Dolastatin 15 - ≥98% , CAS No.123884-00-4

CAS: 123884-00-4 Cat. No.: D339274 Molecular Weight: 837.06

GRADE & PURITY ≥98%

Synonyms

J9ZKS885H5 | MFCD00236968 | L-Proline, 1-(1-(N-(N-(N,N-dimethyl-L-valyl)-L-valyl)-N-methyl-L-valyl)-L-propyl)-, 1-((2,5-dihydro-3-methoxy-5-oxo-2-(phenylmethyl)-1H-pyrrol-1-yl)carbonyl)-2-methylpropyl ester, (S-(R*,R*))- | HY-P1126 | AKOS040741663 | Dolas

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Dolastatin 15 is a member of the dolastatin family. Dolastatins are marine natural products isolated from the sea hare|Dolabella auricularia|with a structure related to Dolastin 10. Dolastatin 15 is an anti-neoplastic pseudopeptide that inhibits Tubulin-dependent GTP hydrolysis to Tubulin but has been shown to bind to the RZX/MAY region. The compound acts as a weak Tubulin inhibitor by binding to the vinca domain of tubulin and induces apoptosis through Bcl-2 phosphorylation in several malignant cell types. Potent inhibitor of the proliferation of murine and cancer cell lines as well as that of hematopoietic progenitor cells. When added to leukemia cultures Dolastin 15 inhibited both immunoglobulin production and cell proliferation.

Specifications

Synonyms

J9ZKS885H5 | MFCD00236968 | L-Proline, 1-(1-(N-(N-(N, N-dimethyl-L-valyl)-L-valyl)-N-methyl-L-valyl)-L-propyl)-, 1-((2, 5-dihydro-3-methoxy-5-oxo-2-(phenylmethyl)-1H-pyrrol-1-yl)carbonyl)-2-methylpropyl ester, (S-(R*, R*))- | HY-P1126 | AKOS040741663 | Dolas

Specifications & Purity

≥98%

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

≥98%

Names and Identifiers

• Pubchem Sid: 504765092
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765092
• Canonical Smiles: CC(C)C(C(=O)N(C)C(C(C)C)C(=O)N1CCCC1C(=O)N2CCCC2C(=O)OC(C(C)C)C(=O)N3C(C(=CC3=O)OC)CC4=CC=CC=C4)NC(=O)C(C(C)C)N(C)C
• IUPAC Name: [(2S)-1-[(2S)-2-benzyl-3-methoxy-5-oxo-2H-pyrrol-1-yl]-3-methyl-1-oxobutan-2-yl] (2S)-1-[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-(dimethylamino)-3-methylbutanoyl]amino]-3-methylbutanoyl]-methylamino]-3-methylbutanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylate
• InChIKey: LQKSHSFQQRCAFW-CCVNJFHASA-N
• INCHI: 1S/C45H68N6O9/c1-26(2)36(46-40(53)37(27(3)4)47(9)10)42(55)48(11)38(28(5)6)43(56)49-22-16-20-31(49)41(54)50-23-17-21-32(50)45(58)60-39(29(7)8)44(57)51-33(34(59-12)25-35(51)52)24-30-18-14-13-15-19-30/h13-15,18-19,25-29,31-33,36-39H,16-17,20-24H2,1-12H3,(H,46,53)/t31-,32-,33-,36-,37-,38-,39-/m0/s1
• Isomeric SMILES: CC(C)[C@@H](C(=O)N(C)[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=O)O[C@@H](C(C)C)C(=O)N3[C@H](C(=CC3=O)OC)CC4=CC=CC=C4)NC(=O)[C@H](C(C)C)N(C)C
• WGK Germany: 3
• Molecular Weight: 837.06
• Reaxy-Rn: 25806862
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25806862&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Peptidomimetics
      • Subclass Depsipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Peptidomimetics
• Subclass: Depsipeptides
• Intermediate Tree Nodes: Not available
• Direct Parent: Depsipeptides
• Alternative Parents: Valine and derivatives Alpha amino acid esters N-acyl-alpha amino acids Proline and derivatives Alpha amino acid amides Pyrrolidinecarboxamides Pyrrolidine carboxylic acids N-acylpyrrolidines Benzene and substituted derivatives N-acyl amines N-substituted carboxylic acid imides Vinylogous esters Tertiary carboxylic acid amides Dicarboximides Pyrrolines Carboxylic acid esters Secondary carboxylic acid amides Trialkylamines Monocarboxylic acids and derivatives Azacyclic compounds Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Depsipeptide - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Valine or derivatives - Proline or derivatives - N-acyl-alpha-amino acid - Alpha-amino acid amide - Alpha-amino acid or derivatives - Pyrrolidine-2-carboxamide - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine carboxylic acid - N-acylpyrrolidine - Monocyclic benzene moiety - Carboxylic acid imide, n-substituted - Benzenoid - Fatty amide - N-acyl-amine - Fatty acyl - Carboxylic acid imide - Dicarboximide - Vinylogous ester - Tertiary carboxylic acid amide - Pyrroline - Pyrrolidine - Amino acid or derivatives - Secondary carboxylic acid amide - Tertiary amine - Carboxamide group - Carboxylic acid ester - Tertiary aliphatic amine - Carboxylic acid derivative - Azacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organic oxide - Organopnictogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids), commonly but not necessarily regularly alternating.
• 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

Associated Targets(Human)

HT-29 (80576 Activities)

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MCF7 (126967 Activities)

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NCI-H460 (60772 Activities)

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Jurkat (10389 Activities)

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Panel leukemia (Carcinoma cell lines) (209 Activities)

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Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

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CTLL (28 Activities)

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L1210 (27553 Activities)

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P388 (20296 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO, and methanol.
• Refractive Index: n20D1.57
• Boil Point(°C): 954.01° C at 760 mmHg
• Molecular Weight: 837.100 g/mol
• XLogP3: 5.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 18
• Exact Mass: 836.505 Da
• Monoisotopic Mass: 836.505 Da
• Topological Polar Surface Area: 166.000 Ų
• Heavy Atom Count: 60
• Formal Charge: 0
• Complexity: 1600.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1