Chaetocin from Chaetomium minutum - Moligand™, ≥98% , Inhibitor of SUV39H1 histone lysine methyltransferase, CAS No.28097-03-2, Inhibitor of SUV39H1 histone lysine methyltransferase

CAS: 28097-03-2 Cat. No.: C102377 Molecular Weight: 696.84 EC Number: 636-696-3
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
Synonyms
CCG-270384 | Chaetocin | HY-N2019 | (10B,10'B(11H,11'H)-BI-3,11A-EPIDITHIO-11AH-PYRAZINO(1',2':1,5)PYRROLO(2,3-B)INDOLE)-1,1',4,4'-TETRONE, 2,2',3,3',5A,5'A,6,6'-OCTAHYDRO-3,3'-BIS(HYDROXYMETHYL)-2,2'-DIMETHYL-, (3S,3'S,5AR,5'AR,10BR,10'BR,11AS,11'AS)- |
Storage
Store at 2-8°C
Shipped In
Wet ice
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1mg
C102377-1mg
3
$248.90
5mg
C102377-5mg
2
$620.90
10mg
C102377-10mg
2
$1,096.90
Enter a quantity for the sizes you want to add.
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Why this grade

Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Chaetocin, a natural product originally produced by Chaetomium species, is shown to have apoptotic effects on some cancer cells. Mechanistic studies show that chaetocin is taken up in the cells by a process that requires intact/unreduced disulfides for uptake. Once inside, this compound imposes oxidative stress and consequent apoptosis induction. Other studies have shown chaetocin to reduce lysine-specific histone methyltransferase effects of SUV39H, which play a key role in maintaining stable gene expression patterns during embryonic development and cellular differentiation. Additionally, this agent is reported to cause profound chromatin reorganization in fibroblast nuclei by inducing chromatin condensation/clustering. Consequentially, chaetocin impairs Trx (thioredoxin) systems, which are essential for deoxynucleotide synthesis and involved in a broad range of cellular functions. Chaetocin is an inhibitor of G9a, SUV39H1 and TrxR1.

Specifications

Synonyms
CCG-270384 | Chaetocin | HY-N2019 | (10B, 10'B(11H, 11'H)-BI-3, 11A-EPIDITHIO-11AH-PYRAZINO(1', 2':1, 5)PYRROLO(2, 3-B)INDOLE)-1, 1', 4, 4'-TETRONE, 2, 2', 3, 3', 5A, 5'A, 6, 6'-OCTAHYDRO-3, 3'-BIS(HYDROXYMETHYL)-2, 2'-DIMETHYL-, (3S, 3'S, 5AR, 5'AR, 10BR, 10'BR, 11AS, 11'AS)- |
Specifications & Purity
Moligand™, ≥98%
Biochemical and Physiological Mechanisms
Non-selective histone lysine methyltransferase inhibitor (IC 50 values are 0.8, 2.5 and 3 μM for Suv39H1, G9a and DIM5 respectively). Competitive, selective thioredoxin substrate. Induces ROS generation and oxidative stress. Selectively induces apoptosis
Storage
Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Action Type
INHIBITOR
Mechanism of action
Inhibitor of SUV39H1 histone lysine methyltransferase
Note
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Purity
≥98%
Names and Identifiers
Pubchem Sid504766628
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504766628
Canonical SmilesCN1C(=O)C23CC4(C(N2C(=O)C1(SS3)CO)NC5=CC=CC=C54)C67CC89C(=O)N(C(C(=O)N8C6NC1=CC=CC=C71)(SS9)CO)C
IUPAC Name(1S,3R,11R,14S)-14-(hydroxymethyl)-3-[(1S,3R,11R,14S)-14-(hydroxymethyl)-18-methyl-13,17-dioxo-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-trien-3-yl]-18-methyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-triene-13,17-dione
InChIKeyPZPPOCZWRGNKIR-PNVYSBBASA-N
INCHI1S/C30H28N6O6S4/c1-33-21(39)27-11-25(15-7-3-5-9-17(15)31-19(25)35(27)23(41)29(33,13-37)45-43-27)26-12-28-22(40)34(2)30(14-38,46-44-28)24(42)36(28)20(26)32-18-10-6-4-8-16(18)26/h3-10,19-20,31-32,37-38H,11-14H2,1-2H3/t19-,20-,25+,26+,27+,28+,29+,30+/m1/s1
Isomeric SMILES CN1C(=O)[C@@]23C[C@]4([C@@H](N2C(=O)[C@@]1(SS3)CO)NC5=CC=CC=C54)[C@]67C[C@]89C(=O)N([C@](C(=O)N8[C@H]6NC1=CC=CC=C71)(SS9)CO)C
WGK Germany 3
RTECS FM3032000
Molecular Weight 696.84
Reaxy-Rn 5722505
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5722505&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassIndoles and derivatives
SubclassPyrroloindoles
Intermediate Tree Nodes Not available
Direct ParentPyrroloindoles
Alternative Parents Alpha amino acids and derivatives  Epipolythiodioxopiperazines  Indoles  Indolines  N-methylpiperazines  Benzenoids  Dithiazinanes  Pyrroles  Pyrrolidines  Tertiary carboxylic acid amides  Lactams  Organic disulfides  Primary alcohols  Hydrocarbon derivatives  Amines  Carbonyl compounds  Organic oxides  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Pyrroloindole - Alpha-amino acid or derivatives - Epipolythiodioxopiperazine - Indole - Dihydroindole - Thiodioxopiperazine - Dioxopiperazine - 2,5-dioxopiperazine - N-methylpiperazine - N-alkylpiperazine - Benzenoid - 1,4-diazinane - Dithiazinane - Piperazine - Tertiary carboxylic acid amide - Pyrrolidine - Pyrrole - Carboxamide group - Lactam - Organic disulfide - Azacycle - Carboxylic acid derivative - Alcohol - Hydrocarbon derivative - Primary alcohol - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Amine - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as pyrroloindoles. These are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
SUV39H1 Tchem Histone-lysine N-methyltransferase SUV39H1 (3 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
HIF1A Tchem Hypoxia-inducible factor 1-alpha (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TXNRD1 Tclin Thioredoxin reductase 1 (99 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SL-2 (16 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Jurkat (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SUV39H1 Tchem Histone-lysine N-methyltransferase SUV39H1 (101 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EP300 Tchem Histone acetyltransferase p300/Hypoxia-inducible factor 1-alpha (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Trypanosoma brucei brucei (13300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Feline immunodeficiency virus (139 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rhodesain Rhodesain (1463 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Set8 Histone-lysine N-methyltransferase pr-set7 (2 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ehmt2 Histone-lysine N-methyltransferase EHMT2 (20 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
E(z) Histone-lysine N-methyltransferase E(z) (2 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Su(var)3-9 Histone-lysine N-methyltransferase Su(var)3-9 (16 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
dim-5 Histone-lysine N-methyltransferase, H3 lysine-9 specific dim-5 (EC 2.1.1.43) (Histone H3-K9 methyltransferase dim-5) (H3-K9-HMTase dim-5) (HKMT) (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

6 results found

Lot NumberCertificate TypeDateItem
I2526235Certificate of AnalysisSep 22, 2025 C102377
I2526236Certificate of AnalysisSep 22, 2025 C102377
I2526237Certificate of AnalysisSep 22, 2025 C102377
B2306622Certificate of AnalysisNov 14, 2022 C102377
B2306677Certificate of AnalysisNov 14, 2022 C102377
B2306695Certificate of AnalysisNov 14, 2022 C102377
Chemical and Physical Properties
Molecular Weight696.800 g/mol
XLogP32.000
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count12
Rotatable Bond Count3
Exact Mass696.095 Da
Monoisotopic Mass696.095 Da
Topological Polar Surface Area247.000 Ų
Heavy Atom Count46
Formal Charge0
Complexity1400.000
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Solution Calculators
Reviews

Customer Reviews

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