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Synopsis

Synopsis

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Chemistry

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Also known as: Aplidine, Aplidin, 137219-37-5, Dehydrodidemnin b, Y76id234hw, Chebi:90205
Molecular Formula
C57H87N7O15
Molecular Weight
1110.3  g/mol
InChI Key
UUSZLLQJYRSZIS-LXNNNBEUSA-N
FDA UNII
Y76ID234HW

Plitidepsin
Plitidepsin is a cyclic depsipeptide isolated from the marine tunicate Aplidium albicans. Plitidepsin displays a broad spectrum of antitumor activities, inducing apoptosis by triggering mitochondrial cytochrome c release, initiating the Fas/DC95, JNK pathway and activating caspase 3 activation. This agent also inhibits elongation factor 1-a, thereby interfering with protein synthesis, and induces G1 arrest and G2 blockade, thereby inhibiting tumor cell growth.
1 2D Structure

Plitidepsin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-N-[(2R)-1-[[(3S,6S,8S,12S,13R,16S,17R,20S,23S)-13-[(2S)-butan-2-yl]-12-hydroxy-20-[(4-methoxyphenyl)methyl]-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo[21.3.0]hexacosan-16-yl]amino]-4-methyl-1-oxopentan-2-yl]-N-methyl-1-(2-oxopropanoyl)pyrrolidine-2-carboxamide
2.1.2 InChI
InChI=1S/C57H87N7O15/c1-15-33(8)46-44(66)29-45(67)79-49(32(6)7)48(68)34(9)50(69)58-39(26-30(2)3)54(73)64-25-17-19-41(64)56(75)62(13)43(28-37-20-22-38(77-14)23-21-37)57(76)78-36(11)47(52(71)59-46)60-51(70)42(27-31(4)5)61(12)55(74)40-18-16-24-63(40)53(72)35(10)65/h20-23,30-34,36,39-44,46-47,49,66H,15-19,24-29H2,1-14H3,(H,58,69)(H,59,71)(H,60,70)/t33-,34-,36+,39-,40-,41-,42+,43-,44-,46+,47-,49-/m0/s1
2.1.3 InChI Key
UUSZLLQJYRSZIS-LXNNNBEUSA-N
2.1.4 Canonical SMILES
CCC(C)C1C(CC(=O)OC(C(=O)C(C(=O)NC(C(=O)N2CCCC2C(=O)N(C(C(=O)OC(C(C(=O)N1)NC(=O)C(CC(C)C)N(C)C(=O)C3CCCN3C(=O)C(=O)C)C)CC4=CC=C(C=C4)OC)C)CC(C)C)C)C(C)C)O
2.1.5 Isomeric SMILES
CC[C@H](C)[C@@H]1[C@H](CC(=O)O[C@H](C(=O)[C@@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N([C@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)[C@@H](CC(C)C)N(C)C(=O)[C@@H]3CCCN3C(=O)C(=O)C)C)CC4=CC=C(C=C4)OC)C)CC(C)C)C)C(C)C)O
2.2 Other Identifiers
2.2.1 UNII
Y76ID234HW
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aplidin

2. Aplidine

3. Dehydrodidemnin B

2.3.2 Depositor-Supplied Synonyms

1. Aplidine

2. Aplidin

3. 137219-37-5

4. Dehydrodidemnin B

5. Y76id234hw

6. Chebi:90205

7. Plitidepsin (inn)

8. Plitidepsin [inn]

9. (2s)-n-[(2r)-1-[[(3s,6s,8s,12s,13r,16s,17r,20s,23s)-13-[(2s)-butan-2-yl]-12-hydroxy-20-[(4-methoxyphenyl)methyl]-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo[21.3.0]hexacosan-16-yl]amino]-4-methyl-1-oxopentan-2-yl]-n-methyl-1-(2-oxopropanoyl)pyrrolidine-2-carboxamide

10. Plitidepsin [inn:ban]

11. Plitidepsina

12. Plitidepsine

13. Plitidepsium

14. Unii-y76id234hw

15. Aplidine [mi]

16. Plitidepsin [mi]

17. Plitidepsin [mart.]

18. Plitidepsin [who-dd]

19. Didemnin A, N-(1-(1,2-dioxopropyl)-l-prolyl)-

20. Chembl451930

21. 2-9-didemnin B, 2-(1-(1,2-dioxopropyl)-l-proline)-

22. Schembl13413427

23. Gtpl11396

24. (s)-n-((r)-1-(((3s,6r,7s,10r,11s,15s,17s,20s,25as)-10-((s)-sec-butyl)-11-hydroxy-20-isobutyl-15-isopropyl-3-(4-methoxybenzyl)-2,6,17-trimethyl-1,4,8,13,16,18,21-heptaoxodocosahydro-15h-pyrrolo[2,1-f][1,15]dioxa[4,7,10,20]tetraazacyclotricosin-7-yl)amino)-4-methyl-1-oxopentan-2-yl)-n-methyl-1-(2-oxopropanoyl)pyrrolidine-2-carboxamide

25. At23636

26. Db04977

27. Hy-16050

28. Cs-0006129

29. D11032

30. Q4779975

31. Y-100032

32. (2s)-n-[(2r)-1-[[(3s,6s,8s,12s,13r,16s,17r,20s,23s)-13-[(2s)-butan-2-yl]-12-hydroxy-20-[(4-methoxyphenyl) Methyl]-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo[21.3.0]hexacosan-16-yl]amino]-4-methyl-1-oxopentan-2-yl]-n-methyl-1-(2-oxopropanoyl)pyrrolidine-2-carboxamide

33. 1-(2-oxopropanoyl)-l-prolyl-n-[(3s,6r,7s,10r,11s,15s,17s,20s,25as)-10-[(2s)-butan-2-yl]-11-hydroxy-3-(4-methoxybenzyl)-2,6,17-trimethyl-20-(2-methylpropyl)-1,4,8,13,16,18,21-heptaoxo-15-(propan-2-yl)docosahydro-15h-pyrrolo[2,1-f][1,15,4,7,10,20]dioxatetraazacyclotricosin-7-yl]-n(2)-methyl-d-leucinamide

34. 3,6-anhydro(n-((2s,4s)-4-((3s,4r,5s)-3-hydroxy-4-((n-(2-oxopropanoyl)-l-prolyl-n-methyl-d-leucyl-l-threonyl)amino)-5-methylheptanoyloxy)-2,5-dimethyl-3-oxohexanoyl)-l-leucyl-l-prolyl-n,o-dimethyl-l-tyrosine)

35. L-tyrosine, 1-(1,2-dioxopropyl)-l-prolyl-n-methyl-d-leucyl-l-threonyl-(3s,4r,5s)-4-amino-3-hydroxy-5-methylheptanoyl-(2s,4s)-4-hydroxy-2,5-dimethyl-3-oxohexanoyl-l-leucyl-l-prolyl-n,o-dimethyl-, (8-3)-lactone

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 1110.3 g/mol
Molecular Formula C57H87N7O15
XLogP35.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count15
Rotatable Bond Count15
Exact Mass1109.62601509 g/mol
Monoisotopic Mass1109.62601509 g/mol
Topological Polar Surface Area285 Ų
Heavy Atom Count79
Formal Charge0
Complexity2200
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Intended for the treatment of various forms of cancer.


5 Pharmacology and Biochemistry
5.1 ATC Code

L - Antineoplastic and immunomodulating agents

L01 - Antineoplastic agents

L01X - Other antineoplastic agents

L01XX - Other antineoplastic agents

L01XX57 - Plitidepsin


5.2 Metabolism/Metabolites

Hepatic


5.3 Mechanism of Action

Aplidine inhibits the growth and induces apoptosis in MOLT-4 cells through the indirect inhibition of VEGF secretion which blocks the VEGF/VEGFR-1 autocrine loop necessary for the growth of these cells.


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ABOUT THIS PAGE

Plitidepsin Manufacturers

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

click here to find a list of Plitidepsin manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Plitidepsin Suppliers

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

click here to find a list of Plitidepsin suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Plitidepsin USDMF

A Plitidepsin DMF (Drug Master File) is a document detailing the whole manufacturing process of Plitidepsin active pharmaceutical ingredient (API) in detail. Different forms of Plitidepsin DMFs exist exist since differing nations have different regulations, such as Plitidepsin USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Plitidepsin DMF submitted to regulatory agencies in the US is known as a USDMF. Plitidepsin USDMF includes data on Plitidepsin's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Plitidepsin USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Plitidepsin suppliers with USDMF on PharmaCompass.

Plitidepsin GMP

Plitidepsin 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 Plitidepsin 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 Plitidepsin GMP manufacturer or Plitidepsin GMP API supplier for your needs.

Plitidepsin CoA

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

Plitidepsin CoA mostly includes findings from lab analyses of a specific batch. For each Plitidepsin 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.

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