Rifamycin S - 10mM in DMSO , CAS No.13553-79-2

CAS: 13553-79-2 Cat. No.: R421352 Peso molecular: 695.76 Número EC: 236-938-4 PubChem CID: 6436726

GRADE & PURITY 10mM in DMSO

Synonyms

Rifamycin S|13553-79-2|Rifomycin S|Rifampicin S|NCI 144-130|Rifamycin, 1,4-dideoxy-1,4-dihydro-1,4-dioxo-|PI53N820JV|CHEBI:34948|1,4-Dideoxy-1,4-dihydro-1,4-dioxorifamycin|Rafamycin S|EINECS 236-938-4|NSC 144130|BRN 0604802|UNII-PI53N820JV|rifamycin-S|NSC

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Rifamycin S is a quinone and an antibiotic agnet against Gram-positive bacteria (including MRSA). Rifamycin S is the oxidized forms of a reversible oxidation-reduction system involving two electrons. Rifamycin S generates reactive oxygen species (ROS) and inhibits microsomal lipid peroxidation. Rifamycin S can be used for tuberculosis and leprosy.

Specifications

Sinónimos

Rifamycin S | 13553-79-2 | Rifomycin S | Rifampicin S | NCI 144-130 | Rifamycin, 1, 4-dideoxy-1, 4-dihydro-1, 4-dioxo- | PI53N820JV | CHEBI:34948 | 1, 4-Dideoxy-1, 4-dihydro-1, 4-dioxorifamycin | Rafamycin S | EINECS 236-938-4 | NSC 144130 | BRN 0604802 | UNII-PI53N820JV | rifamycin-S | NSC

Especificaciones y pureza

10mM in DMSO

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

• Sonrisas canónicas: CC1C=CC=C(C(=O)NC2=CC(=O)C3=C(C2=O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)C
• IUPAC Name: [(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23,27,29-tetraoxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25-heptaen-13-yl] acetate
• InChIKey: BTVYFIMKUHNOBZ-ODRIEIDWSA-N
• INCHI: 1S/C37H45NO12/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41/h10-16,18-20,25,29-30,33,41-43H,1-9H3,(H,38,46)/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1
• Isómeros SMILES: C[C@H]1/C=C/C=C(\C(=O)NC2=CC(=O)C3=C(C2=O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)/C
• PubChem CID: 6436726
• Peso molecular: 695.76

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Macrolactams

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Macrolactams
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Macrolactams
• Alternative Parents: Naphthofurans Naphthoquinones Benzofurans Coumarans Quinones Aryl alkyl ketones Ketals Vinylogous amides Vinylogous acids Secondary carboxylic acid amides Secondary alcohols Carboxylic acid esters Lactams Polyols Azacyclic compounds Oxacyclic compounds Dialkyl ethers Monocarboxylic acids and derivatives Organopnictogen compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Naphthofuran - Macrolactam - Naphthoquinone - Naphthalene - Benzofuran - Coumaran - Aryl alkyl ketone - Aryl ketone - Quinone - Ketal - Benzenoid - Vinylogous amide - Vinylogous acid - Lactam - Carboxylic acid ester - Carboxamide group - Secondary carboxylic acid amide - Secondary alcohol - Ketone - Acetal - Carboxylic acid derivative - Dialkyl ether - Ether - Oxacycle - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Polyol - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Alcohol - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.
• External Descriptors: Ansamycins and related polyketides

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

Objetivos asociados (no humanos)

rpoB DNA-directed RNA polymerase beta chain (70 Activities)

Discover Target: rpoB

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

Streptococcus pneumoniae (31063 Activities)

Explore this target

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

Staphylococcus aureus (210822 Activities)

Explore this target

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

Neisseria gonorrhoeae (1461 Activities)

Explore this target

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

Escherichia coli (133304 Activities)

Explore this target

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

Haemophilus influenzae (8812 Activities)

Explore this target

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

Mycobacterium tuberculosis (203094 Activities)

Explore this target

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

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: heat sensitive
• Rotación específica [α]: 476° (C=0.1,MeOH)
• Punto de fusión (°C): 201 °C
• Peso molecular: 695.800 g/mol
• XLogP3: 4.100
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 3
• Exact Mass: 695.294 Da
• Monoisotopic Mass: 695.294 Da
• Topological Polar Surface Area: 195.000 Ų
• Heavy Atom Count: 50
• Formal Charge: 0
• Complexity: 1480.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 1

Referencias

1. Jiahang Liu, Yingying Chu, Xiaoyang Li, Mengying Qian, Weiming Zhang.  (2025)  An Fe(III)/H2O2 Fenton-like process enhanced by Rifampicin: The role of hydroquinone moiety.  ENVIRONMENTAL RESEARCH,      [PMID:40983274] [10.1016/j.envres.2025.122922]