Tiamulin

C₂₈H₄₇NO₄SCAS 55297-95-5493.75 g/mol

Open in Covalent MOL file

Alcohol Alkene Ester Ketone Sulfide Tertiary amine

Properties

Molecular formula: C₂₈H₄₇NO₄S
Molar mass: 493.75 g/mol
Exact mass: 493.3226 Da
Water solubility: practically insoluble
logP: 4.97Crippen estimate
Polar surface area: 66.8 Å²
H-bond donors / acceptors: 1 / 6
Rotatable bonds: 9
Stereocentres: S, R, R, R, S, R, R, Sin SMILES atom order

Hazards

H413 May cause long lasting harmful effects to aquatic life88.6% of notifiers

Aggregated from 44 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P273, P501

Identifiers

CAS number

55297-95-5

SMILES

C=C[C@]1(C)C[C@@H](OC(=O)CSCCN(CC)CC)[C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@H]32)[C@@H](C)[C@@H]1O

InChIKey

UURAUHCOJAIIRQ-QGLSALSOSA-N

InChI

InChI=1S/C28H47NO4S/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 5.70 (dd, J = 16.8, 10.8 Hz, 1H), 5.03 (dd, J = 16.8, 1.4 Hz, 1H), 4.98 (t, J = 7.0 Hz, 1H), 4.97 (dd, J = 10.8, 1.4 Hz, 1H), 4.11 (d, J = 7.0 Hz, 1H), 3.36 (s, 2H), 2.85 (t, J = 7.0 Hz, 2H), 2.69 (t, J = 7.0 Hz, 2H), 2.45 (q, J = 7.0 Hz, 4H), 2.16 (t, J = 7.0 Hz, 2H), 2.16 (s, 1H), 2.04 (d, J = 7.0 Hz, 2H), 2.00 (t, J = 7.0 Hz, 2H), 2.00 (br s, 1H), 1.90 (quint, J = 7.0 Hz, 1H), 1.43 (m, J = 7.0 Hz, 1H), 1.43 (m, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 2H), 1.03 (t, J = 7.0 Hz, 6H), 0.96 (s, 3H), 0.86 (s, 3H), 0.86 (d, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 221.8, 171.4, 149.3, 108.5, 86.9, 83.7, 81.3, 64.3, 58.9, 57.8, 53.4, 52.7, 48.9, 45.4, 40.4, 37.9, 36.2, 35.3, 35.3, 33.7, 30.9, 18.8, 15.1, 14.1, 13.7, 10.2.

[M + H]+

[M + H]+ Calcd for C28H48NO4S 494.3299

[M + Na]+

[M + Na]+ Calcd for C28H47NNaO4S 516.3118

[M − H]−

[M − H]− Calcd for C28H46NO4S 492.3153

Elemental analysis

Anal. Calcd for C28H47NO4S: C, 68.11; H, 9.60; N, 2.84; S, 6.49.

Weigh it out

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

Names and synonyms

7 names

Acetic acid, 2-[[2-(diethylamino)ethyl]thio]-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
Acetic acid, [[2-(diethylamino)ethyl]thio]-, 6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester, [3aS-(3aα,4β,5α,6α,8β,9α,9aβ,10S*)]-
Acetic acid, [[2-(diethylamino)ethyl]thio]-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
3a,9-Propano-3aH-cyclopentacyclooctene, acetic acid deriv.
Thiamutilin
Tiavet P
Denagard

Work with Tiamulin

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.

Tiamulin fumarate55297-96-6Salt

Similar compounds

Pleuromutilin125-65-571 % similar Retapamulin224452-66-869 % similar Valnemulin hydrochloride133868-46-963 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook