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Diazepinomicin

(Synonyms: ECO-4601; TLN-4601; BU 4664L)

Diazepinomicin (ECO-4601) is an anticancer and antibacterial agent. Diazepinomicin can be produced by a Micromonospora strain. Diazepinomicin induces Apoptosis. Diazepinomicin inhibits the proteases Rhodesain and Cathepsin L at an IC₅₀ of 70-90 μM. Diazepinomicin possesses anti-inflammatory and anti-tumor activity. Diazepinomicin has demonstrated activity against hepatocellular carcinoma. Diazepinomicin shows antiparasitic activity against trypomastigote forms of Trypanosoma brucei with an IC₅₀ of 13.5 μM. Diazepinomicin exhibits moderate antibacterial activity against specific Gram-positive bacteria, with an MIC of approximately 32 μg/mL.

For research use only. We do not sell to patients.

CAS No.: 733035-26-2
Formula: C₂₈H₃₄N₂O₄
Molecular Weight:462.58

Storage:

-20°C, protect from light, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

Diazepinomicin Chemical Structure

CAS No.: 733035-26-2

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- Clinical Trial
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Bioz

Biological Activity

Description

IC₅₀ & Target^[1]

Microbial Metabolite

Trypanosoma

cathepsin L

70-90 μM (IC₅₀)

All Cathepsin Isoforms :

All Parasite Isoforms :

All Endogenous Metabolite Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
HUVEC	IC₅₀	0.43 μg/mL Compound: 1, BU-4664L	Antiinvasive activity against HUVEC assessed as inhibition of cell migration after 6 hrs by Matrigel assay Antiinvasive activity against HUVEC assessed as inhibition of cell migration after 6 hrs by Matrigel assay	[PMID: 20056543]
HUVEC	IC₅₀	0.72 μg/mL Compound: 1, BU-4664L	Antiangiogenic activity against HUVEC cells assessed as inhibition of vascular formation after 6 hrs by wound healing assay Antiangiogenic activity against HUVEC cells assessed as inhibition of vascular formation after 6 hrs by wound healing assay	[PMID: 20056543]
HUVEC	IC₅₀	2 μg/mL Compound: 1, BU-4664L	Cytotoxicity against HUVEC cells Cytotoxicity against HUVEC cells	[PMID: 20056543]
NCI-H460	GI₅₀	13.6 μM Compound: 1; BU-4664L	Antiproliferative activity against human NCI-H460 cells assessed as cell growth inhibition by MTT assay Antiproliferative activity against human NCI-H460 cells assessed as cell growth inhibition by MTT assay	[PMID: 34838651]
PC-3	GI₅₀	1.95 μM Compound: 1; BU-4664L	Antiproliferative activity against human PC-3 cells assessed as cell growth inhibition by MTT assay Antiproliferative activity against human PC-3 cells assessed as cell growth inhibition by MTT assay	[PMID: 34838651]
Renca	IC₅₀	0.78 μg/mL Compound: 1, BU-4664L	Antiinvasive activity against mouse Renca by Matrigel assay Antiinvasive activity against mouse Renca by Matrigel assay	[PMID: 20056543]
Renca	IC₅₀	8.3 μg/mL Compound: 1, BU-4664L	Cytotoxicity against mouse Renca cells Cytotoxicity against mouse Renca cells	[PMID: 20056543]

In Vitro

Diazepinomicin (1-25 μM; 24-72 h) induces dose-dependent antiproliferative activity in hepatocellular carcinoma HepG2 cells^[1].
Diazepinomicin exhibits moderate antibacterial activity against specific Gram-positive bacteria, with an MIC of approximately 32 μg/mL^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Apoptosis Analysis^[1]

Cell Line:

human hepatoma HepG2 cells
Concentration:

10-15 μM
Incubation Time:

24 h
Result:

Induced clumping of cells with slight distortion, as well as very condensed and fragmented nuclei (hallmark features of apoptosis). Induced condensed nuclei and apoptotic bodies, characteristic of apoptotic cells. Induced DNA fragmentation, visualized as characteristic DNA ladder bands on agarose gel electrophoresis.

Clinical Trial

NCT Number	Sponsor	Condition	Start Date	Phase A549
NCT01329991	Plexxikon\|		2011-05	PHASE1

Chemical Information

CAS No. 733035-26-2
Appearance Solid
Molecular Weight 462.58
Formula C₂₈H₃₄N₂O₄
Color Off-white to gray
SMILES

O=C1C2=CC=CC(O)=C2NC3=C(O)C=C(O)C=C3N1C/C=C(C)/CC/C=C(C)/CC/C=C(C)\C
Synonyms

ECO-4601; TLN-4601; BU 4664L
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

-20°C, protect from light, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (273 KB)
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Portuguese - PT (252 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Rambabu V, et al. In vitro cytotoxicity perspective of diazepinomicin (ECO-4601) on human hepatoma cell line (HEPG2)[J]. Biomedicine & Aging Pathology, 2014, 4(1): 65-70.

[2]. Charan RD, et al. Diazepinomicin, a new antimicrobial alkaloid from a marine Micromonospora sp. J Nat Prod. 2004;67(8):1431-1433. [Content Brief]

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
- Clinical Trial
Chemical Information
Purity & Documentation
References

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Diazepinomicin

All Cathepsin Isoforms

All Parasite Isoforms

All Endogenous Metabolite Isoforms