APHIDICOLIN manufacturers

Career Henan Chemical Co

Product: APHIDICOLIN 38966-21-1
Price: US $1.00/g
Min. Order: 1g
Purity: ≥98%
Supply Ability: g/kg/Ton
Release date: 2019-12-25

38966-21-1, APHIDICOLINRelated Search:

4-TERT-AMYLCYCLOHEXANOL APHIDICOLIN 4-tert-Butylcyclohexanol CYCLOPENTADECANOL 4,4'-BICYCLOHEXANOL CIS-4-TERT-BUTYLCYCLOHEXANOL TETRAHYDROIONOL CYCLOPENTADECANE 2-(TRANS-4-PENTYLCYCLOHEXYL)PROPANE-1,3-DIOL cycloundecanemethanol 2-(TRANS-4'-N-BUTYL-CYCLOHEXYL)PROPANE-1,3-DIOL 2-(TRANS-4-ETHYLCYCLOHEXYL)PROPANE-1,3-DIOL 4,4-DIPROPYLHEPTANE (HYDROXYMETHYL)CYCLOHEPTANE aphidicolin glycinate aphidicolin-17-monoacetate ANNEXIN V (APC LABELLED), HUMAN, RECOMBINANT APHIDICOLIN DIACETATE

(3-ALPHA,4-ALPHA,5-ALPHA,17-ALPHA)-3,17-DIHYDROXY-4-METHYL-9,15-CYCLO-C,18-DINOR-14,15-SECOANDROSTANE-4,17-DIMETHANOL

(+)-APHIDICOLIN

APHIDICOLIN

(+)-APHIDICOLIN, NIGROSPORA ORYZAE

APC

,11a-beta,11b-beta))-

9-dimethanol,tetradecahydro-3,9-11a-methano-11ah-cyclohepta(a)naphthalene-4

dihydroxy-4,11b-dimethyl-,(3r-(3-alpha,4-alpha,4a-alpha,6a-beta,8-beta,9-beta

ici69653

nsc-234714

APHIDICOLIN FROM CEPHALOSPORIUM APHIDICO LA

APHIDICOLIN FROM NIGROSPORA SPHAERICA

8,11a-Methano-11aH-cycloheptaanaphthalene-4,9-dimethanol, tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-

Aphidicolin, froM Nigrospora oryzae

8,11|á-Methano-11aH-cyclohepta[a]naphthalene-4,9-dimethanol,tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-

Aphidicolin, 98%, from Nigrospora oryzae

Aphidicolin NSC 234714 ICI 69653

Aphidicolin, Ready Made Solution

(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

Aphidicolin - CAS 38966-21-1 - Calbiochem

InSolution Aphidicolin - CAS 38966-21-1 - Calbiochem

APHIDICOLIN USP/EP/BP

8,11|á-Methano-11aH-cyclohepta[a]naphthalene-4,9-dimethanol,tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-

(3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-Bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol

Aphidicolin, DNA polymerase alpha, delta and epsilon inhibitor

38966-21-1

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