Concanamycin A（CMA） - ≥98% , CAS No.80890-47-7

CAS: 80890-47-7 Cat. No.: C102380 Molecular Weight: 866.09 Beilstein Registry Number: 3560277 EC Number: 620-709-4 PubChem CID: 6438151

GRADE & PURITY ≥98%

Synonyms

DJZCTUVALDDONK-HQMSUKCRSA-N | Folimycin | concanamycin a | HY-N1724 | AKOS024457223 | CHEBI:73167 | Q27140357 | Oxacyclooctadeca-3,5,13,15-tetraen-2-one, 18-((1S,2R,3S)-3-((2R,4R,5S,6R)-4-((4-O-(aminocarbonyl)-2,6-dideoxy-beta-D-arbino-hexopyranosyl)oxy)t

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Macrolide type antibiotic, ATPase inhibitor, having antiproliferative, antifungal and antimalarial effects.

Specifications

Synonyms

DJZCTUVALDDONK-HQMSUKCRSA-N | Folimycin | concanamycin a | HY-N1724 | AKOS024457223 | CHEBI:73167 | Q27140357 | Oxacyclooctadeca-3, 5, 13, 15-tetraen-2-one, 18-((1S, 2R, 3S)-3-((2R, 4R, 5S, 6R)-4-((4-O-(aminocarbonyl)-2, 6-dideoxy-beta-D-arbino-hexopyranosyl)oxy)t

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Potent, selective vacuolar-type H + -ATPase inhibitor (K i = 0.02 nM). Macrolide antibiotic agent. Concanamycin B and C analog. Shows antiproliferative and potent antifungal effects. Shows antimalarial effects in vi

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.

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

• Canonical Smiles: CCC1C(C(CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C2(CC(C(C(O2)C=CC)C)OC3CC(C(C(O3)C)OC(=O)N)O)O)O)OC)C)C)O
• IUPAC Name: [(2R,3S,4R,6R)-6-[(2R,4R,5S,6R)-2-[(2S,3R,4S)-4-[(2R,3S,4E,6E,9R,10S,11S,12R,13R,14E,16Z)-11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate
• InChIKey: DJZCTUVALDDONK-HQMSUKCRSA-N
• INCHI: 1S/C46H75NO14/c1-13-16-34-28(7)37(58-38-22-33(48)43(31(10)57-38)60-45(47)53)23-46(54,61-34)30(9)41(51)29(8)42-35(55-11)18-15-17-24(3)19-26(5)39(49)32(14-2)40(50)27(6)20-25(4)21-36(56-12)44(52)59-42/h13,15-18,20-21,26-35,37-43,48-51,54H,14,19,22-23H2,1-12H3,(H2,47,53)/b16-13+,18-15+,24-17+,25-20+,36-21-/t26-,27-,28-,29+,30+,31-,32+,33-,34-,35+,37-,38+,39+,40-,41-,42-,43-,46-/m1/s1
• Isomeric SMILES: CC[C@H]1[C@H]([C@@H](C/C(=C/C=C/[C@@H]([C@H](OC(=O)/C(=C/C(=C/[C@H]([C@H]1O)C)/C)/OC)[C@@H](C)[C@H]([C@H](C)[C@]2(C[C@H]([C@@H]([C@H](O2)/C=C/C)C)O[C@H]3C[C@H]([C@@H]([C@H](O3)C)OC(=O)N)O)O)O)OC)/C)C)O
• WGK Germany: 3
• RTECS: CB9732000
• PubChem CID: 6438151
• UN Number: 3462
• Molecular Weight: 866.09
• Beilstein: 3560277

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: O-glycosyl compounds Monosaccharides Oxanes Carbamate esters Enoate esters Organic carbonic acids and derivatives Secondary alcohols Lactones Hemiacetals Oxacyclic compounds Monocarboxylic acids and derivatives Acetals Dialkyl ethers Organic oxides Hydrocarbon derivatives Carbonyl compounds Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Macrolide - Glycosyl compound - O-glycosyl compound - Monosaccharide - Oxane - Carbamic acid ester - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Hemiacetal - Lactone - Carbonic acid derivative - Secondary alcohol - Organoheterocyclic compound - Oxacycle - Carboxylic acid derivative - Acetal - Monocarboxylic acid or derivatives - Dialkyl ether - Ether - Organonitrogen compound - Alcohol - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Aliphatic heteromonocyclic 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: carbamate ester - concanamycin

Data sources

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

Associated Targets(non-human)

Saccharomyces cerevisiae (19171 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Concanamycin A is reported to be soluble in chloroform, methanol, ethanol, acetone, ethyl acetate, and DMSO.Concanamycin A is not soluble in water.
• Sensitivity: Moisture sensitive;Light sensitive
• Molecular Weight: 866.100 g/mol
• XLogP3: 6.000
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 12
• Exact Mass: 865.519 Da
• Monoisotopic Mass: 865.519 Da
• Topological Polar Surface Area: 226.000 Ų
• Heavy Atom Count: 61
• Formal Charge: 0
• Complexity: 1580.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 18
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 5
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 5
• Covalently-Bonded Unit Count: 1

References

1. Chen Xiuxiu, Jin Songsong, Du Hong, Liu Zebin, Hou Congcong, Tang Ling, Wang Yuanyuan, Wang Yuxi, Yang Zhaolin, Zhao Tong, Ma Jinying, Zhang Lanjun, Li Meijing, Qi Dongdong, Li Wenlong, Wang Xiaohua, Sun Runze, Moore John P., Liu Yongxiu, Lin Jinxing, Deng Xin.  (2025)  Plasma membrane CYBDOM proteins catalyse apoplastic AsA regeneration and interact with RbohD to activate autophagy and drought tolerance in plants.  Nature Plants,      [PMID:40750697] [10.1038/s41477-025-02057-y]