Cytochalasin D - Ready Made Solution, from Zygosporium mansonii, 5mg/mL in DMSO , CAS No.22144-77-0

CAS: 22144-77-0 Cat. No.: C477743 Formule: C₃₀H₃₇NO₆ Poids moléculaire: 507.62 Beilstein Registry Number: 1632828 Numéro CE: 244-804-1

GRADE & PURITY Ready Made Solution, from Zygosporium mansonii, 5mg/mL in DMSO

Synonyms

AKOS030213128 | F82057 | 1H-Cycloundec[d]isoindole-1,11(2H)-dione, 15-(acetyloxy)-3,3a,4,5,6,6a,9,10,12,15-decahydro-6-12-dihydroxy-4,10,12-trimethyl-5-methylene-3-(phenylmethyl)-, (3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)- | HSDB 3549 | Lygosporin A | E

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Vue d’ensemble

Description

Cytochalasin B is used to inhibit sugar transport in fibroblasts , decrease cytoskeletal actin and myosin in rabbit neutrophils , and to stimulate B lymphocytes . It is a potent inhibitor of actin polymerization, disrupts actin microfilaments, activates the p53-dependent pathways, inhibits smooth muscle contraction, and inhibits insulin-stimulated glucose transport.

Specifications

Synonymes

AKOS030213128 | F82057 | 1H-Cycloundec[d]isoindole-1,11(2H)-dione, 15-(acetyloxy)-3,3a,4,5,6,6a,9,10,12,15-decahydro-6-12-dihydroxy-4,10,12-trimethyl-5-methylene-3-(phenylmethyl)-, (3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)- | HSDB 3549 | Lygosporin A | E

Spécifications et pureté

Ready Made Solution, from Zygosporium mansonii, 5mg/mL in DMSO

Conditions de stockage de stockage

Store at -80°C

Expédié en

Dry ice packs + Cold packs

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Noms et identifiants

• Pubchem Sid: 528774593
• Sourires canoniques: CC1CC=CC2C(C(=C)C(C3C2(C(C=CC(C1=O)(C)O)OC(=O)C)C(=O)NC3CC4=CC=CC=C4)C)O
• IUPAC Name: [(1R,2R,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate
• InChIKey: SDZRWUKZFQQKKV-JHADDHBZSA-N
• INCHI: 1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24+,25-,26+,29+,30+/m0/s1
• Isomères SMILES: C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](/C=C/[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)O
• WGK Allemagne: 3
• RTECS: GZ4850000
• Numéro ONU: 3172
• Groupe d'emballage: I
• Poids moléculaire: 507.62
• Beilstein: 1632828
• Reaxy-Rn: 25133796
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25133796&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Classe Cytochalasans

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Classe: Cytochalasans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Cytochalasans
• Alternative Parents: Isoindolones Isoindoles Acyloins Benzene and substituted derivatives Pyrrolidine-2-ones Tertiary alcohols Secondary carboxylic acid amides Secondary alcohols Carboxylic acid esters Cyclic alcohols and derivatives Cyclic ketones Lactams Azacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Carbocyclic cytochalasan skeleton - Cytochalasan - Isoindolone - Isoindoline - Isoindole - Isoindole or derivatives - Acyloin - Monocyclic benzene moiety - Benzenoid - Pyrrolidone - 2-pyrrolidone - Cyclic alcohol - Pyrrolidine - Tertiary alcohol - Secondary alcohol - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid ester - Cyclic ketone - Ketone - Lactam - Organoheterocyclic compound - Azacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cytochalasans. These are fungal metabolites structurally characterized by the presence of an isoindolone nucleus fused to a macrocyclic ring, which can either a lactone, as in cytochalasin B, a carbonate, as in cytochalasin E, or a carbocycle, as in cytochalasin D, H, and K.
• 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

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TLR2 Tchem Toll-like receptor 1/2 (401 Activities)

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H4 (48 Activities)

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BCHE Cholinesterase (8742 Activities)

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ABC1 ATP binding cassette transporter Abc1p (50 Activities)

Discover Target: ABC1

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Mécanismes d'action

Propriétés chimiques et physiques

• Poids moléculaire: 507.600 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 507.262 Da
• Monoisotopic Mass: 507.262 Da
• Topological Polar Surface Area: 113.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 996.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1