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CHEBI:23066 - cephalosporin

ChEBI IDCHEBI:23066
ChEBI Namecephalosporin
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:3538
Last Modified13 June 2022
DownloadsMolfile
FormulaC7H5NO3SR2
Net Charge0
Average Mass (excl. R groups)183.185
Monoisotopic Mass (excl. R groups)182.99901
SMILES[1*][C@@H]1C(=O)N2C(C(=O)O)=C([2*])CS[C@]12[H]
Wikipedia
Roles Classification
Biological Roles:
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.
Application:
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cephalosporin (CHEBI:23066) has role drug allergen (CHEBI:88188)
cephalosporin (CHEBI:23066) is a cephem (CHEBI:38311)
Incoming Relation(s)
(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)
(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)
(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)
O-formylcefamandole (CHEBI:53654) 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)
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-(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-[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)
7β-aminodeacetoxycephalosporanic acid (CHEBI:64984) 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  Source
CephalosporinKEGG COMPOUND
cephalosporinsChEBI
cephalosphorinsChEBI
cephalosphorinChEBI
Manual XrefsDatabases
C00875KEGG COMPOUND
CephalosporinWikipedia
Citations