Lincomycin

C18H34N2O6SCAS 154-21-2406.54 g/mol

Open in Covalent MOL file
ONHOSOHOHHOOHN
AlcoholEtherSulfideTertiary amine

Properties

Molecular formula
C18H34N2O6S
Molar mass
406.54 g/mol
Exact mass
406.2138 Da
pKa
7.6
Water solubility
slightly soluble
logP
-0.02Crippen estimate
Polar surface area
126.0 Ų
H-bond donors / acceptors
5 / 8
Rotatable bonds
7
Stereocentres
R, S, R, R, R, R, S, R, Rin SMILES atom order

Hazards

Not classified as hazardous under GHS by 12 ECHA notifiers. Aggregated from 12 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Identifiers

CAS number
154-21-2
SMILES
CCC[C@@H]1C[C@@H](C(O)=N[C@@H]([C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](C)O)N(C)C1
InChIKey
OJMMVQQUTAEWLP-KIDUDLJLSA-N
InChI
InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1

Weigh it out

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

Names and synonyms

12 names
  • D-Erythro-α-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-
  • D-Erythro-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-, trans-α-
  • D-Erythro-α-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-, (2S-trans)-
  • Methyl 6,8-dideoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-thio-D-erythro-α-D-galacto-octopyranoside
  • U 10,149A
  • Lincomycin A
  • Lincolcina
  • Cillimycin
  • Jiemycin
  • U 10149
  • Lincolnensin
  • Medoglycine

Work with Lincomycin

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.

Lincomycin hydrochloride859-18-7Salt Lincomycin hydrochloride monohydrate7179-49-9Salt

Similar compounds

Clindamycin18323-44-981 % similar Clindamycin hydrochloride21462-39-577 % similar Clindamycin phosphate24729-96-264 % similar Clindamycin palmitate hydrochloride25507-04-458 % similar 7-Epi-clindamycin16684-06-356 % similar Clindamycin 2,4-diphosphate1309048-48-343 % similar Lincomycin ep impurity B37744-65-340 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook