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6-Aminopenicillanic acid

CAT: 1568-C10654Size: 25 mgDry Ice: YesHazardous: No
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CAT#:1568-C10654Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
551-16-6
SKU
C10654-25mg
Target
Antibiotics
Applications
Microbiology
Smiles
CC1 (C (N2C (S1) C (C2=O) N) C (=O) O) C
Molecular Formula
C8H12N2O3S
Additionnal Information
6-Aminopenicillanic acid (6-APA) is the central component of penicillin β-lactam antibiotics which are generated by Penicillium. It is used as precursor for antibiotic compounds ampicillin and amoxicillin.
Storage Conditions
2 years -80 in solvent

Chemical Information

6-Aminopenicillanic acid

6-aminopenicillanic acid is a penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and pharmacologic characteristics. It has a role as an allergen. It is functionally related to a penicillanic acid. It is a conjugate acid of a 6-aminopenicillanate. It is a tautomer of a 6-aminopenicillanic acid zwitterion.

CAS Number551-16-6
PubChem CID11082
IUPAC Name(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Molecular FormulaC8H12N2O3S
Molecular Weight216.26
XLogP-2.1
Topological Polar Surface Area109
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count14
Formal Charge0
Complexity318
SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)C
InChI
InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
InChIKey
NGHVIOIJCVXTGV-ALEPSDHESA-N
Chemical Structure
2D Structure
2D structure of 6-Aminopenicillanic acid
CAS: 551-16-6
CID: 11082
Formula: C8H12N2O3S
MW: 216.26
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight216.26
XLogP3-2.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass216.05686342
Monoisotopic Mass216.05686342
Topological Polar Surface Area109 Ų
Heavy Atom Count14
Formal Charge0
Complexity318
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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