BioViotica

Cephalochromin

Name: Cephalochromin
Brand: BioViotica
SKU: BVT-0440
Price: 170.00 CHF
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BVT-0440-M0011 mgCHF 170.00

BVT-0440-M0055 mgCHF 505.00

Specifications / Handling

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Product Details
Synonyms	Cefalochromin; NSC201419; NSC627953; Antibiotic Sch45752; 2,2',3,3'-Tetrahydro-5,5',6,6',8,8'-hexahydroxy-2,2'-dimethyl-9,9'-bi[4H-naphtho[2,3-b]pyran]-4,4'-dione
Product Type	Chemical
Properties
Formula	C₂₈H₂₂O₁₀
MW	518.5
CAS	25908-26-3
Source/Host Chemicals	Isolated from Pseudoanguillospora sp. (strain 6577).
Purity Chemicals	≥98% (HPLC)
Appearance	Orange amorphous powder.
Solubility	Soluble in DMSO, methanol, acetone or dichloromethane.
Identity	Determined by ¹H-NMR, MS and CD.
Declaration	Manufactured by BioViotica.
InChi Key	FCPNXYHPAIZMNJ-UHFFFAOYSA-N
Smiles	CC1CC(=O)C2=C(O)C3=C(C=C2O1)C(=CC(O)=C3O)C1=C(O)C=C(O)C2=C1C=C1OC(C)CC(=O)C1=C2O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light when in solution.
Use/Stability	Stable for at least 1 year after receipt when stored at -20°C. Store solutions at -20°C in the dark.
Documents
Safety Data Sheet	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Product Description

Mycotoxin. Bis(naphtha-γ-pyrone) derivative similar to chaetochromin and ustilaginoidin [1, 3].
Antibiotic [1].
Antibacterial, antifungal and anti-algal compound [1, 7].
Antitumor and cytotoxic compound [2].
Calmodulin-sensitive PDE activity inhibitor [4].
Inhibits NO production by activated macrophages [5].
Selective Fabl (bacterial enoyl-acyl carrier protein (ACP) reductase) inhibitor [6].
Inducer of G0/G1 cell cycle arrest and apoptosis in human A549 cells [8].

Product-specific References

Cephalochromin, dihydroiso-ustilaginoidin A and iso-ustilaginoidin A from Verticillium sp. K-113: M. Matsumoto, et al.; J. Antibiot. 28, 602 (1975)
Cytotoxicity and antitumor activities of fungal bis(naphtho-gamma-pyrone) derivatives: K. Koyama, et al.; J. Pharmacobiodyn. 11, 630 (1988)
The impairing effect of chaetochromin A and related mycotoxins on mitochondrial respiration: K. Kawai, et al.; Mycotoxins 33, 31-5 (1991)
Sch 45752, an inhibitor of calmodulin-sensitive cyclic nucleotide phosphodiesterase activity: V.R. Hedge, et al.; J. Antibiot. 46, 207 (1993)
Inhibitory effects of fungal bis(naphtho-γ-pyrone) derivatives on nitric oxide production by a murine macrophage-like cell line, RAW 264.7, activated by lipopolysaccharide and interferon-γ.: R. Ishii, et al.; Biol. Pharm. Bull. 28, 786 (2005)
Cephalochromin, a FabI-directed antibacterial of microbial origin: C.J. Zheng, et al.; BBRC 362, 1107 (2007)
Pseudoanguillosporin A and B: two new isochromans isolated from the edophytic fungus Pseudoanguillospora sp.: I. Kock, et al.; Eur. J. Org. Chem. 2009, 1427 (2009)
Cephalochromin induces G0/G1 cell cycle arrest and apoptosis in A549 human non-small-cell lung cancer cells by inflicting mitochondrial disruption: C.-J. Hsiao, et al.; J. Nat. Prod. 77, 758 (2014)

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