Microcystin-RR - 10ug/ml , CAS No.111755-37-4

CAS: 111755-37-4 Cat. No.: M299668 Molecular Weight: 1038.218 EC Number: 621-470-9

GRADE & PURITY 10ug/ml

Synonyms

MCRR | MC-RR | SCHEMBL12105241 | Q27275898 | (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Product introduction：

Microcystin-RR is a microcystin generally produced by cyanobacteria.

Application：

Microcystin-RR may be used as an analytical reference standard for the quantification of the analyte in water samples using high-performance liquid chromatography with diode array detection (HPLC-DAD).

Specifications

Synonyms

MCRR | MC-RR | SCHEMBL12105241 | Q27275898 | (5R, 8S, 11R, 12S, 15S, 18S, 19S, 22R)-8, 15-bis[3-(diaminomethylideneamino)propyl]-18-[(1E, 3E, 5S, 6S)-6-methoxy-3, 5-dimethyl-7-phenylhepta-1, 3-dienyl]-1, 5, 12, 19-tetramethyl-2-methylidene-3, 6, 9, 13, 16, 20, 25-heptaoxo-1, 4,

Specifications & Purity

10ug/ml

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.

Names and Identifiers

• Canonical Smiles: CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CCCN=C(N)N)C(=O)O)C)CCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• InChIKey: JIGDOBKZMULDHS-UUHBQKJESA-N
• INCHI: 1S/C49H75N13O12/c1-26(24-27(2)37(74-8)25-32-14-10-9-11-15-32)18-19-33-28(3)40(64)60-36(46(70)71)20-21-38(63)62(7)31(6)43(67)56-30(5)42(66)59-35(17-13-23-55-49(52)53)45(69)61-39(47(72)73)29(4)41(65)58-34(44(68)57-33)16-12-22-54-48(50)51/h9-11,14-15,18-19,24,27-30,33-37,39H,6,12-13,16-17,20-23,25H2,1-5,7-8H3,(H,56,67)(H,57,68)(H,58,65)(H,59,66)(H,60,64)(H,61,69)(H,70,71)(H,72,73)(H4,50,51,54)(H4,52,53,55)/b19-18+,26-24+/t27-,28-,29-,30+,33-,34-,35-,36+,37-,39+/m0/s1
• Isomeric SMILES: C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CCCN=C(N)N)C(=O)O)C)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
• WGK Germany: WGK 2
• Molecular Weight: 1038.218
• Reaxy-Rn: 32937221
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32937221&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Peptidomimetics
      • Subclass Hybrid peptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Peptidomimetics
• Subclass: Hybrid peptides
• Intermediate Tree Nodes: Not available
• Direct Parent: Hybrid peptides
• Alternative Parents: Oligopeptides Macrolactams Beta amino acids and derivatives Alpha amino acids and derivatives Benzene and substituted derivatives Dicarboxylic acids and derivatives Tertiary carboxylic acid amides Secondary carboxylic acid amides Guanidines Lactams Dialkyl ethers Carboxylic acids Carboximidamides Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Organic oxides Carbonyl compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Cyclic hybrid peptide - Alpha-oligopeptide - Macrolactam - Beta amino acid or derivatives - Alpha-amino acid or derivatives - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Tertiary carboxylic acid amide - Carboxamide group - Guanidine - Lactam - Secondary carboxylic acid amide - Carboxylic acid derivative - Carboxylic acid - Dialkyl ether - Ether - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Hydrocarbon derivative - Organopnictogen compound - Carbonyl group - Organic oxide - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hybrid peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Sensitivity: light sensitive
• Molecular Weight: 1038.200 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 17
• Exact Mass: 1037.57 Da
• Monoisotopic Mass: 1037.57 Da
• Topological Polar Surface Area: 408.000 Ų
• Heavy Atom Count: 74
• Formal Charge: 0
• Complexity: 2120.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• 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

References

1. Jingjia Ye, Zhengfa Wen, Tianxin Wu, Liangliang Chen, Lingchao Sheng, Chenhuan Wang, Chong Teng, Bingbing Wu, Jian Xu, Wei Wei.  (2023)  Single-Cell Sequencing Reveals the Optimal Time Window for Anti-Inflammatory Treatment in Spinal Cord Injury.  Advanced Biology,      [PMID:37085744] [10.1002/adbi.202300098]

2. Jingjia Ye, Shuang Jin, Wanxiong Cai, Xiangfeng Chen, Hanyu Zheng, Tianfang Zhang, Wujie Lu, Xiaojian Li, Chengzhen Liang, Qixin Chen, Yaxian Wang, Xiaosong Gu, Bin Yu, Zuobing Chen, Xuhua Wang.  (2021)  Rationally Designed, Self-Assembling, Multifunctional Hydrogel Depot Repairs Severe Spinal Cord Injury.  Advanced Healthcare Materials,  10  (13): (2100242).  [PMID:34029000] [10.1002/adhm.202100242]

3. Long Wu, Luyao Jiao, Danni Xue, Yueqing Li, Yu Han, Wei Ouyang, Qi Chen.  (2024)  Nanozyme and bifunctional nanobody-based colorimetric-SERS dual-mode Immunosensor for microcystin-LR detection.  FOOD CHEMISTRY,      [PMID:39396471] [10.1016/j.foodchem.2024.141574]

4. Wei Zeng, Mingrui Lu, Long Wu, Xin Gao, Qi Chen, Sihang Zhang.  (2025)  Nanozyme mediated Raman-NLISA dual-modal immunosensor for accurate and sensitive detection of microcystin-LR.  FOOD CHEMISTRY,      [PMID:40311568] [10.1016/j.foodchem.2025.144480]