Tiamulin (CED0006867)

Record Information

Version

1.0

Creation Date

2016-05-22 05:53:48 UTC

Update Date

2026-08-22 08:40:59 UTC

SynCED ID

CED0006867

Secondary Accession Numbers

CHEM019189

Identification

Common Name

Tiamulin

Class

Small Molecule

Description

Tiamulin is an organic compound with the chemical formula C28H47NO4S and an average molecular weight of 493.74 g/mol. Tiamulin belongs to the diterpenoids, a subclass of prenol lipids within the organic compounds. This compound has been identified in three recorded sources, including drinking water and water supply, antibiotics within healthcare, pharmaceuticals and veterinary products, and non electric simulated smoking devices among household cleaning and consumer products. Recorded exposure routes for this substance include oral and inhalation.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Tiamulina	ChEBI
Tiamuline	ChEBI
Tiamulinum	ChEBI
Denagard	Kegg
Tiamulin fumarate (1:1), (3as-(3aalpha,4beta,5alpha,6alpha,8beta,9alpha,9abeta,10S*))-isomer	MeSH
Tiamulin hydrochloride	MeSH
2-(Diethylaminoethyl)thioacetoxymutilin	MeSH
Tiamutin	MeSH
Dynamutilin	MeSH
Tiamulin fumarate	MeSH

Chemical Formula

C₂₈H₄₇NO₄S

Average Molecular Mass

493.742 g/mol

Monoisotopic Mass

493.323 g/mol

CAS Registry Number

55297-95-5

IUPAC Name

(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0¹,⁸]tetradecan-6-yl 2-{[2-(diethylamino)ethyl]sulfanyl}acetate

Traditional Name

tiamulin

SMILES

[H][C@@]12C(=O)CC[C@]11CC[C@@]([H])(C)[C@@]2(C)[C@@]([H])(C[C@@](C)(C=C)[C@@]([H])(O)[C@]1([H])C)OC(=O)CSCCN(CC)CC

InChI Identifier

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

InChI Key

UURAUHCOJAIIRQ-QGLSALSOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pleuromutilin and derivatives. These are mutilins with a hydroxyacetate derivative attached to the C8 carbon atom of the cyclopenta[8]annulene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Pleuromutilin and derivatives

Alternative Parents

Substituents

Pleuromutilin
Amino acid or derivatives
Carboxylic acid ester
Ketone
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Dialkylthioether
Sulfenyl compound
Monocarboxylic acid or derivatives
Thioether
Carboxylic acid derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Amine
Organopnictogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cyclic ketone (CHEBI:44137 )
tertiary amino compound (CHEBI:44137 )
carboxylic ester (CHEBI:44137 )
secondary alcohol (CHEBI:44137 )
organic sulfide (CHEBI:44137 )
semisynthetic derivative (CHEBI:44137 )
carbotricyclic compound (CHEBI:44137 )
tetracyclic diterpenoid (CHEBI:44137 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00052 g/L	ALOGPS
logP	4.47	ALOGPS
logP	4.5	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	14.43	ChemAxon
pKa (Strongest Basic)	9.51	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.84 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	140.74 m³·mol⁻¹	ChemAxon
Polarizability	56.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-1910000000-dcba10789dcdb073f414	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0900300000-69e826135bba34d65b0f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0900000000-330cc01e25deade8bdcb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0910000000-7a7403b84fe0b950a42e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kf-0900000000-680b97999b88640ad153	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0000900000-93e5960b0d906f842e50	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fc3-1902600000-409e6680254750fff1ff	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udr-3927500000-1c498cb1b0798694c8bb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fk9-9610000000-777b67131361fa1376c1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kf-1409600000-e9db1bb9dace00b99e90	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fry-5609200000-84e8eb0cdce3f05fb1f6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dj-9213000000-1e211c7b35c5492d1c23	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2192.0 Log mg/kg [1200:3900]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	Not Available
CEDs000115	Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.	Drinking water & water supply	Not Available
CEDs000306	Antibiotics?Antibiotics are synthetic or semi-synthetic compounds used to treat bacterial infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	Not Available
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	Not Available
CEDs000559	Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.	Household cleaning & consumer products	Not Available
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	Not Available
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	Not Available
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	Not Available
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	Not Available
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	Not Available

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	Prediction Confidence Score 0.181 Applicability Domain 0.188 Low confidence Statistical Significance 0.9611 Supporting Reference Compounds 1660 E-value 7482.4
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.233 Low confidence Statistical Significance 0.0619 Supporting Reference Compounds 73 E-value 482.276
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.225 Low confidence Statistical Significance 0.6987 Supporting Reference Compounds 385 E-value 5439.48
Click to view 3D structure	Adenylate cyclase type 1	P19754	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.197 Applicability Domain 0.215 Low confidence Statistical Significance 4.70e-04 Supporting Reference Compounds 5 E-value 3.65891
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	Prediction Confidence Score 0.196 Applicability Domain 0.225 Low confidence Statistical Significance 0.7218 Supporting Reference Compounds 373 E-value 5619.23
Click to view 3D structure	Proto-oncogene vav	P15498	Humans	Predicted (SEA)	Prediction Confidence Score 0.194 Applicability Domain 0.194 Low confidence Statistical Significance 2.70e-04 Supporting Reference Compounds 1 E-value 2.10193
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	Prediction Confidence Score 0.193 Applicability Domain 0.225 Low confidence Statistical Significance 0.6713 Supporting Reference Compounds 297 E-value 5226.1
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.193 Applicability Domain 0.225 Low confidence Statistical Significance 0.8108 Supporting Reference Compounds 562 E-value 6312.09
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	Prediction Confidence Score 0.192 Applicability Domain 0.225 Low confidence Statistical Significance 0.7073 Supporting Reference Compounds 310 E-value 5506.51
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.202 Low confidence Statistical Significance 0.4278 Supporting Reference Compounds 154 E-value 3330.23
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.191 Applicability Domain 0.225 Low confidence Statistical Significance 0.2832 Supporting Reference Compounds 98 E-value 2204.85
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.188 Applicability Domain 0.225 Low confidence Statistical Significance 0.9025 Supporting Reference Compounds 686 E-value 7026.05
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	Prediction Confidence Score 0.187 Applicability Domain 0.233 Low confidence Statistical Significance 0.5062 Supporting Reference Compounds 146 E-value 3940.65
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.187 Applicability Domain 0.225 Low confidence Statistical Significance 0.9066 Supporting Reference Compounds 823 E-value 7057.65
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.186 Applicability Domain 0.202 Low confidence Statistical Significance 0.0327 Supporting Reference Compounds 26 E-value 254.956
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 2	E9PTA2	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.186 Applicability Domain 0.186 Low confidence Statistical Significance 0.0018 Supporting Reference Compounds 1 E-value 14.0129
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 2	Q9R1A7	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.186 Applicability Domain 0.215 Low confidence Statistical Significance 0.0028 Supporting Reference Compounds 12 E-value 22.1092
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	Prediction Confidence Score 0.185 Applicability Domain 0.198 Low confidence Statistical Significance 0.5113 Supporting Reference Compounds 119 E-value 3980.51
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.185 Applicability Domain 0.233 Low confidence Statistical Significance 0.0494 Supporting Reference Compounds 19 E-value 384.342
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	Prediction Confidence Score 0.185 Applicability Domain 0.225 Low confidence Statistical Significance 0.7568 Supporting Reference Compounds 266 E-value 5891.86
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	Prediction Confidence Score 0.184 Applicability Domain 0.202 Low confidence Statistical Significance 0.4741 Supporting Reference Compounds 197 E-value 3691.22
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P08482	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.184 Applicability Domain 0.225 Low confidence Statistical Significance 0.483 Supporting Reference Compounds 109 E-value 3760.04
Click to view 3D structure	Phospholipase A2, membrane associated	P14555	Humans	Predicted (SEA)	Prediction Confidence Score 0.184 Applicability Domain 0.194 Low confidence Statistical Significance 0.2744 Supporting Reference Compounds 49 E-value 2136.57
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.183 Applicability Domain 0.202 Low confidence Statistical Significance 0.0267 Supporting Reference Compounds 40 E-value 207.78
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.181 Applicability Domain 0.225 Low confidence Statistical Significance 0.9397 Supporting Reference Compounds 955 E-value 7315.88