Carbetocin (CED0008398)

Record Information

Version

1.0

Creation Date

2016-05-25 18:26:31 UTC

Update Date

2026-08-22 14:50:18 UTC

SynCED ID

CED0008398

Secondary Accession Numbers

CHEM022275

Identification

Common Name

Carbetocin

Class

Small Molecule

Description

Carbetocin belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 988.16 g/mol, Carbetocin is a heavy molecule with the chemical formula C45H69N11O12S. It acts as an agonist of the Oxytocin receptor (OXTR). This compound is found in or released from posterior pituitary lobe hormones within healthcare, pharmaceuticals, and veterinary products. Recorded exposure routes for Carbetocin include intramuscular and intravenous administration.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Butanoic acid-2-(O-methyl-L-tyrosine)-1-carbaoxytocin	ChEBI
1-Butyric acid-2-(3-(p-methoxyphenyl)-L-alanine)oxytocin	ChEBI
Carbetocino	ChEBI
Carbetocinum	ChEBI
Deamino-2-O-methyltyrosine-1-carbaoxytocin	ChEBI
1-Butanoate-2-(O-methyl-L-tyrosine)-1-carbaoxytocin	Generator
1-Butyrate-2-(3-(p-methoxyphenyl)-L-alanine)oxytocin	Generator
1-Deamino-1-monocarba-2-(tyr(ome))-oxytocin	HMDB
Depotocin	HMDB
Dcomot	HMDB

Chemical Formula

C₄₅H₆₉N₁₁O₁₂S

Average Molecular Mass

988.161 g/mol

Monoisotopic Mass

987.485 g/mol

CAS Registry Number

37025-55-1

IUPAC Name

(2S)-2-{[(2S)-1-[(3R,6S,9S,12S,15S)-12-[(2S)-butan-2-yl]-9-(2-carbamoylethyl)-6-(carbamoylmethyl)-15-[(4-methoxyphenyl)methyl]-5,8,11,14,17-pentaoxo-1-thia-4,7,10,13,16-pentaazacycloicosane-3-carbonyl]pyrrolidin-2-yl]formamido}-N-(carbamoylmethyl)-4-methylpentanamide

Traditional Name

carbetocino

SMILES

[H][C@]1(NC(=O)[C@H](CC2=CC=C(OC)C=C2)NC(=O)CCCSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O)[C@@H](C)CC

InChI Identifier

InChI=1S/C45H69N11O12S/c1-6-25(4)38-44(66)51-28(15-16-34(46)57)40(62)52-31(21-35(47)58)41(63)54-32(23-69-18-8-10-37(60)50-30(42(64)55-38)20-26-11-13-27(68-5)14-12-26)45(67)56-17-7-9-33(56)43(65)53-29(19-24(2)3)39(61)49-22-36(48)59/h11-14,24-25,28-33,38H,6-10,15-23H2,1-5H3,(H2,46,57)(H2,47,58)(H2,48,59)(H,49,61)(H,50,60)(H,51,66)(H,52,62)(H,53,65)(H,54,63)(H,55,64)/t25-,28-,29-,30-,31-,32-,33-,38-/m0/s1

InChI Key

NSTRIRCPWQHTIA-DTRKZRJBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Toluenes

Direct Parent

Aminotoluenes

Alternative Parents

Substituents

Aminotoluene
Aniline or substituted anilines
Chlorobenzene
Fluorobenzene
Halobenzene
Aryl chloride
Aryl fluoride
Aryl halide
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Secondary amine
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Organohalogen compound
Organochloride
Organofluoride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:73044 )
monocarboxylic acid (CHEBI:73044 )
organochlorine compound (CHEBI:73044 )
secondary amino compound (CHEBI:73044 )
amino acid (CHEBI:73044 )

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	0.026 g/L	ALOGPS
logP	0.14	ALOGPS
logP	-3.6	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	11.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	362.51 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	250.18 m³·mol⁻¹	ChemAxon
Polarizability	101 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-6200010009-39b456a883b65d19585f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9100001001-9c50f413bb3daba81485	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0it9-9744000100-aae6c82467c2e41c5a7f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-016r-1019112018-15b98033a2d36611379c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kf-6012005129-4e7f924e5923ef679d70	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06vl-2124041492-51ecd1ba2e9134b65528	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0000000009-afef29a2fbc48882dac0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00g0-2210001079-3f7b381150187119d33a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ab9-9100005210-e6ad2410b2f355b274f7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-1012000109-fab172cdf6c96e46bece	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kf-4110000039-bdb27f69c62725bf0ea3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06xx-8620001189-218ddb61ae2c802135a7	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

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

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	PubChem
CEDs000329	Posterior pituitary lobe hormones?The posterior pituitary lobe produces hormones such as oxytocin and vasopressin, which play crucial roles in regulating various physiological processes, including water balance and uterine contractions.	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
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
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
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000679	Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.	Agriculture & land management	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
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem

Pathways

1 pathwayPathway Source: PathBank

Carbetocin Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Oxytocin receptor	P30559	Humans	Predicted (SEA)	Prediction Confidence Score 0.8 Applicability Domain 1.0 Statistical Significance 6.00e-05 Supporting Reference Compounds 56 E-value 0.467095
Click to view 3D structure	Vasopressin V1a receptor	P37288	Humans	Predicted (SEA)	Prediction Confidence Score 0.786 Applicability Domain 1.0 Statistical Significance 6.00e-05 Supporting Reference Compounds 85 E-value 0.467095
Click to view 3D structure	Vasopressin V2 receptor	P30518	Humans	Predicted (SEA)	Prediction Confidence Score 0.746 Applicability Domain 1.0 Statistical Significance 9.00e-05 Supporting Reference Compounds 58 E-value 0.700643
Click to view 3D structure	Vasopressin V1b receptor	P47901	Humans	Predicted (SEA)	Prediction Confidence Score 0.746 Applicability Domain 1.0 Statistical Significance 1.10e-04 Supporting Reference Compounds 31 E-value 0.856341
Click to view 3D structure	Oxytocin-like receptor	Q5D7U5	Gallus gallus	Predicted (SEA)	Prediction Confidence Score 0.7 Applicability Domain 0.707 Statistical Significance 9.00e-05 Supporting Reference Compounds 2 E-value 0.700643
Click to view 3D structure	Oxytocin receptor	P97926	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.633 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 3 E-value 0.0778492
Click to view 3D structure	Oxytocin receptor	P70536	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.607 Applicability Domain 0.739 Statistical Significance 2.80e-04 Supporting Reference Compounds 29 E-value 2.17978
Click to view 3D structure	Vasopressin V2 receptor	Q00788	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.579 Applicability Domain 0.739 Statistical Significance 3.50e-04 Supporting Reference Compounds 28 E-value 2.72472
Click to view 3D structure	Vasopressin V1a receptor	P30560	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.557 Applicability Domain 0.639 Statistical Significance 4.20e-04 Supporting Reference Compounds 27 E-value 3.26967
Click to view 3D structure	Vasopressin V1b receptor	P48974	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.524 Applicability Domain 0.548 Statistical Significance 3.60e-04 Supporting Reference Compounds 13 E-value 2.80257
Click to view 3D structure	Vasopressin V2 receptor	P32307	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.468 Applicability Domain 0.52 Statistical Significance 3.50e-04 Supporting Reference Compounds 4 E-value 2.72472
Click to view 3D structure	Vasopressin V2 receptor	P48044	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.436 Applicability Domain 0.52 Statistical Significance 4.80e-04 Supporting Reference Compounds 3 E-value 3.73676
Click to view 3D structure	Calcium and integrin-binding protein 1	Q99828	Humans	Predicted (SEA)	Prediction Confidence Score 0.409 Applicability Domain 0.409 Statistical Significance 0.0016 Supporting Reference Compounds 1 E-value 12.5337
Click to view 3D structure	Melanoma-associated antigen 4	P43358	Humans	Predicted (SEA)	Prediction Confidence Score 0.387 Applicability Domain 0.387 Statistical Significance 0.0014 Supporting Reference Compounds 1 E-value 11.1324
Click to view 3D structure	Thyrotropin releasing hormone degrading enzyme	A0A287AP33	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.379 Applicability Domain 0.379 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Alpha-amylase	P56634	Tenebrio molitor	Predicted (SEA)	Prediction Confidence Score 0.362 Applicability Domain 0.362 Statistical Significance 0.0032 Supporting Reference Compounds 1 E-value 25.0674
Click to view 3D structure	Prothrombin	P00734	Humans	Predicted (SEA)	Prediction Confidence Score 0.353 Applicability Domain 0.369 Statistical Significance 0.0173 Supporting Reference Compounds 331 E-value 135.068
Click to view 3D structure	Kallikrein-7	P49862	Humans	Predicted (SEA)	Prediction Confidence Score 0.352 Applicability Domain 0.369 Statistical Significance 0.003 Supporting Reference Compounds 24 E-value 23.5105
Click to view 3D structure	Cathepsin G	P08311	Humans	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.357 Statistical Significance 0.0038 Supporting Reference Compounds 55 E-value 29.6606
Click to view 3D structure	Envelope glycoprotein gp160	P19550	Human immunodeficiency virus type 1 group M subtype B (isolate SF162)(HIV-1)	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.35 Statistical Significance 0.0027 Supporting Reference Compounds 1 E-value 20.7857
Click to view 3D structure	Plasma kallikrein	P03952	Humans	Predicted (SEA)	Prediction Confidence Score 0.347 Applicability Domain 0.369 Statistical Significance 0.0113 Supporting Reference Compounds 158 E-value 87.8918
Click to view 3D structure	Proprotein convertase subtilisin/kexin type 9	Q80W65	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.346 Applicability Domain 0.346 Statistical Significance 0.0026 Supporting Reference Compounds 1 E-value 20.2408
Click to view 3D structure	Plasminogen	P00747	Humans	Predicted (SEA)	Prediction Confidence Score 0.345 Applicability Domain 0.369 Statistical Significance 0.0159 Supporting Reference Compounds 195 E-value 123.469
Click to view 3D structure	Kallikrein-4	Q9Y5K2	Humans	Predicted (SEA)	Prediction Confidence Score 0.345 Applicability Domain 0.373 Statistical Significance 0.0037 Supporting Reference Compounds 14 E-value 28.4928
Click to view 3D structure	T-cell surface antigen CD2	P06729	Humans	Predicted (SEA)	Prediction Confidence Score 0.344 Applicability Domain 0.344 Statistical Significance 0.0021 Supporting Reference Compounds 1 E-value 16.4262