Puromycin (CED0000892)

Record Information

Version

1.0

Creation Date

2026-03-31 20:48:45 UTC

Update Date

2026-08-21 22:49:22 UTC

SynCED ID

CED0000892

Secondary Accession Numbers

CHEM057868

Identification

Common Name

Puromycin

Class

Small Molecule

Description

Puromycin is an organic compound with the chemical formula C22H29N7O5 and an average molecular weight of 471.52 g/mol. Puromycin belongs to the purine 3'-deoxyribonucleosides, a subclass of purine nucleosides within the organic compounds. It is further classified under the superclass of nucleosides, nucleotides, and analogues. This compound is found in or released from one recorded source: healthcare, pharmaceuticals & veterinary products (antibiotics). Recorded exposure routes for the substance include oral and inhalation. Puromycin interacts with 13 recorded protein targets, which include the ribosomal protein uL16-like (RPL10L), large ribosomal subunit protein uL13 (RPL13A), large ribosomal subunit protein uL14 (RPL23), and large ribosomal subunit protein eL15 (RPL15), as well as nine other proteins.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-3'-((2-Amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine	ChEBI
3'-(L-alpha-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine	ChEBI
3'-[[(2S)-2-Amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-diemthyladenosine	ChEBI
9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-beta-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine	ChEBI
Achromycin	ChEBI
Puromicina	ChEBI
Puromycine	ChEBI
Puromycinum	ChEBI
3'-(L-a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine	Generator
3'-(L-Α-amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine	Generator
9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-b-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine	Generator
9-{3-deoxy-3-[(O-methyl-L-tyrosyl)amino]-β-D-xylofuranosyl}-N,N-dimethyl-9H-purin-6-amine	Generator
Puromycin dihydrochloride	MeSH
Puromycin hydrochloride	MeSH
Stylomycin	MeSH

Chemical Formula

C₂₂H₂₉N₇O₅

Average Molecular Mass

471.518 g/mol

Monoisotopic Mass

471.223 g/mol

CAS Registry Number

53-79-2

IUPAC Name

(2S)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide

Traditional Name

puromycin

SMILES

COC1=CC=C(C[C@H](N)C(=O)N[C@@H]2[C@@H](CO)O[C@H]([C@@H]2O)N2C=NC3=C2N=CN=C3N(C)C)C=C1

InChI Identifier

InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1

InChI Key

RXWNCPJZOCPEPQ-NVWDDTSBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. Purine 3'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Purine 3'-deoxyribonucleosides

Direct Parent

Purine 3'-deoxyribonucleosides

Alternative Parents

Substituents

Purine 3'-deoxyribonucleoside
Phenylalanine or derivatives
Alpha-amino acid amide
N-glycosyl compound
Glycosyl compound
6-alkylaminopurine
6-aminopurine
Alpha-amino acid or derivatives
Pentose monosaccharide
Amphetamine or derivatives
Imidazopyrimidine
Purine
Phenoxy compound
Phenol ether
Methoxybenzene
Anisole
Dialkylarylamine
Aralkylamine
Aminopyrimidine
Alkyl aryl ether
Monosaccharide
Fatty acyl
Imidolactam
Benzenoid
N-substituted imidazole
Fatty amide
Monocyclic benzene moiety
Pyrimidine
Heteroaromatic compound
Imidazole
Azole
Tetrahydrofuran
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Carbonyl group
Primary alcohol
Primary amine
Organic oxygen compound
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organooxygen compound
Organopnictogen compound
Organic oxide
Organonitrogen compound
Primary aliphatic amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

puromycins (CHEBI:17939 )

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

antimicrobial agent (PMC11563393 , PMC11563393 )?
protein synthesis inhibitor (PMC12617833 )?A chemical that stops or slows the growth or proliferation of cells by disrupting the processes that lead directly to the generation of new proteins
drug (PMC11166567 )?

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	1.01 g/L	ALOGPS
logP	-0.1	ALOGPS
logP	-0.3	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	12.35	ChemAxon
pKa (Strongest Basic)	8.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	160.88 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	122.96 m³·mol⁻¹	ChemAxon
Polarizability	49.46 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0000900000-f82e7526c7ebd78049d9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03k9-0900500000-0d48aed0c9497b5ab8f3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-af8be24075f803a58153	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-571b6483dc540c02d098	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-08775f201fb11e558b53	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0000900000-6133e2c60106f3437756	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05fr-0005900000-a760a4943250cd5405b9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0809000000-eb619283ee6c689551e3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0w29-0900000000-ca39c6d95b7bd8fba81b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0900000000-253fadebaa39d03e1cd1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-0219000000-6595a051c26ce2ee007b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0900300000-347a5da10b8c2c85e6c0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dj-0900000000-4a2ce92d6902f4ad8eaa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dj-1900000000-039465e4b89c78bd0b11	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0229-0520900000-37dea53aac093ce884f6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0910100000-f60802f57acd3074b4c1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03xs-1900000000-d2fbe55b0731a8cf001f	Not Available	View Spectrum
MS	MS Spectrum	Not Available	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
898.0 Log mg/kg [510:1600]	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
Cell Death	Associated With?	Not Available	Not Available	PMC11271486
Cell Survival	Associated With?	Not Available	Not Available	PMC11563393

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
CEDs000306	Antibiotics?Antibiotics are synthetic or semi-synthetic compounds used to treat bacterial infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available
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
CEDs000602	Molluscicides?Molluscicides are synthetic chemicals specifically designed to control and eliminate mollusks, such as snails and slugs, which can be detrimental to crops and agricultural productivity.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	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
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	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

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	Adenosine receptor A1	P25099	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.44 Applicability Domain 0.5 Statistical Significance 0.0054 Supporting Reference Compounds 221 E-value 42.4278
Click to view 3D structure	Adenosine receptor A1	P30542	Humans	Predicted (SEA)	Prediction Confidence Score 0.433 Applicability Domain 0.5 Statistical Significance 0.0058 Supporting Reference Compounds 302 E-value 45.5418
Click to view 3D structure	Adenosine receptor A3	P0DMS8	Humans	Predicted (SEA)	Prediction Confidence Score 0.419 Applicability Domain 0.435 Statistical Significance 0.0067 Supporting Reference Compounds 391 E-value 51.8476
Click to view 3D structure	Adenosine receptor A3	P28647	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.417 Applicability Domain 0.435 Statistical Significance 0.0037 Supporting Reference Compounds 71 E-value 28.8042
Click to view 3D structure	Adenosine receptor A2a	P30543	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.417 Applicability Domain 0.435 Statistical Significance 0.0062 Supporting Reference Compounds 174 E-value 48.6558
Click to view 3D structure	Adenosine receptor A2a	P29274	Humans	Predicted (SEA)	Prediction Confidence Score 0.415 Applicability Domain 0.435 Statistical Significance 0.007 Supporting Reference Compounds 303 E-value 54.5723
Click to view 3D structure	Serine--tRNA ligase, cytoplasmic	P49591	Humans	Predicted (SEA)	Prediction Confidence Score 0.411 Applicability Domain 0.411 Statistical Significance 9.40e-04 Supporting Reference Compounds 1 E-value 7.31783
Click to view 3D structure	Yersiniabactin biosynthetic protein	A0A2S9PH42	Yersinia pestis	Predicted (SEA)	Prediction Confidence Score 0.398 Applicability Domain 0.4 Statistical Significance 0.001 Supporting Reference Compounds 2 E-value 7.86277
Click to view 3D structure	Adenosine receptor A1	P49892	Gallus gallus	Predicted (SEA)	Prediction Confidence Score 0.397 Applicability Domain 0.5 Statistical Significance 0.0015 Supporting Reference Compounds 6 E-value 11.4438
Click to view 3D structure	L-cysteine:1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranoside ligase	P9WJM9	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.396 Applicability Domain 0.396 Statistical Significance 9.90e-04 Supporting Reference Compounds 1 E-value 7.70707
Click to view 3D structure	Adenosine kinase	Q9TVW2	Toxoplasma gondii	Predicted (SEA)	Prediction Confidence Score 0.393 Applicability Domain 0.525 Statistical Significance 8.80e-04 Supporting Reference Compounds 5 E-value 6.85073
Click to view 3D structure	Adenosine receptor A1	P28190	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.391 Applicability Domain 0.435 Statistical Significance 0.0037 Supporting Reference Compounds 72 E-value 28.4928
Click to view 3D structure	Heat shock protein HSP 90-alpha	P07900	Humans	Predicted (SEA)	Prediction Confidence Score 0.387 Applicability Domain 0.41 Statistical Significance 0.0038 Supporting Reference Compounds 109 E-value 29.2713
Click to view 3D structure	Endoplasmin	P14625	Humans	Predicted (SEA)	Prediction Confidence Score 0.387 Applicability Domain 0.41 Statistical Significance 0.003 Supporting Reference Compounds 31 E-value 23.6662
Click to view 3D structure	Histidine--tRNA ligase, cytoplasmic	P12081	Humans	Predicted (SEA)	Prediction Confidence Score 0.384 Applicability Domain 0.384 Statistical Significance 7.90e-04 Supporting Reference Compounds 1 E-value 6.15009
Click to view 3D structure	Adenosine receptor A2b	P29275	Humans	Predicted (SEA)	Prediction Confidence Score 0.383 Applicability Domain 0.435 Statistical Significance 0.007 Supporting Reference Compounds 187 E-value 54.6502
Click to view 3D structure	Adenosine receptor A3	O02667	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.38 Applicability Domain 0.392 Statistical Significance 7.80e-04 Supporting Reference Compounds 2 E-value 6.07224
Click to view 3D structure	Adenosine receptor A2a	P46616	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.38 Applicability Domain 0.435 Statistical Significance 0.0023 Supporting Reference Compounds 27 E-value 18.1389
Click to view 3D structure	Histone-arginine methyltransferase CARM1	Q86X55	Humans	Predicted (SEA)	Prediction Confidence Score 0.377 Applicability Domain 0.384 Statistical Significance 0.0019 Supporting Reference Compounds 43 E-value 14.48
Click to view 3D structure	Serine--tRNA ligase	P95689	Staphylococcus aureus (strain NCTC 8325 / PS 47)	Predicted (SEA)	Prediction Confidence Score 0.376 Applicability Domain 0.411 Statistical Significance 0.0013 Supporting Reference Compounds 2 E-value 10.1204
Click to view 3D structure	Protein arginine N-methyltransferase 1	Q99873	Humans	Predicted (SEA)	Prediction Confidence Score 0.374 Applicability Domain 0.384 Statistical Significance 0.0015 Supporting Reference Compounds 45 E-value 11.5217
Click to view 3D structure	Adenosine receptor A1	P34970	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.373 Applicability Domain 0.392 Statistical Significance 8.20e-04 Supporting Reference Compounds 3 E-value 6.38364
Click to view 3D structure	High affinity choline transporter 1	Q9GZV3	Humans	Predicted (SEA)	Prediction Confidence Score 0.371 Applicability Domain 0.435 Statistical Significance 0.0019 Supporting Reference Compounds 75 E-value 15.1027
Click to view 3D structure	Met repressor	C3SIU2	Escherichia coli	Predicted (SEA)	Prediction Confidence Score 0.37 Applicability Domain 0.374 Statistical Significance 0.0012 Supporting Reference Compounds 2 E-value 9.73115
Click to view 3D structure	Histone-lysine N-methyltransferase, H3 lysine-79 specific	Q8TEK3	Humans	Predicted (SEA)	Prediction Confidence Score 0.369 Applicability Domain 0.388 Statistical Significance 0.0017 Supporting Reference Compounds 18 E-value 13.5458