6-APA

6-Aminopenicillanic acid
Names
	IUPAC name 6β-Amino-2,2-dimethylpenam-3α-carboxylic acid
	Systematic IUPAC name (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Identifiers
CAS Number	551-16-6 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:57869 ;
ChemSpider	10611 ;
ECHA InfoCard	100.008.177
EC Number	208-993-4;
PubChem CID	11082;
UNII	QR0C4R7XVN ;
CompTox Dashboard (EPA)	DTXSID7046097 ;
	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 Key: NGHVIOIJCVXTGV-ALEPSDHESA-N ; InChI=1/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 Key: NGHVIOIJCVXTGV-ALEPSDHEBW;
	SMILES O=C(O)[C@@H]1N2C(=O)[C@@H](N)[C@H]2SC1(C)C;
Properties
Chemical formula	C8H12N2O3S
Molar mass	216.26 g·mol−1
Appearance	colourless
Melting point	198 °C (388 °F; 471 K)
Solubility in water	0.4 g/100 mL
log P	0.600
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

6-APA ((+)-6-aminopenicillanic acid) is an organic compound that is used in the synthesis of β–lactam antibiotics including amoxicillin, ampicillin, oxacillin, and carbenicillin. The major commercial source of 6-APA is natural penicillin G, which contains an N-phenylacetyl substituent.

The semi-synthetic penicillins derived from 6-APA are also referred to as penicillins and are considered part of the penicillin family of antibiotics.