Duocarmycin SA - ≥98% , CAS No.130288-24-3

CAS: 130288-24-3 Cat. No.: D651403 Molecular Weight: 477.47 PubChem CID: 115369

GRADE & PURITY ≥98%

Synonyms

SCHEMBL61916 | DTXSID30926663 | AKOS032946598 | Cyclopropa(c)pyrrolo(3,2-e)indole-6-carboxylic acid, 1,2,4,5,8,8a-hexahydro-4-oxo-2-((5,6,7-trimethoxy-1H-indol-2-yl)carbonyl)-, methyl ester, (7bR)- | Antibiotic DC113 | duocarmycin sa | duocarmycinsa | (+)

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Duocarmycin SA is a potent antitumor antibiotic with an IC 50 of 10 pM Duocarmycin SA is an extremely potent cytotoxic agent capable of inducing a sequence-selective alkylation of duplex DNA. Duocarmycin SA demonstrates synergistic cytotoxicity against glioblastoma multiforme (GBM) cells treated with proton radiation in vitro .

Form:Solid

IC50& Target:Duocarmycins

Specifications

Synonyms

SCHEMBL61916 | DTXSID30926663 | AKOS032946598 | Cyclopropa(c)pyrrolo(3, 2-e)indole-6-carboxylic acid, 1, 2, 4, 5, 8, 8a-hexahydro-4-oxo-2-((5, 6, 7-trimethoxy-1H-indol-2-yl)carbonyl)-, methyl ester, (7bR)- | Antibiotic DC113 | duocarmycin sa | duocarmycinsa | (+)

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Duocarmycin SA is an orally active antitumor antibiotic with an IC 50 of 10 pM. Duocarmycin SA is an extremely potent cytotoxic agent capable of inducing a sequence-selective alkylation of duplex DNA. Duocarmycin SA demonstrates synergistic cytotoxic

Storage

Store at -20°C, Argon charged

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

• Canonical Smiles: COC1=C(C(=C2C(=C1)C=C(N2)C(=O)N3CC4CC45C3=CC(=O)C6=C5C=C(N6)C(=O)OC)OC)OC
• IUPAC Name: methyl (1R,12S)-7-oxo-10-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-triene-4-carboxylate
• InChIKey: VQNATVDKACXKTF-XELLLNAOSA-N
• INCHI: 1S/C25H23N3O7/c1-32-17-6-11-5-14(26-19(11)22(34-3)21(17)33-2)23(30)28-10-12-9-25(12)13-7-15(24(31)35-4)27-20(13)16(29)8-18(25)28/h5-8,12,26-27H,9-10H2,1-4H3/t12-,25-/m1/s1
• Isomeric SMILES: COC1=C(C(=C2C(=C1)C=C(N2)C(=O)N3C[C@H]4C[C@@]45C3=CC(=O)C6=C5C=C(N6)C(=O)OC)OC)OC
• PubChem CID: 115369
• Molecular Weight: 477.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolecarboxamides and derivatives
• Alternative Parents: N-acylpiperidines Indoles Pyrrole carboxamides 2-heteroaryl carboxamides Anisoles N-acylpyrrolidines Aryl ketones Alkyl aryl ethers Substituted pyrroles Vinylogous amides Tertiary carboxylic acid amides Methyl esters Heteroaromatic compounds Monocarboxylic acids and derivatives Azacyclic compounds Organopnictogen compounds Organic oxides Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolecarboxamide derivative - Indole - N-acyl-piperidine - Anisole - 2-heteroaryl carboxamide - N-acylpyrrolidine - Pyrrole-2-carboxamide - Pyrrole-2-carboxylic acid or derivatives - Aryl ketone - Alkyl aryl ether - Benzenoid - Substituted pyrrole - Piperidine - Methyl ester - Tertiary carboxylic acid amide - Pyrrolidine - Pyrrole - Heteroaromatic compound - Vinylogous amide - Carboxylic acid ester - Carboxamide group - Ketone - Carboxylic acid derivative - Azacycle - Ether - Monocarboxylic acid or derivatives - Organonitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolecarboxamides and derivatives. These are compounds containing a carboxamide group attached to an indole.
• 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)

MOLT-4 (49676 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

L1210 (27553 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 477.500 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 477.154 Da
• Monoisotopic Mass: 477.154 Da
• Topological Polar Surface Area: 123.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 971.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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