Fumitremorgin C - ≥95% , Inhibitor of ABCG2, CAS No.118974-02-0, Inhibitor of ABCG2

CAS: 118974-02-0 Cat. No.: F492230 Molecular Weight: 379.45

COA

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Fumitremorgin C - ≥95% CAS No(118974-02-0) by Aladdin Scientific

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AVAILABLE TO ORDER

GRADE & PURITY ≥95%

Synonyms

(5as,12s,14as)-9-methoxy-12-(2-methylprop-1-en-1-yl)-1,2,3,5a,6,11,12,14a-octahydro-5h,14h-pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione | F85534 | AKOS024457321 | SCHEMBL13113871 | SMR003082520 | HY-N2143 | fumitremorgin-c | (1S

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview Specifications Names and Identifiers Documentation Advanced Data Taxonomic Classification 3D Structure Associated Targets(Human) Associated Targets(non-human) Mechanisms of Action Certificates（CoA,COO,BSE/TSE and Analysis Chart) Chemical and Physical Properties Documents & Articles Solution Calculators Reviews

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Why this grade

≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Protected from light,Store at -20°C Ships Ice chest + Ice pads 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

Fumitremorgin C is a specific inhibitor of breast cancer resistance protein (BCRP/ABCG2) multidrug efflux transporter. At 5 μM, it significantly potentiates the toxicity of the chemotherapeutic drugs mitoxantrone, doxorubicin, and topotecan in S1-M1-3.2 colon carcinoma cells. Fumitremorgin C reverses multidrug resistance in cells overexpressing BCRP but not P-glycoprotein (ABCB1) or MRP1 (ABCC1).

Specifications

Synonyms

(5as, 12s, 14as)-9-methoxy-12-(2-methylprop-1-en-1-yl)-1, 2, 3, 5a, 6, 11, 12, 14a-octahydro-5h, 14h-pyrrolo[1'', 2'':4', 5']pyrazino[1', 2':1, 6]pyrido[3, 4-b]indole-5, 14-dione | F85534 | AKOS024457321 | SCHEMBL13113871 | SMR003082520 | HY-N2143 | fumitremorgin-c | (1S

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Chemosensitizing agent. Potent and selective BCRP inhibitor. Selective AKT inhibitor. Selectively reverses resistance to and potentiates mitoxantrone, doxorubicin and topotecan in BCRP-transfected cells. Mycotoxin. S

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Mechanism of action

Inhibitor of ABCG2

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

≥95%

Names and Identifiers

Pubchem Sid	504758638
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/504758638
Canonical Smiles	CC(=CC1C2=C(CC3N1C(=O)C4CCCN4C3=O)C5=C(N2)C=C(C=C5)OC)C
IUPAC Name	(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-enyl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-14,20-dione
InChIKey	DBEYVIGIPJSTOR-FHWLQOOXSA-N
INCHI	1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1
Isomeric SMILES	CC(=C[C@H]1C2=C(C[C@@H]3N1C(=O)[C@@H]4CCCN4C3=O)C5=C(N2)C=C(C=C5)OC)C
WGK Germany	3
Molecular Weight	379.45
Reaxy-Rn	25154862
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25154862&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

Kingdom Organic compounds
- Superclass Organoheterocyclic compounds
  - Class Indoles and derivatives
    - Subclass Pyridoindoles

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Indoles and derivatives
Subclass	Pyridoindoles
Intermediate Tree Nodes	Not available
Direct Parent	Beta carbolines
Alternative Parents	3-alkylindoles Alpha amino acids and derivatives 2,5-dioxopiperazines Anisoles Alkyl aryl ethers N-alkylpiperazines Tertiary carboxylic acid amides Pyrrolidines Pyrroles Heteroaromatic compounds Lactams Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Beta-carboline - Alpha-amino acid or derivatives - 3-alkylindole - Indole - Anisole - Dioxopiperazine - 2,5-dioxopiperazine - Alkyl aryl ether - N-alkylpiperazine - 1,4-diazinane - Piperazine - Benzenoid - Pyrrolidine - Pyrrole - Tertiary carboxylic acid amide - Heteroaromatic compound - Carboxamide group - Lactam - Azacycle - Ether - Carboxylic acid derivative - Organopnictogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organonitrogen compound - Carbonyl group - Organic oxide - Organooxygen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as beta carbolines. These are compounds containing a 9H-pyrido[3,4-b]indole moiety.
External Descriptors	aromatic ether - organic heteropentacyclic compound - indole alkaloid
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

3D Structure

Associated Targets(Human)

ABCB1 Tchem Multidrug resistance protein 1 (1 Activities)

Discover Target: ABCB1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ABCG2 Tchem ATP-binding cassette sub-family G member 2 (9 Activities)

Discover Target: ABCG2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

A498 (42825 Activities)

Solubility	Soluble in Ethanol, Methanol, DMF, DMSO Chloroform.
Sensitivity	light sensitive
Molecular Weight	379.500 g/mol
XLogP3	3.000
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	379.19 Da
Monoisotopic Mass	379.19 Da
Topological Polar Surface Area	65.600 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	703.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1