7-ACA

7-Aminocephalosporanic acid

Names
Systematic IUPAC name 3-(Acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Other names 7-Aminocephalosporinic acid
Identifiers
CAS Number	957-68-6 Y
3D model (Jmol)	Interactive image
3DMet	B02139
Abbreviations	7-ACA
Beilstein Reference	622637, 8919572
ChEBI	CHEBI:2255 N
ChemSpider	390087 Y
ECHA InfoCard	100.012.259
EC Number	213-485-0
KEGG	C07756 N
MeSH	7-Aminocephalosporanic+acid
PubChem CID	483168
InChI InChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1 Y Key: HSHGZXNAXBPPDL-HZGVNTEJSA-N Y
SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2N)COC(=O)C)C(=O)O
Properties
Chemical formula	C10H12N2O5S
Molar mass	272.27 g·mol−1
Melting point	300 °C (572 °F; 573 K)
log P	-1.87
Acidity (pKa)	2.59
Basicity (pKb)	11.41
Hazards
GHS pictograms
GHS signal word	Danger
GHS hazard statements	H317, H334
GHS precautionary statements	P261, P280, P342+311
EU classification (DSD)	Xn
R-phrases	R42/43
S-phrases	S22 S36/37
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

7-ACA (7-aminocephalosporanic acid) is the core chemical structure for the synthesis of cephalosporin antibiotics and intermediates. It can be obtained by chemoenzymatic hydrolysis of cephalosporin C.