seco Rapamycin Sodium Salt - ≥80% , CAS No.148554-65-8

CAS: 148554-65-8 Cat. No.: S329260 Molecular Weight: 936.15 PubChem CID: 71772273

GRADE & PURITY ≥80%

Synonyms

[2R-[2α,2(S*),3α,6β[2S*,3E,5E,7E,9S*,11R*,13R*,14R*,15E,17R*,19E/Z,21R*,22(1S*,3R*,4R*)]]]-1-[Oxo[tetrahydro-2-hydroxy-6-[14-hydroxy-22-(4-hydroxy-3-methoxycyclohexyl)-2,13-dimethoxy-3,9,11,15,17,21-hexamethyl-12,18-dioxo-3,5,7,15,19-docosapentaenyl]-3-me

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

seco Rapamycin Sodium Salt is a decomposition product of Rapamycin which can function as an antifungal agent. seco Rapamycin Sodium Salt is the open ring conformation of Rapamycin. Studies suggest that seco Rapamycin Sodium Salt is impermeable to the apical membrane in Caco-2 cells. It has also been observed that seco Rapamycin Sodium Salt can be secreted across the apical membrane, which can be inhibited by the P-gp inhibitor, LY335979. In contrast, Rapamycin is cell permeable and can functions as a CYP3A4/P-gp substrate.

Specifications

Synonyms

[2R-[2α, 2(S*), 3α, 6β[2S*, 3E, 5E, 7E, 9S*, 11R*, 13R*, 14R*, 15E, 17R*, 19E/Z, 21R*, 22(1S*, 3R*, 4R*)]]]-1-[Oxo[tetrahydro-2-hydroxy-6-[14-hydroxy-22-(4-hydroxy-3-methoxycyclohexyl)-2, 13-dimethoxy-3, 9, 11, 15, 17, 21-hexamethyl-12, 18-dioxo-3, 5, 7, 15, 19-docosapentaenyl]-3-me

Specifications & Purity

≥80%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥80%

Names and Identifiers

• Canonical Smiles: CC1CCC(OC1(C(=O)C(=O)N2CCCCC2C(=O)[O-])O)CC(C(=CC=CC=CC(C)CC(C)C(=O)C(C(C(=CC(C)C(=O)C=CC(C)CC3CCC(C(C3)OC)O)C)O)OC)C)OC.[Na+]
• IUPAC Name: sodium;(2S)-1-[2-[(2R,3R,6S)-2-hydroxy-6-[(2S,3E,5E,7E,9S,11R,13R,14R,15E,17R,19E,21R)-14-hydroxy-22-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-2,13-dimethoxy-3,9,11,15,17,21-hexamethyl-12,18-dioxodocosa-3,5,7,15,19-pentaenyl]-3-methyloxan-2-yl]-2-oxoacetyl]piperidine-2-carboxylate
• InChIKey: DNMSBJYMPJMFNS-OWGFPTNRSA-M
• INCHI: 1S/C51H79NO13.Na/c1-31(26-35(5)45(55)47(64-10)46(56)36(6)28-34(4)41(53)23-19-32(2)27-38-21-24-42(54)44(29-38)63-9)16-12-11-13-17-33(3)43(62-8)30-39-22-20-37(7)51(61,65-39)48(57)49(58)52-25-15-14-18-40(52)50(59)60;/h11-13,16-17,19,23,28,31-32,34-35,37-40,42-44,46-47,54,56,61H,14-15,18,20-22,24-27,29-30H2,1-10H3,(H,59,60);/q;+1/p-1/b13-11+,16-12+,23-19+,33-17+,36-28+;/t31-,32+,34-,35-,37-,38+,39+,40+,42-,43+,44-,46-,47+,51-;/m1./s1
• Isomeric SMILES: C[C@@H]1CC[C@H](O[C@]1(C(=O)C(=O)N2CCCC[C@H]2C(=O)[O-])O)C[C@@H](/C(=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@@H]([C@@H](/C(=C/[C@@H](C)C(=O)/C=C/[C@H](C)C[C@@H]3CC[C@H]([C@@H](C3)OC)O)/C)O)OC)/C)OC.[Na+]
• PubChem CID: 71772273
• Molecular Weight: 936.15

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 N-acyl-alpha amino acids and derivatives
              • Level8 N-acyl-alpha amino acids
                • Level9 N-acyl-L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - N-acyl-alpha amino acids and derivatives - N-acyl-alpha amino acids
• Direct Parent: N-acyl-L-alpha-amino acids
• Alternative Parents: Piperidinecarboxylic acids N-acylpiperidines Cyclohexanols Oxanes Beta-hydroxy ketones Monosaccharides Tertiary carboxylic acid amides Acryloyl compounds Alpha-hydroxy ketones Enones Carboxylic acid salts Cyclic alcohols and derivatives Hemiacetals Oxacyclic compounds Azacyclic compounds Carboxylic acids Dialkyl ethers Monocarboxylic acids and derivatives Organopnictogen compounds Organic sodium salts Organic oxides Organonitrogen compounds Organic zwitterions Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: N-acyl-l-alpha-amino acid - N-acyl-piperidine - Piperidinecarboxylic acid - Cyclohexanol - Monosaccharide - Beta-hydroxy ketone - Oxane - Piperidine - Acryloyl-group - Alpha-hydroxy ketone - Enone - Tertiary carboxylic acid amide - Alpha,beta-unsaturated ketone - Cyclic alcohol - Secondary alcohol - Carboxylic acid salt - Carboxamide group - Ketone - Hemiacetal - Monocarboxylic acid or derivatives - Oxacycle - Dialkyl ether - Azacycle - Ether - Organoheterocyclic compound - Carboxylic acid - Organic alkali metal salt - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organic zwitterion - Organic salt - Organic sodium salt - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.
• 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

• Solubility: Solubility: Soluble in Methanol and Water
• Melt Point(°C): 120-122° C
• Molecular Weight: 936.200 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 24
• Exact Mass: 935.537 Da
• Monoisotopic Mass: 935.537 Da
• Topological Polar Surface Area: 209.000 Ų
• Heavy Atom Count: 66
• Formal Charge: 0
• Complexity: 1760.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 14
• 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: 2

XLogP3