CHEBI:23066 - cephalosporin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name cephalosporin
ChEBI ID CHEBI:23066
Definition A class of β-lactam antibiotics differing from the penicillins in having a 6-membered, rather than a 5-membered, side ring. Although cephalosporins are among the most commonly used antibiotics in the treatment of routine infections, and their use is increasing over time, they can cause a range of hypersensitivity reactions, from mild, delayed-onset cutaneous reactions to life-threatening anaphylaxis in patients with immunoglobulin E (IgE)-mediated allergy.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3538
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C7H5NO3SR2
Net Charge 0
Average Mass (excl. R groups) 183.18500
Monoisotopic Mass (excl. R groups) 182.99901
SMILES [H][C@]12SCC([*])=C(N1C(=O)[C@H]2[*])C(O)=O
Roles Classification
Biological Role(s): drug allergen
Any drug which causes the onset of an allergic reaction.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): drug allergen
Any drug which causes the onset of an allergic reaction.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cephalosporin (CHEBI:23066) has role drug allergen (CHEBI:88188)
cephalosporin (CHEBI:23066) is a cephem (CHEBI:38311)
Incoming (6R)-7-[(2-amino-1-oxo-2-phenylethyl)amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:95194) is a cephalosporin (CHEBI:23066)
(6R,7R)-3-(acetyloxymethyl)-7-[[2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94739) is a cephalosporin (CHEBI:23066)
(6R,7R)-3-(carbamoyloxymethyl)-7-[[2-(2-furanyl)-2-methoxyimino-1-oxoethyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94687) is a cephalosporin (CHEBI:23066)
(6R,7R)-3-[(4-carbamoyl-1-pyridin-1-iumyl)methyl]-8-oxo-7-[(1-oxo-2-thiophen-2-ylethyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (CHEBI:95345) is a cephalosporin (CHEBI:23066)
(6R,7R)-3-[(4-carbamoyl-1-pyridin-1-iumyl)methyl]-8-oxo-7-[(1-oxo-2-thiophen-2-ylethyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:95238) is a cephalosporin (CHEBI:23066)
(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-8-oxo-3-[(2H-triazol-4-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid propane-1,2-diol (CHEBI:94838) is a cephalosporin (CHEBI:23066)
(6R,7R)-7-[[2-(2-amino-4-thiazolyl)-2-(2-carboxypropan-2-yloxyimino)-1-oxoethyl]amino]-8-oxo-3-(1-pyridin-1-iumylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94676) is a cephalosporin (CHEBI:23066)
(6R,7R)-7-[[2-(2-amino-4-thiazolyl)-2-(carboxymethoxyimino)-1-oxoethyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:93248) is a cephalosporin (CHEBI:23066)
(6R,7R)-7-[[2-(2-amino-4-thiazolyl)-2-hydroxyimino-1-oxoethyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94470) is a cephalosporin (CHEBI:23066)
(6R,7R)-7-[[2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-[oxo(propan-2-yloxy)methoxy]ethyl ester (CHEBI:94455) is a cephalosporin (CHEBI:23066)
(6R,7R)-7-[[2-amino-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:95187) is a cephalosporin (CHEBI:23066)
(6R,7S)-3-(acetyloxymethyl)-8-oxo-7-[(1-oxo-2-thiophen-2-ylethyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94784) is a cephalosporin (CHEBI:23066)
(6R,7S)-3-[(4-carbamoyl-1-pyridin-1-iumyl)methyl]-8-oxo-7-[[(2R)-1-oxo-2-phenyl-2-sulfoethyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94753) is a cephalosporin (CHEBI:23066)
(6R,7S)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[1-oxo-2-(1-tetrazolyl)ethyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94650) is a cephalosporin (CHEBI:23066)
(6R,7S)-7-[[2-(2-amino-4-thiazolyl)-1-oxoethyl]amino]-3-[[[1-[2-(dimethylamino)ethyl]-5-tetrazolyl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94541) is a cephalosporin (CHEBI:23066)
(6R,7S)-7-[[2-[2-(aminomethyl)phenyl]-1-oxoethyl]amino]-3-[[[1-(carboxymethyl)-5-tetrazolyl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94485) is a cephalosporin (CHEBI:23066)
(7R)-7-(4-carboxybutanamido)cephalosporanic acid (CHEBI:41425) is a cephalosporin (CHEBI:23066)
(7R)-7-(5-carboxy-5-oxopentanamido)cephalosporanic acid (CHEBI:15838) is a cephalosporin (CHEBI:23066)
(7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:95203) is a cephalosporin (CHEBI:23066)
16-Hydroxyadipoyl-7-ADCA (CHEBI:211580) is a cephalosporin (CHEBI:23066)
3-(acetyloxymethyl)-7-[[2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94427) is a cephalosporin (CHEBI:23066)
3-(acetyloxymethyl)-7-[[3-(4-chloro-3,5-dimethyl-1-pyrazolyl)-2-methyl-1-oxopropyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:108235) is a cephalosporin (CHEBI:23066)
3-(carbamoyloxymethyl)-7-[[2-(2-furanyl)-2-methoxyimino-1-oxoethyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:103836) is a cephalosporin (CHEBI:23066)
3-(carbamoyloxymethyl)cephalosporin (CHEBI:28084) is a cephalosporin (CHEBI:23066)
3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[1-oxo-2-(1-tetrazolyl)ethyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:94418) is a cephalosporin (CHEBI:23066)
3-hydroxymethylcephalosporin (CHEBI:47879) is a cephalosporin (CHEBI:23066)
4-{((R)-2-Carboxy-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7-ylcarbamoyl)-[(Z)-methoxyimino]-methyl}-thiazol-2-yl-ammonium (CHEBI:417636) is a cephalosporin (CHEBI:23066)
7β-aminodeacetoxycephalosporanic acid (CHEBI:64984) is a cephalosporin (CHEBI:23066)
7-[[2-(4-chloro-3,5-dimethyl-1-pyrazolyl)-1-oxoethyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:114484) is a cephalosporin (CHEBI:23066)
7-[[2-(4-chloro-3-methyl-1-pyrazolyl)-1-oxopropyl]amino]-3-[[(1-methyl-5-tetrazolyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:116691) is a cephalosporin (CHEBI:23066)
7-[[2-[5-cyclopropyl-3-(difluoromethyl)-1-pyrazolyl]-1-oxoethyl]amino]-3-[[(1-methyl-5-tetrazolyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:107582) is a cephalosporin (CHEBI:23066)
7-[[2-amino-2-(4-hydroxyphenyl)-1-oxoethyl]amino]-8-oxo-3-prop-1-enyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:110193) is a cephalosporin (CHEBI:23066)
7-{[1-hydroxy-2-(pyridin-4-ylsulfanyl)ethylidene]amino}-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CHEBI:185443) is a cephalosporin (CHEBI:23066)
O-formylcefamandole (CHEBI:53654) is a cephalosporin (CHEBI:23066)
Adipyl-7-aminocephalosporanic acid (CHEBI:199093) is a cephalosporin (CHEBI:23066)
cefacetrile (CHEBI:135437) is a cephalosporin (CHEBI:23066)
cefaclor (CHEBI:3478) is a cephalosporin (CHEBI:23066)
cefadroxil (CHEBI:3479) is a cephalosporin (CHEBI:23066)
cefaloglycin (CHEBI:34613) is a cephalosporin (CHEBI:23066)
cefaloram (CHEBI:192380) is a cephalosporin (CHEBI:23066)
cefaloridine (CHEBI:3537) is a cephalosporin (CHEBI:23066)
cefalotin (CHEBI:124991) is a cephalosporin (CHEBI:23066)
cefamandole (CHEBI:3480) is a cephalosporin (CHEBI:23066)
cefathiamidine (CHEBI:134698) is a cephalosporin (CHEBI:23066)
cefatrizine (CHEBI:131730) is a cephalosporin (CHEBI:23066)
cefazedone (CHEBI:131731) is a cephalosporin (CHEBI:23066)
cefazolin (CHEBI:474053) is a cephalosporin (CHEBI:23066)
Cefazolin sodium hydrate (CHEBI:34615) is a cephalosporin (CHEBI:23066)
cefbuperazone (CHEBI:135856) is a cephalosporin (CHEBI:23066)
cefcapene (CHEBI:131729) is a cephalosporin (CHEBI:23066)
cefclidin (CHEBI:3484) is a cephalosporin (CHEBI:23066)
cefdaloxime (CHEBI:140109) is a cephalosporin (CHEBI:23066)
cefdinir (CHEBI:3485) is a cephalosporin (CHEBI:23066)
cefditoren (CHEBI:59343) is a cephalosporin (CHEBI:23066)
cefepime (CHEBI:478164) is a cephalosporin (CHEBI:23066)
cefepime hydrochloride (CHEBI:31368) is a cephalosporin (CHEBI:23066)
cefepime(1+) (CHEBI:59349) is a cephalosporin (CHEBI:23066)
cefetamet (CHEBI:135629) is a cephalosporin (CHEBI:23066)
cefiderocol (CHEBI:140376) is a cephalosporin (CHEBI:23066)
cefixime (CHEBI:472657) is a cephalosporin (CHEBI:23066)
cefluprenam (CHEBI:3488) is a cephalosporin (CHEBI:23066)
cefmenoxime (CHEBI:55490) is a cephalosporin (CHEBI:23066)
cefmetazole (CHEBI:3489) is a cephalosporin (CHEBI:23066)
cefodizime (CHEBI:63214) is a cephalosporin (CHEBI:23066)
Cefodizime sodium (CHEBI:31372) is a cephalosporin (CHEBI:23066)
cefonicid (CHEBI:3491) is a cephalosporin (CHEBI:23066)
cefoperazone (CHEBI:3493) is a cephalosporin (CHEBI:23066)
ceforanide (CHEBI:3495) is a cephalosporin (CHEBI:23066)
cefoselis (CHEBI:3496) is a cephalosporin (CHEBI:23066)
cefotaxime (CHEBI:204928) is a cephalosporin (CHEBI:23066)
cefotiam (CHEBI:355510) is a cephalosporin (CHEBI:23066)
cefoxitin (CHEBI:209807) is a cephalosporin (CHEBI:23066)
cefozopran (CHEBI:3502) is a cephalosporin (CHEBI:23066)
cefpiramide (CHEBI:59213) is a cephalosporin (CHEBI:23066)
cefpirome (CHEBI:3503) is a cephalosporin (CHEBI:23066)
cefpodoxime (CHEBI:3504) is a cephalosporin (CHEBI:23066)
cefpodoxime proxetil (CHEBI:3505) is a cephalosporin (CHEBI:23066)
cefprozil (CHEBI:3506) is a cephalosporin (CHEBI:23066)
cefroxadine (CHEBI:31379) is a cephalosporin (CHEBI:23066)
cefsulodin (CHEBI:3507) is a cephalosporin (CHEBI:23066)
ceftaroline (CHEBI:70729) is a cephalosporin (CHEBI:23066)
ceftaroline fosamil (CHEBI:70718) is a cephalosporin (CHEBI:23066)
ceftazidime (CHEBI:3508) is a cephalosporin (CHEBI:23066)
cefteram (CHEBI:135776) is a cephalosporin (CHEBI:23066)
ceftezole (CHEBI:135716) is a cephalosporin (CHEBI:23066)
ceftibuten (CHEBI:3510) is a cephalosporin (CHEBI:23066)
ceftiolene (CHEBI:140116) is a cephalosporin (CHEBI:23066)
ceftizoxime (CHEBI:553473) is a cephalosporin (CHEBI:23066)
ceftobiprole (CHEBI:140407) is a cephalosporin (CHEBI:23066)
ceftobiprole medocaril (CHEBI:135968) is a cephalosporin (CHEBI:23066)
ceftolozane (CHEBI:134719) is a cephalosporin (CHEBI:23066)
ceftriaxone (CHEBI:29007) is a cephalosporin (CHEBI:23066)
Ceftriaxone disodium salt hemiheptahydrate (CHEBI:3514) is a cephalosporin (CHEBI:23066)
Ceftriaxone sodium hydrate (2:4:7) (CHEBI:201820) is a cephalosporin (CHEBI:23066)
Cefuroxime axetil (CHEBI:3516) is a cephalosporin (CHEBI:23066)
cefuroxime pivoxetil (CHEBI:135833) is a cephalosporin (CHEBI:23066)
cefuzonam (CHEBI:55488) is a cephalosporin (CHEBI:23066)
cephalexin (CHEBI:3534) is a cephalosporin (CHEBI:23066)
cephalosporanic acid (CHEBI:23064) is a cephalosporin (CHEBI:23066)
cephalosporin C (CHEBI:15776) is a cephalosporin (CHEBI:23066)
Cephalosporin C sodium salt (CHEBI:201488) is a cephalosporin (CHEBI:23066)
cephapirin (CHEBI:554446) is a cephalosporin (CHEBI:23066)
cephapirin sodium (CHEBI:3545) is a cephalosporin (CHEBI:23066)
cephradine (CHEBI:3547) is a cephalosporin (CHEBI:23066)
Chitinovorin C (CHEBI:224955) is a cephalosporin (CHEBI:23066)
deacetoxycephalosporin C (CHEBI:18229) is a cephalosporin (CHEBI:23066)
Desacetylcefotaxime (CHEBI:172654) is a cephalosporin (CHEBI:23066)
LSM-5500 (CHEBI:94594) is a cephalosporin (CHEBI:23066)
LSM-5644 (CHEBI:94653) is a cephalosporin (CHEBI:23066)
LSM-5686 (CHEBI:94672) is a cephalosporin (CHEBI:23066)
moxalactam (CHEBI:599928) is a cephalosporin (CHEBI:23066)
Synonyms Sources
cephalosphorin ChEBI
cephalosphorins ChEBI
Cephalosporin KEGG COMPOUND
cephalosporins ChEBI
Manual Xrefs Databases
C00875 KEGG COMPOUND
Cephalosporin Wikipedia
View more database links
Citations Waiting for Citations Types Sources
10069359 PubMed citation Europe PMC
11936371 PubMed citation Europe PMC
12833570 PubMed citation Europe PMC
24269048 PubMed citation Europe PMC
3320614 PubMed citation Europe PMC
6762896 PubMed citation Europe PMC
8426246 PubMed citation Europe PMC
Last Modified
13 June 2022