Find Isatidine manufacturers, exporters & distributors on PharmaCompass

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Chemistry

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Also known as: Retrorsine n-oxide, 15503-86-3, (5r,6s,9a1r,14ar,z)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methyl-2,7-dioxo-3,4,5,6,7,9,9a1,11,12,13,14,14a-dodecahydro-2h-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine 12-oxide, [1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-, 12-oxide, (3z,5r,6s,14ar,14br)-, Chebi:5977, Dtxsid4020747
Molecular Formula
C18H25NO7
Molecular Weight
367.4  g/mol
InChI Key
IDIMIWQPUHURPV-WTWIWYCDSA-N

Isatidine
1 2D Structure

Isatidine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1R,4Z,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
2.1.2 InChI
InChI=1S/C18H25NO7/c1-3-12-8-11(2)18(23,10-20)17(22)25-9-13-4-6-19(24)7-5-14(15(13)19)26-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-,19?/m1/s1
2.1.3 InChI Key
IDIMIWQPUHURPV-WTWIWYCDSA-N
2.1.4 Canonical SMILES
CC=C1CC(C(C(=O)OCC2=CC[N+]3(C2C(CC3)OC1=O)[O-])(CO)O)C
2.1.5 Isomeric SMILES
C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CC[N+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(CO)O)C
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Ret-no

2. Retrorsine N-oxide

2.2.2 Depositor-Supplied Synonyms

1. Retrorsine N-oxide

2. 15503-86-3

3. (5r,6s,9a1r,14ar,z)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methyl-2,7-dioxo-3,4,5,6,7,9,9a1,11,12,13,14,14a-dodecahydro-2h-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine 12-oxide

4. [1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-, 12-oxide, (3z,5r,6s,14ar,14br)-

5. Chebi:5977

6. Dtxsid4020747

7. Retrorsine-n-oxide , Hplc Grade

8. Zinc4098666

9. Mfcd00074872

10. Hy-116832

11. Cs-0066628

12. Q27106956

13. (3z,5r,6s,14ar,14br)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methyl-3,4,5,6,9,11,13,14,14a,14b-decahydro[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione 12-oxide

2.3 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 367.4 g/mol
Molecular Formula C18H25NO7
XLogP30
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Exact Mass367.16310214 g/mol
Monoisotopic Mass367.16310214 g/mol
Topological Polar Surface Area111 Ų
Heavy Atom Count26
Formal Charge0
Complexity673
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Metabolism/Metabolites

Isatidine is not converted into pyrrolic metabolites by isolated rat liver microsomes. It is, However, reduced to retrorsine in the intestinal tract of rats, possibly by the gut flora, thus accounting for the large increase in toxicity when isatidine is administered by mouth rather than parenterally.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V10 272 (1976)


4.2 Mechanism of Action

Levels of pyrrolic metabolites bound to liver tissues and responsible for hepatotoxicity in rats given pyrrolizidine alkaloids did not reflect rates of formation of such metabolites measured in vitro. In animals, additional factors could influence formation and tissue binding of pyrrolic metabolites, including detoxication of alkaloids by hydrolysis and chemical reactivity and stability of toxic metabolites.

PMID:6825198 Mattocks A et al;Chem-Biol Interact 43(2): 209 (1983)


REF. STANDARDS & IMPURITIES

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Looking for 15503-86-3 / Isatidine API manufacturers, exporters & distributors?

Isatidine manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Isatidine API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Isatidine manufacturer or Isatidine supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Isatidine manufacturer or Isatidine supplier.

PharmaCompass also assists you with knowing the Isatidine API Price utilized in the formulation of products. Isatidine API Price is not always fixed or binding as the Isatidine Price is obtained through a variety of data sources. The Isatidine Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Isatidine

Synonyms

Retrorsine n-oxide, 15503-86-3, (5r,6s,9a1r,14ar,z)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methyl-2,7-dioxo-3,4,5,6,7,9,9a1,11,12,13,14,14a-dodecahydro-2h-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine 12-oxide, [1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-, 12-oxide, (3z,5r,6s,14ar,14br)-, Chebi:5977, Dtxsid4020747

Cas Number

15503-86-3

Isatidine Manufacturers

A Isatidine manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Isatidine, including repackagers and relabelers. The FDA regulates Isatidine manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Isatidine API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Isatidine Suppliers

A Isatidine supplier is an individual or a company that provides Isatidine active pharmaceutical ingredient (API) or Isatidine finished formulations upon request. The Isatidine suppliers may include Isatidine API manufacturers, exporters, distributors and traders.

Isatidine GMP

Isatidine Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Isatidine GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Isatidine GMP manufacturer or Isatidine GMP API supplier for your needs.

Isatidine CoA

A Isatidine CoA (Certificate of Analysis) is a formal document that attests to Isatidine's compliance with Isatidine specifications and serves as a tool for batch-level quality control.

Isatidine CoA mostly includes findings from lab analyses of a specific batch. For each Isatidine CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Isatidine may be tested according to a variety of international standards, such as European Pharmacopoeia (Isatidine EP), Isatidine JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Isatidine USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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