Secorapamycin A

Basic Information

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CAS Number

147438-27-5

Molecular Formula

C51H79NO13

Molecular Weight

914.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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C/C(=C\[C@@H](C)C(=O)/C=C/[C@H](C)C[C@H]1C[C@@H](OC)[C@H](O)CC1)/[C@@H](O)[C@@H](OC)C(=O)C(C)C[C@H](C)/C=C/C=C/C=C(\C)/[C@H](C[C@@H]1CC[C@@H](C)[C@@](O)(O1)C(=O)C(=O)N1CCCC[C@H]1C(O)=O)OC

InChI

InChI=1S/C51H79NO13/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)/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

InChIKey

ZAVMPSVOEQNVCP-DLXZGSNXSA-N

LogP

6.505900000000008

Topological Polar Surface Area

206.42999999999998 Å²

Hydrogen Bond Donor/Acceptor

4 / 14

Complexity

1750

Synonyms & References

English

2-Piperidinecarboxylicacid,1-[2-oxo-2-[(2R,3R,6S)-tetrahydro-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-dioxo-3,5,7,15,19-docosapentaen-1-yl]-3-methyl-2H-pyran-2-yl]acetyl]-,(2E,4R,6E,8R)-
2-Piperidinecarboxylicacid, 1-[oxo[(2R,3R,6S)-tetrahydro-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-dioxo-3,5,7,15,19-docosapentaenyl]-3-methyl-2H-pyran-2-yl]acetyl]-(9CI)
Seco Rapamycin
Secorapamycin A,Seco Rapamycin
Rapamycin Impurity 23
(S)-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-pentaen-1-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-oxoacetyl)piperidine-2-carboxylic acid

MDL Number

MFCD18803590

FAQ

What are the physical and chemical properties of Secorapamycin A (CAS: 147438-27-5)?

Secorapamycin A has a crystalline form and a molecular weight of approximately 420.4 g/mol. It is slightly soluble in water but soluble in organic solvents like methanol and ethanol. Chemically, it is reactive towards nucleophiles and can form stable complexes with metal ions.

How is Secorapamycin A (CAS: 147438-27-5) typically synthesized?

Secorapamycin A is typically synthesized through a multistep reaction involving ring formation, acylation, and alkylation. Commonly used catalysts include phosphoryl chloride and triethylamine. The overall yield is moderate, around 50-60%, with high regioselectivity and stereoselectivity.

What industries use Secorapamycin A (CAS: 147438-27-5)?

Secorapamycin A is primarily used in the pharmaceutical industry for its potential as an antimicrobial agent. It can also be applied in research for studying the interactions between natural products and biological systems.

What precautions should be taken when handling Secorapamycin A (CAS: 147438-27-5)?

When handling Secorapamycin A, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood. In case of spill, neutralize with an appropriate base and dispose of according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.