Bacitracin

C₆₆H₁₀₃N₁₇O₁₆SCAS 1405-87-41422.71 g/mol

Open in Covalent MOL file

Amide Carboxylic acid Lactam Primary amine Sulfide

Properties

Molecular formula: C₆₆H₁₀₃N₁₇O₁₆S
Molar mass: 1422.71 g/mol
Exact mass: 1421.7489 Da
Melting point: 221–225 °C
pKa: 3.19 (phenol), 3.81 (phenol), 8, 8.43 (primary amine)
Water solubility: freely soluble
logP: -1.68Crippen estimate
Polar surface area: 530.9 Å²
H-bond donors / acceptors: 17 / 19
Rotatable bonds: 31
Stereocentres: S, S, R, S, R, S, S, R, S, S, R, S, R, S, Sin SMILES atom order

Hazards

Warning

H315 Causes skin irritation10.8% of notifiers
H317 May cause an allergic skin reaction89.2% of notifiers
H319 Causes serious eye irritation10.8% of notifiers
H335 May cause respiratory irritation10.8% of notifiers
H411 Toxic to aquatic life with long lasting effects75.7% of notifiers

Aggregated from 37 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501

Identifiers

CAS number

1405-87-4

SMILES

CC[C@H](C)[C@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCCCC[C@@H](C(=O)N[C@@H](C(=O)N1)CCCN)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CSC(=N2)[C@H]([C@@H](C)CC)N)CC(=O)N)CC(=O)O)CC3=CN=CN3)CC4=CC=CC=C4

InChIKey

CLKOFPXJLQSYAH-ABRJDSQDSA-N

InChI

InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35-,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48-,52-,53-,54-/m0/s1

Weigh it out

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

Names and synonyms

13 names · show all

Ayfivin
Baciguent
Baci-jel
Bacitek ointment
Parentracin
Penitracin
Topitracin
Zutracin
Bacilliquin
Bacillichin
Tropitracin
Altracin
Fortracin

Work with Bacitracin

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.

Bacitracin zinc1405-89-6Salt

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Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook