Tiludronate (CED0010273)

Record Information

Version

1.0

Creation Date

2016-05-25 18:25:11 UTC

Update Date

2026-08-24 09:33:17 UTC

SynCED ID

CED0010273

Secondary Accession Numbers

CHEM022240

Identification

Common Name

Tiludronate

Class

Small Molecule

Description

Tiludronate is an organic compound with the formula C7H9ClO6P2S and an average molecular weight of 318.61 g/mol. Tiludronate belongs to the bisphosphonates, a subclass of organic phosphonic acids and derivatives within the organic compounds. This compound is identified in six recorded sources, including healthcare, pharmaceuticals, and veterinary products specifically as drugs for the treatment of bone diseases. It is also found in electrical and electronic equipment, such as electrically stimulated smoking devices, as well as household cleaning and consumer products, including bleaching agents, cigar cigarettes, non-electric simulated smoking devices, and other smoking requisites. The recorded route of exposure for tiludronate is oral. In terms of biological activity, tiludronate interacts with 27 recorded protein targets. It acts as an inhibitor of V-type proton ATPase subunit G 1 (ATP6V1G1), V-type proton ATPase subunit G 2 (ATP6V1G2), V-type proton ATPase subunit e 1 (ATP6V0E1), and Tyrosine-protein phosphatase non-receptor type 12 (PTPN12), in addition to 23 other proteins.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Tiludronic acid	Generator
Tiludronate disodium	HMDB
Tiludronic acid disodium salt	HMDB
(Chloro-4-phenyl)thiomethylene biphosphonate	HMDB
(Chloro-4-phenyl)thiomethylene bisphosphonate	HMDB
Skelid	HMDB
CL2SMBP	HMDB
(4-Chlorophenyl)thiomethylene bisphosphonic acid	HMDB
Tiludronate	KEGG

Chemical Formula

C₇H₉ClO₆P₂S

Average Molecular Mass

318.608 g/mol

Monoisotopic Mass

317.928 g/mol

CAS Registry Number

89987-06-4

IUPAC Name

{[(4-chlorophenyl)sulfanyl](phosphono)methyl}phosphonic acid

Traditional Name

tiludronate

SMILES

OP(O)(=O)C(SC1=CC=C(Cl)C=C1)P(O)(O)=O

InChI Identifier

InChI=1S/C7H9ClO6P2S/c8-5-1-3-6(4-2-5)17-7(15(9,10)11)16(12,13)14/h1-4,7H,(H2,9,10,11)(H2,12,13,14)

InChI Key

DKJJVAGXPKPDRL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bisphosphonates. These are organic compounds containing two phosphonate groups linked together through a carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphonic acids and derivatives

Sub Class

Bisphosphonates

Direct Parent

Bisphosphonates

Alternative Parents

Substituents

Bisphosphonate
Aryl thioether
Thiophenol ether
Chlorobenzene
Halobenzene
Alkylarylthioether
Benzenoid
Aryl chloride
Monocyclic benzene moiety
Aryl halide
Organophosphonic acid
Sulfenyl compound
Thioether
Organopnictogen compound
Organosulfur compound
Organophosphorus compound
Organochloride
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organochlorine compound (CHEBI:9598 )

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	6.97 g/L	ALOGPS
logP	0.62	ALOGPS
logP	1.32	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.03	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	65.11 m³·mol⁻¹	ChemAxon
Polarizability	25.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00l6-9845000000-f6b7a670cc0b0a19c852	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0039000000-ab24506a08e68a6b0702	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0079-1190000000-187e9be9bae033802f81	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9320000000-3b1fcb1af6dc135e5934	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-1093000000-d0499b987fed9300a204	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014r-0092000000-02dee9f83fd33c231117	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-9460000000-fb9cbdc13ede2f2f0469	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-16e04a189f8f1cd048f0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0292000000-7adac6b4c781032f795e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0900000000-65305b822786ab2f2f11	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-1151161fb778a852bdd7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0109-6952000000-4f81d1b1f35da54892c8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002f-8911000000-00516dd0dcc6fd649077	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
201.0 Log mg/kg [110:360]	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	Description	Reference
mammary Paget's disease	Not Available	Not Available	Not Available	PMC12209688

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000367	Drugs for treatment of bone diseases?Drugs for the treatment of bone diseases, such as bisphosphonates and calcitonin, are synthetic chemicals designed to prevent bone loss and promote bone health.	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	PubChem
CEDs000519	Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.	Electrical & Electronic Equipment	PubChem
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	PubChem
CEDs000555	Bleaching Agents?Bleaching agents are chemical substances used to whiten or lighten materials, often employed in various cleaning products for their stain removal and disinfecting properties.	Household cleaning & consumer products	PubChem
CEDs000556	Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.	Household cleaning & consumer products	PubChem
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	PubChem
CEDs000560	Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.	Household cleaning & consumer products	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
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	PubChem
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
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	PubChem
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	PubChem

Pathways

2 pathwaysPathway Source: PathBank

Tiludronic Acid Action Pathway

Tiludronate Drug Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glutamine synthetase, chloroplastic	P25462	Zea mays	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.333 Statistical Significance 1.00e-04 Supporting Reference Compounds 1 E-value 0.778492
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.375 Statistical Significance 0.038 Supporting Reference Compounds 372 E-value 295.593
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.375 Statistical Significance 0.0503 Supporting Reference Compounds 472 E-value 391.582
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.375 Statistical Significance 0.034 Supporting Reference Compounds 332 E-value 264.454
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.375 Statistical Significance 0.017 Supporting Reference Compounds 172 E-value 132.655
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.375 Statistical Significance 0.0416 Supporting Reference Compounds 407 E-value 324.008
Click to view 3D structure	Mandelate racemase	P11444	Pseudomonas putida	Predicted (SEA)	Prediction Confidence Score 0.294 Applicability Domain 0.294 Low confidence Statistical Significance 2.90e-04 Supporting Reference Compounds 1 E-value 2.25763
Click to view 3D structure	72 kDa type IV collagenase	P08253	Humans	Predicted (SEA)	Prediction Confidence Score 0.269 Applicability Domain 0.375 Statistical Significance 0.0911 Supporting Reference Compounds 400 E-value 708.973
Click to view 3D structure	Glutamine synthetase	Q01HZ7	Oryza sativa	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.333 Statistical Significance 2.40e-04 Supporting Reference Compounds 3 E-value 1.86838
Click to view 3D structure	Farnesyl pyrophosphate synthase	P14324	Humans	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.359 Statistical Significance 0.0011 Supporting Reference Compounds 22 E-value 8.71911
Click to view 3D structure	Pyrroline-5-carboxylate reductase	P54904	Arabidopsis thaliana	Predicted (SEA)	Prediction Confidence Score 0.264 Applicability Domain 0.333 Statistical Significance 1.70e-04 Supporting Reference Compounds 2 E-value 1.32344
Click to view 3D structure	Vacuolar-type proton translocating pyrophosphatase 1	Q8MTZ4	Trypanosoma brucei	Predicted (SEA)	Prediction Confidence Score 0.256 Applicability Domain 0.368 Statistical Significance 4.50e-04 Supporting Reference Compounds 7 E-value 3.50322
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	Prediction Confidence Score 0.251 Applicability Domain 0.286 Low confidence Statistical Significance 0.1802 Supporting Reference Compounds 506 E-value 1402.77
Click to view 3D structure	Neutrophil collagenase	P22894	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.375 Statistical Significance 0.0917 Supporting Reference Compounds 176 E-value 713.877
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.286 Low confidence Statistical Significance 0.2029 Supporting Reference Compounds 593 E-value 1579.79
Click to view 3D structure	Matrix metalloproteinase-9	P14780	Humans	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.375 Statistical Significance 0.1786 Supporting Reference Compounds 292 E-value 1390.15
Click to view 3D structure	Phospholipase A and acyltransferase 4	Q9UL19	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.239 Low confidence Statistical Significance 0.0146 Supporting Reference Compounds 1 E-value 113.582
Click to view 3D structure	Phospholipase A and acyltransferase 5	Q96KN8	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.239 Low confidence Statistical Significance 0.0146 Supporting Reference Compounds 1 E-value 113.582
Click to view 3D structure	Phospholipase A and acyltransferase 3	P53816	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.239 Low confidence Statistical Significance 0.0146 Supporting Reference Compounds 1 E-value 113.582
Click to view 3D structure	Phospholipase A and acyltransferase 2	Q9NWW9	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.239 Low confidence Statistical Significance 0.0146 Supporting Reference Compounds 1 E-value 113.582
Click to view 3D structure	Matrix metalloproteinase-14	P50281	Humans	Predicted (SEA)	Prediction Confidence Score 0.236 Applicability Domain 0.375 Statistical Significance 0.1427 Supporting Reference Compounds 198 E-value 1110.6
Click to view 3D structure	1-deoxy-D-xylulose 5-phosphate reductoisomerase	P45568	Escherichia coli (strain K12)	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.359 Statistical Significance 4.00e-04 Supporting Reference Compounds 11 E-value 3.11397
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.25 Low confidence Statistical Significance 0.3428 Supporting Reference Compounds 532 E-value 2668.9
Click to view 3D structure	Heat shock factor protein 1	P38532	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.233 Applicability Domain 0.286 Low confidence Statistical Significance 0.1404 Supporting Reference Compounds 166 E-value 1092.85
Click to view 3D structure	Cyclin-dependent kinase 1	P06493	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.255 Low confidence Statistical Significance 0.4651 Supporting Reference Compounds 715 E-value 3620.69