Streptonigrin (Synonyms: Bruneomycin)

Name: Streptonigrin
Brand: MedChemExpress
SKU: HY-124586
Rating: 5.0 (2 reviews)

Cat. No.: HY-124586 Purity: 99.20%: FAQs
Data Sheet
SDS

COA
Handling Instructions Technical Support

Streptonigrin (Bruneomycin) is an orally active antibiotic and pan-PAD inhibitor, inhibiting PAD1, PAD2, PAD3 and PAD4 with IC₅₀ of 48.3 μM, 26.1 μM, 0.43 μM and 2.5 μM, respectively. Streptonigrin inhibits SENP1 (IC₅₀ of 0.518 μM) and reduces HIF1α. Streptonigrin increases p53 and Apoptosis. Streptonigrin shows antiviral activity against Rauscher murine leukemia virus. Streptonigrin has immunosuppressive effects. Streptonigrin has antitumor activity against osteosarcoma.

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

Streptonigrin Chemical Structure

CAS No. : 3930-19-6

Size	Stock	Quantity
500 μg	In-stock	Estimated Time of Arrival: December 31
1 mg	In-stock	Estimated Time of Arrival: December 31
5 mg	Get quote
10 mg	Get quote

or Bulk Inquiry

* Please select Quantity before adding items.

This product is a controlled substance and not for sale in your territory.

Customer Review

Based on 2 publication(s) in Google Scholar

Other Forms of Streptonigrin:

(rac)-Streptonigrin Get quote

1 Publications Citing Use of MCE Streptonigrin

•Sci Signal. 2023 Mar 14;16(776):eabq3362. [Abstract]

: Streptonigrin purchased from MedChemExpress. Usage Cited in: Sci Signal. 2023 Mar 14;16(776):eabq3362. [Abstract]; Streptonigrin (SUMOylation agonist; 2, 4, 8 μM; 48 h) markedly increases the amount of IL-33 protein SUMOylation in Huh7 cells transfected with wild-type IL-33.

Featured Recommendations

•Related Small Molecules:

•Related Proteins:

View All Antibiotic Isoform Specific Products:

View All Isoforms

Aminoglycoside Glycopeptide Lipopeptide Macrolide Oxazolidinone Quinolone Tetracycline β-lactam

View All HIF/HIF Prolyl-Hydroxylase Isoform Specific Products:

View All Isoforms

HIF-1α HIF

Biological Activity
Purity & Documentation
References
Customer Review

Description

IC₅₀ & Target^[4]

HIF-1α

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	0.33 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) A549 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) A549 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
A549	IC₅₀	0.33 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against A 549 (non-small cell lung) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against A 549 (non-small cell lung) using SRB (sulforhodamine B) assay	[PMID: 10328288]
CAKI-1	IC₅₀	0.4 nM Compound: 1	Cytotoxicity against CD30 deficient and CD70 expressing human Caki1 cells after 96 hrs by resazurin conversion assay Cytotoxicity against CD30 deficient and CD70 expressing human Caki1 cells after 96 hrs by resazurin conversion assay	[PMID: 19386499]
HCT-15	IC₅₀	0.02 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) HCT15 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) HCT15 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
HCT-15	IC₅₀	0.02 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against HCT-15 (colon) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against HCT-15 (colon) using SRB (sulforhodamine B) assay	[PMID: 10328288]
KARPAS-299	IC₅₀	0.4 nM Compound: 1	Cytotoxicity against CD30 expressing and CD70 deficient human KARPAS299 cells after 96 hrs by resazurin conversion assay Cytotoxicity against CD30 expressing and CD70 deficient human KARPAS299 cells after 96 hrs by resazurin conversion assay	[PMID: 19386499]
SK-MEL-2	IC₅₀	0.02 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) SK-MEL-2 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) SK-MEL-2 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
SK-MEL-2	IC₅₀	0.02 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against SK-MEL-2 (melanoma) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against SK-MEL-2 (melanoma) using SRB (sulforhodamine B) assay	[PMID: 10328288]
SK-OV-3	IC₅₀	0.28 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) SKOV3 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) SKOV3 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
SK-OV-3	IC₅₀	0.28 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against SK-OV-3 (ovarian) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against SK-OV-3 (ovarian) using SRB (sulforhodamine B) assay	[PMID: 10328288]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated interferon-gamma-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated interferon-gamma-induced Stat1 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD4+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL6-induced Stat1 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL10-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL6-induced Stat3 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL15-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL7-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL4-induced Stat6 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
T-cell	IC₅₀	< 20 μM Compound: 1, NSC-45383	Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry Inhibition of JAK-mediated IL4-induced Stat5 phosphorylation in BALB/c mouse CD8+ T cells by Phospho-Flow cytometry	[PMID: 18157122]
XF498	IC₅₀	0.31 μg/mL Compound: 1	Cytotoxicity against Homo sapiens (human) XF498 cells after 72 hr by MTT assay Cytotoxicity against Homo sapiens (human) XF498 cells after 72 hr by MTT assay	10.1007/s00044-004-0032-8
XF498	IC₅₀	0.31 μg/mL Compound: Streptonigrin	In vitro cytotoxic activity against XF 498 (CNS) using SRB (sulforhodamine B) assay In vitro cytotoxic activity against XF 498 (CNS) using SRB (sulforhodamine B) assay	[PMID: 10328288]

In Vitro

Streptonigrin (10 μM) shows cytotoxicity towards both cancerous U2OS and normal NIH 3T3 cell lines^[1].
Streptonigrin (0-5 μM; 24 h) inhibits the proliferation of SW480 cells, AGS cells and HEK293 cells transfected with β-catenin in a dose-dependent manner^[2].
Streptonigrin (0.1-5 μM) does not influence the basal activity of soluble guanylate cyclase but causes concentration-dependent inhibition of enzyme activation by SNP (IC₅₀ of 4.16 μM) and also by spermineNONO^[3].
Streptonigrin (0-1 μM; 10 min) inhibits SENP1 activity with an IC₅₀ of 0.518 μM when SUMO1 is used as a substrate^[4].
Streptonigrin (2 μM; 16 h) reduces HIF1α protein level in HCT116 cells transfected with HIF1α expression plasmid^[4].
Streptonigrin (1 nM-10 μM; 4 h) shows a concentration-dependent effect on nuclear morphology in NIH 3T3 cells, promoting heterochromatin formation^[5].
Streptonigrin (2.5-500 μM; 60 min) inhibits the catalytic activity of purified calf thymus DNA topoisomerase II by relaxation of pBR322 DNA^[6].
Streptonigrin (72 h) selectively suppresses B-cell proliferation induced by LPS, with an IC₅₀ value of 0.29 ng/mL^[8].
Streptonigrin (10-100 nM) increases p53 and Apoptosis in ACHN and CAKI-1 cells^[9].

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

Cell Viability Assay^[8]

Cell Line:	A20.2J, M12.4.5, YAC-I, P815, FDC.P2
Concentration:
Incubation Time:	48 h
Result:	Showed relatively low inhibitory effect on the proliferation of A20.2J cells, with an IC₅₀ value of 10.9 ng/mL. Showed relatively low inhibitory effect on the proliferation of M12.4.5 cells, with an IC₅₀ value of 28.8 ng/mL. Showed inhibitory effect on the proliferation of YAC-I cells, with an IC₅₀ value of 0.3 ng/mL. Showed a certain inhibitory effect on the proliferation of P815 cells, with an IC₅₀value of 0.78 ng/mL. Had a good inhibitory effect on the proliferation of FDC.P2 cells, with an IC₅₀value of 0.07 ng/mL.

In Vivo

Streptonigrin (0.2 mg/kg; i.p or 0.5 mg/kg; p.o.) shows antiviral activity in mice infected with the Rauscher murine leukemia virus, reducing the spleen weight^[7].
Streptonigrin (0.1-0.2 mg/kg; i.p.; on day 0, 2, 4, and 6; until day 7) significantly suppresses the proliferative response of T-cells rather than that of B-cells in C57BL/6 mice^[8].
Streptonigrin (0.1 mg/kg; p.o.; once a day; 5 days a week) increases the expression of p53 in tumors, and decreases the expression of Ki67 in the xenograft model of human renal cell carcinoma in BALB/c nude mice^[9].

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

Animal Model:	Female BALB/c mice (5-week-old) infected with Rauscher murine leukemia virus^[7]
Dosage:	0.05 mg/kg, 0.2 mg/kg, 0.5 mg/kg
Administration:	i.p. or p.o.
Result:	Significantly reduced splenomegaly, with the maximum effect at 0.2 mg/kg i.p. or 0.5 mg/kg p.o.. Prolonged the survival time of infected mice.

Molecular Weight

506.46

Formula

C₂₅H₂₂N₄O₈

CAS No.

3930-19-6

Appearance

Solid

Color

Light brown to brown

SMILES

O=C(C1=NC(C2=NC3=C(C(C(OC)=C(N)C3=O)=O)C=C2)=C(N)C(C4=CC=C(OC)C(OC)=C4O)=C1C)O

Structure Classification

Initial Source

Microorganisms

Streptomyces flocculus

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Purity & Documentation

Purity: 99.20%

Select Batch:

Data Sheet (281 KB) SDS (251 KB)

COA (251 KB) Elemental Analysis Report (108 KB)

Handling Instructions (2659 KB)

References

[1]. Dreyton CJ, et al. Insights into the mechanism of Streptonigrin-induced protein arginine deiminase inactivation. Bioorg Med Chem. 2014 Feb 15;22(4):1362-9. [Content Brief]

[2]. Park S, et al. Streptonigrin inhibits β-Catenin/Tcf signaling and shows cytotoxicity in β-catenin-activated cells. Biochim Biophys Acta. 2011 Dec;1810(12):1340-5. [Content Brief]

[3]. Piatakova NV, et al. Soluble guanylate cyclase in the molecular mechanism underlying the therapeutic action of drugs]. Biomed Khim. 2012 Jan-Feb;58(1):32-42. Russian. [Content Brief]

[4]. Ambaye N, et al. Streptonigrin Inhibits SENP1 and Reduces the Protein Level of Hypoxia-Inducible Factor 1α (HIF1α) in Cells. Biochemistry. 2018 Mar 20;57(11):1807-1813. [Content Brief]

[5]. Loyola AC, et al. Streptonigrin at low concentration promotes heterochromatin formation. Sci Rep. 2020 Feb 26;10(1):3478. [Content Brief]

[6]. Yamashita Y, et al. Induction of mammalian DNA topoisomerase II dependent DNA cleavage by antitumor antibiotic streptonigrin. Cancer Res. 1990 Sep 15;50(18):5841-4. [Content Brief]

[7]. McBride TJ, et al. The activity of streptonigrin against the Rauscher murine leukemia virus in vivo. Cancer Res. 1966 Apr;26(4):727-32. [Content Brief]

[8]. Suzuki H, et al. Immunosuppressive activity of streptonigrin in vitro and in vivo. Biosci Biotechnol Biochem. 1996 May;60(5):789-93. [Content Brief]

[9]. Kang JH, et al. Inhibition of Transglutaminase 2 but Not of MDM2 Has a Significant Therapeutic Effect on Renal Cell Carcinoma. Cells. 2020 Jun 16;9(6):1475. [Content Brief]

[10]. Long GV, et al. Interaction of the antitumour antibiotic streptonigrin with DNA and oligonucleotides. Anticancer Drug Des. 1997 Sep;12(6):453-72. [Content Brief]

Streptonigrin Related Classifications

Molarity Calculator
Dilution Calculator

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass		Concentration		Volume		Molecular Weight *
	=		×		×

The dilution calculator equation

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)	×	Volume _(start)	=	Concentration _(final)	×	Volume _(final)
	×		=		×
C1		V1		C2		V2

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Please select a local distributor ナミキ商事株式会社コスモ・バイオ株式会社
Product Name			Requested Quantity *
Applicant Name *			Salutation
Email Address *			Phone Number *
Department			Organization Name *
City			State
Country or Region *
Remarks

Product Name			Lot #
Applicant Name *			Email Address *
Phone Number			Department *
Organization Name *			Country or Region *
Remarks

Streptonigrin (Synonyms: Bruneomycin)

Customer Review

Other Forms of Streptonigrin:

1 Publications Citing Use of MCE Streptonigrin

Featured Recommendations

•Related Small Molecules:

•Related Proteins:

View All Antibiotic Isoform Specific Products:

View All HIF/HIF Prolyl-Hydroxylase Isoform Specific Products:

Biological Activity

Purity & Documentation

References

Customer Review

Streptonigrin Related Classifications

Molarity Calculator

Dilution Calculator

The molarity calculator equation

The dilution calculator equation

Keywords:

Your Recently Viewed Products:

Name
Email *

	Sorry, but the email address you supplied was invalid.

Streptonigrin (Synonyms: Bruneomycin)

Customer Review

Other Forms of Streptonigrin:

Streptonigrin Related Antibodies

1 Publications Citing Use of MCE Streptonigrin

Featured Recommendations

•Related Small Molecules:

•Related Proteins:

View All Antibiotic Isoform Specific Products:

View All HIF/HIF Prolyl-Hydroxylase Isoform Specific Products:

Biological Activity

Purity & Documentation

References

Customer Review

Streptonigrin Related Antibodies

Streptonigrin Related Classifications

Molarity Calculator

Dilution Calculator

The molarity calculator equation

The dilution calculator equation

Keywords:

Your Recently Viewed Products:

Customer Review

Request for HNMR Report

SAFETY DATA SHEET (SDS)

Request for HNMR Report