Trabectedin - Moligand™, ≥98% , DNA inhibitor, CAS No.114899-77-3, DNA inhibitor

CAS: 114899-77-3 Cat. No.: T128049 Molecular Weight: 761.84 EC Number: 695-026-8 PubChem CID: 108150

GRADE & PURITY Moligand™, ≥98%

Synonyms

Ecteinascidin 743;ET-743 | F81329 | ID0YZQ2TCP | NSC-684766 | SCHEMBL12119916 | CAS-114899-77-3 | trabectedinum | L-Tetramisole hydrochloride | MFCD00002142 | NSC 648766 | NCGC00181159-01 | Spiro(6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo(7

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Trabectedin is a tetrahydroisoquinoline alkaloid with potent antitumor activity. Trabectedin binds to the minor groove of DNA, blocks transcription of stress-induced proteins, induces DNA backbone cleavage and cancer cells apoptosis, and increases the generation of ROS in MCF-7 and MDA-MB-453 cells. Trabectedin has the potential for soft tissue sarcoma and ovarian cancer research.

Specifications

Synonyms

Ecteinascidin 743;ET-743 | F81329 | ID0YZQ2TCP | NSC-684766 | SCHEMBL12119916 | CAS-114899-77-3 | trabectedinum | L-Tetramisole hydrochloride | MFCD00002142 | NSC 648766 | NCGC00181159-01 | Spiro(6, 16-(epithiopropanoxymethano)-7, 13-imino-12H-1, 3-dioxolo(7

Specifications & Purity

Moligand™, ≥98%

Storage

Protected from light, 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.

Grade

Moligand™

Action Type

ANTAGONIST, INHIBITOR

Mechanism of action

DNA inhibitor

Purity

≥98%

Product Properties

• ALogP: 3.4

Names and Identifiers

• Canonical Smiles: CC1=CC2=C(C3C4C5C6=C(C(=C7C(=C6C(N4C(C(C2)N3C)O)COC(=O)C8(CS5)C9=CC(=C(C=C9CCN8)O)OC)OCO7)C)OC(=O)C)C(=C1OC)O
• IUPAC Name: [(1R,2R,3R,11S,12S,14R,26R)-5,6',12-trihydroxy-6,7'-dimethoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-3,4-dihydro-2H-isoquinoline]-22-yl] acetate
• InChIKey: PKVRCIRHQMSYJX-AIFWHQITSA-N
• INCHI: 1S/C39H43N3O11S/c1-16-9-20-10-22-37(46)42-23-13-50-38(47)39(21-12-25(48-5)24(44)11-19(21)7-8-40-39)14-54-36(30(42)29(41(22)4)26(20)31(45)32(16)49-6)28-27(23)35-34(51-15-52-35)17(2)33(28)53-18(3)43/h9,11-12,22-23,29-30,36-37,40,44-46H,7-8,10,13-15H2,1-6H3/t22-,23-,29+,30+,36+,37-,39+/m0/s1
• Isomeric SMILES: CC1=CC2=C([C@@H]3[C@@H]4[C@H]5C6=C(C(=C7C(=C6[C@@H](N4[C@H]([C@H](C2)N3C)O)COC(=O)[C@@]8(CS5)C9=CC(=C(C=C9CCN8)O)OC)OCO7)C)OC(=O)C)C(=C1OC)O
• PubChem CID: 108150
• Molecular Weight: 761.84

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzazocines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzazocines
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzazocines
• Alternative Parents: Tetrahydroisoquinolines Alpha amino acids and derivatives Benzodioxoles Anisoles 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers N-methylpiperazines Aralkylamines Dicarboxylic acids and derivatives Trialkylamines Lactones Hemiaminals Carboxylic acid esters Polyols Oxacyclic compounds Acetals Dialkylthioethers Dialkylamines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzazocine - Tetrahydroisoquinoline - Alpha-amino acid or derivatives - Benzodioxole - Anisole - Alkyl aryl ether - N-methylpiperazine - N-alkylpiperazine - Aralkylamine - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Dicarboxylic acid or derivatives - Piperazine - 1,4-diazinane - Hemiaminal - Lactone - Tertiary aliphatic amine - Carboxylic acid ester - Tertiary amine - Amino acid or derivatives - Acetal - Alkanolamine - Carboxylic acid derivative - Oxacycle - Secondary aliphatic amine - Azacycle - Organoheterocyclic compound - Ether - Dialkylthioether - Thioether - Polyol - Secondary amine - Amine - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzazocines. These are organic compounds containing the benzazocine ring system, which consists of a benzene ring bound to an azocine ring.
• External Descriptors: tertiary amino compound - acetate ester - polyphenol - organic sulfide - bridged compound - isoquinoline alkaloid - hemiaminal - lactone - azaspiro compound - organic heteropolycyclic compound - oxaspiro compound

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)

NR1I2 Tchem Nuclear receptor subfamily 1 group I member 2 (1 Activities)

Discover Target: NR1I2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CCRF-CEM (65223 Activities)

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HT-29 (80576 Activities)

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A549 (127892 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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

Associated Targets(non-human)

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

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B16 (5829 Activities)

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CHO-AA8 (574 Activities)

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L1210 (27553 Activities)

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P388 (20296 Activities)

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M5076 (114 Activities)

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V79 (1637 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: 25°C: DMSO
• Sensitivity: Light sensitive；Moisture sensitive
• Molecular Weight: 761.800 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 4
• Exact Mass: 761.262 Da
• Monoisotopic Mass: 761.262 Da
• Topological Polar Surface Area: 194.000 Ų
• Heavy Atom Count: 54
• Formal Charge: 0
• Complexity: 1450.000
• 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