Brefeldin A - Moligand™,≥98%(HPLC),from Penicillium brefeldianum , CAS No.20350-15-6

CAS: 20350-15-6 Cat. No.: B102375 Molecular Weight: 280.36 Beilstein Registry Number: 25191 EC Number: 606-528-3

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Brefeldin A - Moligand™,≥98%(HPLC),from Penicillium brefeldianum CAS No(20350-15-6) by Aladdin Scientific

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AVAILABLE TO ORDER

GRADE & PURITY Moligand™ ? ≥98%(HPLC) from Penicillium brefeldianum

Synonyms

BFA | BFA | MLS002701937 | s7046 | Decumbin | 4H-Cyclopent(f)oxacyclotridecin-4-one, 1,6,7,8,9,11a-beta,12,13,14,14a-alpha-decahydro-1-beta-13-alpha-dihydroxy-6-beta-methyl- | brefeldin A | SMR000653527 | AM84700 | cid_5287620 | SMR000768725 | NSC-89671 |

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview Specifications Product Properties 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 Citations of This Product References Solution Calculators Reviews

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Why this grade

Moligand™,≥98%(HPLC),from Penicillium brefeldianum Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C,Argon charged 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 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Specifically and reversibly blocks translocation of proteins from the endoplasmic reticulum (ER) to the Golgi apparatus without affecting endocytosis or lysosome function. Inhibitor of HDL-mediated cholesterol efflux. Causes disassembly of the Golgi complex and ER swelling in a variety of mammalian cell lines at <40 ng/ml. Blocks binding of ADP-ribosylation factor to the Golgi and inhibits the GDP-GTP exchange. Inhibits the activity of BIG1 and BIG2, the guanine-nucleotide exchange proteins for ADP-ribosylation factors. Also available as a 25 mM solution in DMSO. Specifically and reversibly blocks translocation of proteins from the endoplasmic reticulum (ER) to the Golgi apparatus without affecting endocytosis or lysosome function. Inhibitor of HDL-mediated cholesterol efflux. Causes disassembly of the Golgi complex and ER swelling in a variety of mammalian cell lines at <40 ng/ml. Inhibits the activity of BIG1 and BIG2, the guanine-nucleotide exchange proteins for ADP-ribosylation factors. Blocks binding of ADP-ribosylation factor to the Golgi and inhibits the GDP-GTP exchange.
A fungal metabolite exhibiting a wide range of antibiotic activities and activator of caspase-3. Inhibitor of protein translocation from endoplasmic reticulum (ER) to the Golgi apparatus. Inhibitor of intracellular protein transport and protein secretion.

Specifications

Synonyms

BFA | BFA | MLS002701937 | s7046 | Decumbin | 4H-Cyclopent(f)oxacyclotridecin-4-one, 1, 6, 7, 8, 9, 11a-beta, 12, 13, 14, 14a-alpha-decahydro-1-beta-13-alpha-dihydroxy-6-beta-methyl- | brefeldin A | SMR000653527 | AM84700 | cid_5287620 | SMR000768725 | NSC-89671 |

Specifications & Purity

Moligand™, ≥98%(HPLC), from Penicillium brefeldianum

Biochemical and Physiological Mechanisms

Brefeldin A (BFA) is a fungal metabolite which disrupts the structure and function of the Golgi apparatus. BFA is an activator of the sphingomyelin cycle. Brefeldin A-mediated apoptosis has been observed in human tumor cells.Reversible inhibitor of protei

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

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%(HPLC)

Product Properties

Excitation and Emision Ranges	215 nm (EtOH)

Names and Identifiers

Canonical Smiles	CC1CCCC=CC2CC(CC2C(C=CC(=O)O1)O)O
IUPAC Name	(1R,2R,3E,7S,11E,13S,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one
InChIKey	KQNZDYYTLMIZCT-KQPMLPITSA-N
INCHI	1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1
Isomeric SMILES	C[C@H]1CCC/C=C/[C@@H]2C[C@@H](C[C@H]2[C@@H](/C=C/C(=O)O1)O)O
WGK Germany	3
RTECS	GY8410000
UN Number	2811
Molecular Weight	280.36
Beilstein	25191
Reaxy-Rn	30543489
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=30543489&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 Phenylpropanoids and polyketides
  - Class Macrolides and analogues

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Macrolides and analogues
Subclass	Not available
Intermediate Tree Nodes	Not available
Direct Parent	Macrolides and analogues
Alternative Parents	Enoate esters Secondary alcohols Lactones Cyclic alcohols and derivatives Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework	Aliphatic heteropolycyclic compounds
Substituents	Macrolide - Cyclic alcohol - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Lactone - Secondary alcohol - Carboxylic acid derivative - Oxacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Organooxygen compound - Alcohol - Aliphatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
External Descriptors	macrolide antibiotic
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)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

Discover Target: THRB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PRNP Tchem Prion protein (409 Activities)

Discover Target: PRNP

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAPK3 Tchem MAP kinase ERK1 (4725 Activities)

Discover Target: MAPK3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)

Discover Target: AKT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Homo sapiens (32628 Activities)

Lot Number	Certificate Type	Date	Item
C2627286	Certificate of Analysis	Mar 10, 2026	B102375
C2627287	Certificate of Analysis	Mar 10, 2026	B102375
C2627288	Certificate of Analysis	Mar 10, 2026	B102375
C2627290	Certificate of Analysis	Mar 10, 2026	B102375
J2326028	Certificate of Analysis	Oct 13, 2023	B102375
J2326029	Certificate of Analysis	Oct 13, 2023	B102375
J2326030	Certificate of Analysis	Oct 13, 2023	B102375
J2326031	Certificate of Analysis	Oct 13, 2023	B102375
B2224424	Certificate of Analysis	Jan 17, 2022	B102375
B2224433	Certificate of Analysis	Jan 17, 2022	B102375
B2224436	Certificate of Analysis	Jan 17, 2022	B102375
B2224440	Certificate of Analysis	Jan 17, 2022	B102375
H2105084	Certificate of Analysis	Mar 20, 2021	B102375

Solubility	Soluble in Methanol, Ethanol, Dichloromethane, DMSO, acetone or ethyl acetate
Sensitivity	light sensitive；Moisture sensitive；Heat sensitive
Specific Rotation[α]	93° (C=2,MeOH)
Melt Point(°C)	201-205°C
Molecular Weight	280.360 g/mol
XLogP3	2.000
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	0
Exact Mass	280.167 Da
Monoisotopic Mass	280.167 Da
Topological Polar Surface Area	66.800 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	388.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	2
Covalently-Bonded Unit Count	1

Brefeldin A - Moligand™,≥98%(HPLC),from Penicillium brefeldianum , CAS No.20350-15-6

Why this grade

Storage & shipping

Quality documents

Literature proof

Overview

Specifications

Documentation

📋 Safety Data Sheet (SDS)

✅ Certificate of Analysis (COA)

📊 Datasheet

🔬 Specification Sheet

Advanced Data

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