Cefotaxime

C₁₆H₁₇N₅O₇S₂CAS 63527-52-6455.46 g/mol

Open in Covalent MOL file

Alkene Amide Carboxylic acid Ester Lactam Oxime Primary amine Sulfide

Properties

Molecular formula: C₁₆H₁₇N₅O₇S₂
Molar mass: 455.46 g/mol
Exact mass: 455.0569 Da
logP: -0.62Crippen estimate
Polar surface area: 173.5 Å²
H-bond donors / acceptors: 3 / 11
Rotatable bonds: 7
Stereocentres: R, Rin SMILES atom order
Double bonds: ZE/Z, in SMILES order

Hazards

Danger

H315 Causes skin irritation58.8% of notifiers
H317 May cause an allergic skin reaction100% of notifiers
H319 Causes serious eye irritation58.8% of notifiers
H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled100% of notifiers
H335 May cause respiratory irritation58.8% of notifiers

Aggregated from 17 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P233, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, P501

Identifiers

CAS number

63527-52-6

SMILES

CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O

InChIKey

GPRBEKHLDVQUJE-QSWIMTSFSA-N

InChI

InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1

Characterization data

Calculated from the structure, in the form journals print them.

[M + H]+

[M + H]+ Calcd for C16H18N5O7S2 456.0642

[M + Na]+

[M + Na]+ Calcd for C16H17N5NaO7S2 478.0462

[M − H]−

[M − H]− Calcd for C16H16N5O7S2 454.0497

Elemental analysis

Anal. Calcd for C16H17N5O7S2: C, 42.19; H, 3.76; N, 15.38; S, 14.08.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

15 names · show all

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)-
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, [6R-[6α,7β(Z)]]-
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)-
(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Claforan
Cephotaxime
Cefotaxime acid
Cefabol
Zeefotax
Ceftax
Omnatax
Taxim
C-Tax
Betaksim
Hexime

Work with Cefotaxime

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Cefotaxime sodium64485-93-4Salt

Similar compounds

Cefpodoxime80210-62-484 % similar Cefetamet65052-63-378 % similar Cefuzonam82219-78-172 % similar Cefteram82547-58-872 % similar Cefmenoxime65085-01-070 % similar Ceftiofur80370-57-670 % similar Ceftiofur hydrochloride103980-44-568 % similar Cefepime dihydrochloride monohydrate123171-59-568 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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