2-Iminobiotin - ≥98% , CAS No.13395-35-2

CAS: 13395-35-2 Cat. No.: I113701 Molecular Weight: 243.33 Beilstein Registry Number: 18952 PubChem CID: 128878

GRADE & PURITY ≥98%

Synonyms

CCRIS 3972 | 5-((3aR,6S,6aS)-2-Amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-6-yl)pentanoic acid | 5-((3AS,4S,6aR)-2-amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid | 2-Iminobiotin, >=98% (TLC) | HXH71NRQ5C | FLOCTAFENINE [IN

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

2-Iminobiotin is a cyclic guanidino analog of biotin that has high affinity for avidin at high pH (>9) and low affinity at low pH (<6). The proteins that are iminobiotinylated are selectively contained within the avidin column at pH 9 to 11 and may be eluted at pH 4 or by the addition of biotin. This technique may be very useful in the study of cell surface proteins by labeling and selectively recovering the components that are periodate-sensitive from intact human erythrocyte surface.2-Iminobiotin reversibly inhibits NOS (nitric oxide synthases) via its guanidino group. It inhibits NO biosynthesis and may be important to understand the binding-site interactions for this important class of enzymes. NOS oxidizes the guanidino-nitrogen of L-arginine to produce nitric oxide and L-citrulline
A reversible inhibitor of mouse NOS2 (iNOS) and rat NOS1 (nNOS)

Specifications

Synonyms

CCRIS 3972 | 5-((3aR, 6S, 6aS)-2-Amino-3a, 4, 6, 6a-tetrahydro-1H-thieno[3, 4-d]imidazol-6-yl)pentanoic acid | 5-((3AS, 4S, 6aR)-2-amino-3a, 4, 6, 6a-tetrahydro-1H-thieno[3, 4-d]imidazol-4-yl)pentanoic acid | 2-Iminobiotin, >=98% (TLC) | HXH71NRQ5C | FLOCTAFENINE [IN

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.

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504756995
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756995
• Canonical Smiles: C1C2C(C(S1)CCCCC(=O)O)N=C(N2)N
• IUPAC Name: 5-[(3aS,4S,6aR)-2-amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid
• InChIKey: WWVANQJRLPIHNS-ZKWXMUAHSA-N
• INCHI: 1S/C10H17N3O2S/c11-10-12-6-5-16-7(9(6)13-10)3-1-2-4-8(14)15/h6-7,9H,1-5H2,(H,14,15)(H3,11,12,13)/t6-,7-,9-/m0/s1
• Isomeric SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)O)N=C(N2)N
• WGK Germany: 3
• PubChem CID: 128878
• Molecular Weight: 243.33
• Beilstein: 18952

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Biotin and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Biotin and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Biotin and derivatives
• Alternative Parents: Thienoimidazolidines Medium-chain fatty acids Thia fatty acids Heterocyclic fatty acids Thiophenes Thiolanes Imidazolidines Guanidines Azacyclic compounds Carboximidamides Monocarboxylic acids and derivatives Carboxylic acids Dialkylthioethers Hydrocarbon derivatives Imines Organic oxides Carbonyl compounds Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Biotin_derivative - Thienoimidazolidine - Medium-chain fatty acid - Heterocyclic fatty acid - Thia fatty acid - Fatty acid - Fatty acyl - Imidazolidine - Thiolane - Thiophene - Guanidine - Azacycle - Dialkylthioether - Carboximidamide - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Thioether - Hydrocarbon derivative - Imine - Organonitrogen compound - Organooxygen compound - Organopnictogen compound - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as biotin and derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring.
• 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(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in 0.1N hydrochloric acid.
• Molecular Weight: 243.330 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 243.104 Da
• Monoisotopic Mass: 243.104 Da
• Topological Polar Surface Area: 113.000 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 308.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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