Glucobrassicin (CED0008036)

Record Information

Version

1.0

Creation Date

2016-05-25 21:35:54 UTC

Update Date

2026-08-28 19:35:47 UTC

SynCED ID

CED0008036

Secondary Accession Numbers

CHEM024265

Identification

Common Name

Glucobrassicin

Class

Small Molecule

Description

Glucobrassicin is an organic compound with the formula C16H20N2O9S2 and an average molecular weight of 448.47 g/mol. Glucobrassicin belongs to the carbohydrates and carbohydrate conjugates, a subclass of organooxygen compounds within the organic compounds. This compound is found in or released from 13 recorded sources across several sectors. Within Electrical & Electronic Equipment, it is associated with cell phones, capacitors, wires and cables, batteries, and printed circuit boards, among one other source. In the Textiles, leather & furnishings sector, it is found in synthetic textiles as well as carpets and rugs. It is also recorded in Food, food processing & cookware via food packaging, and in Healthcare, pharmaceuticals & veterinary products through medical devices. Additionally, it is found in lubricants used in the Energy, oil & gas sector and the Industrial manufacturing & chemical processing sector, as well as one other sector. Recorded exposure routes for this substance include inhalation, oral, and touch.

Contaminant Type

PFAS
Phytotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Indolylmethylglucosinolate	HMDB, MeSH
Glucobrassicine	HMDB
indol-3-Ylmethyl glucosinolate	MeSH

Chemical Formula

C₁₆H₂₀N₂O₉S₂

Average Molecular Mass

448.468 g/mol

Monoisotopic Mass

448.061 g/mol

CAS Registry Number

4356-52-9

IUPAC Name

{[(E)-[2-(1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxy}sulfonic acid

Traditional Name

[(E)-[2-(1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxysulfonic acid

SMILES

OCC1OC(S\C(CC2=CNC3=CC=CC=C23)=N\OS(O)(=O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H20N2O9S2/c19-7-11-13(20)14(21)15(22)16(26-11)28-12(18-27-29(23,24)25)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-17,19-22H,5,7H2,(H,23,24,25)/b18-12+

InChI Key

DNDNWOWHUWNBCK-LDADJPATSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Alkylglucosinolates

Alternative Parents

Substituents

Alkylglucosinolate
Glycosyl compound
S-glycosyl compound
3-alkylindole
Indole
Indole or derivatives
Oxane
Benzenoid
Substituted pyrrole
Monothioacetal
Heteroaromatic compound
Organic sulfuric acid or derivatives
Pyrrole
Secondary alcohol
Oxacycle
Azacycle
Polyol
Organoheterocyclic compound
Sulfenyl compound
Organosulfur compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Primary alcohol
Organopnictogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	1.81 g/L	ALOGPS
logP	-0.98	ALOGPS
logP	-2	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	-3.4	ChemAxon
pKa (Strongest Basic)	-0.29	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	181.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	101.23 m³·mol⁻¹	ChemAxon
Polarizability	42.44 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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 GC-MS	Predicted GC-MS Spectrum	splash10-0089-9803400000-5780fef230bb0579eb03	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0udj-3962038000-866ed4459356cdab81b4	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
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9000000000-b65c20894fd7bebf4975	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9000000000-a638b0c9711619390857	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9000000000-18a45c4a14ab1623b4c9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9000000000-2c6defe07f0424391ff8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9000000000-8f9b73131d7ad5e9ffc9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9010100000-9e24bf87eacf9fab447d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9000000000-42bec04e55256f3d644e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9000000000-23f70d1ab75b41bb1737	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0000900000-0729cb0d0eabee7ac62a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0000900000-9ba5439d42050658ce10	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-8000900000-72813133542f3f30c006	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-2000900000-b077c107ece5047e8384	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9010300000-417cc0a1a594a6ea4504	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000t-0940700000-667fecebc846ae563dca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-029l-0937000000-fe84e444e901db4dae48	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-5900000000-ae8118bdec9079ffc50d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-3290000000-c1f3a1fda8a4d72ade78	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uk9-7970000000-a03ba08d3973bef3163f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0w9u-6940000000-e8f4aea93ac317ebf659	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dj-0900600000-53c0435a401f4bd28e4c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-007a-2759200000-f474bd3b1f699a2373bb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-11or-0900000000-b59ed87ffb4b1a261fa7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0000900000-73c8252e6a81a741cc1b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001j-0316900000-a94509905d65387c0210	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-1901000000-ea928de13c5e8e5e7702	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
6835.0 Log mg/kg [3800:12000]	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

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000007	Pesticides?Pesticides are synthetic chemicals designed to prevent, destroy, or control pests that threaten crops and agricultural productivity.	Agriculture & land management	Not Available
CEDs000120	Wires and cables?Wires and cables are integral components in the transmission of electrical power and signals.	Electrical & Electronic Equipment	Not Available
CEDs000121	Printed circuit boards?Printed circuit boards (PCBs) are essential components in the manufacturing of electronic devices, serving as the backbone for electrical connections and circuit pathways.	Electrical & Electronic Equipment	Not Available
CEDs000125	Batteries?Batteries are devices that store and release electrical energy through electrochemical reactions.	Electrical & Electronic Equipment	Not Available
CEDs000130	Semiconductors?Semiconductors are materials that possess electrical conductivity between that of conductors and insulators, making them essential for various electronic applications, including transistors, diodes, and integrated circuits.	Electrical & Electronic Equipment	Not Available
CEDs000138	Lubricants?Lubricants are synthetic or petroleum-derived substances used to reduce friction between surfaces in machinery and equipment, enhancing operational efficiency and longevity.	Energy, oil & gas	Not Available
CEDs000147	Food packaging?Food packaging often utilizes synthetic chemicals, such as plastics and coatings, to enhance durability, moisture resistance, and shelf life.	Food, food processing & cookware	Not Available
CEDs000174	Lubricants?Lubricants are synthetic or petroleum-based substances used to reduce friction and wear between moving parts in machinery and equipment.	Industrial manufacturing & chemical processing	Not Available
CEDs000234	Medical devices?Medical devices often incorporate synthetic chemicals in their manufacturing processes, which can contribute to contamination in healthcare settings.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000451	Carpets and Rugs?Carpets and rugs are commonly manufactured using synthetic fibers such as nylon, polyester, and polypropylene, which can be derived from petrochemical sources.	Textiles, leather & furnishings	Not Available
CEDs000454	Synthetic textiles?Synthetic textiles are materials derived from man-made fibers, such as polyester, nylon, and acrylic, which are produced through chemical processes involving petrochemicals.	Textiles, leather & furnishings	Not Available
CEDs000490		Personal care & cosmetics	Not Available
CEDs000492	Cell phones?Cell phones contain a variety of synthetic chemicals and materials, including plastics, metals, and glass, which can contribute to environmental contamination.	Electrical & Electronic Equipment	Not Available
CEDs000493	Capacitors?Capacitors are electronic components that store and release electrical energy, often using dielectric materials that can include synthetic chemicals.	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	PubChem
CEDs000600	Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.	Agriculture & land management	PubChem
CEDs01200	Vegetables	Food, food processing & cookware	PMC8708342
CEDs01225	Cruciferous Vegetables	Food, food processing & cookware	PMC6358230 , PMC5411294

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	Endothiapepsin	P11838	Cryphonectria parasitica	Predicted (SEA)	Prediction Confidence Score 0.295 Applicability Domain 0.295 Low confidence Statistical Significance 0.0034 Supporting Reference Compounds 1 E-value 26.2352
Click to view 3D structure	Oligo-1,6-glucosidase IMA1	P53051	Saccharomyces cerevisiae S288c	Predicted (SEA)	Prediction Confidence Score 0.288 Applicability Domain 0.288 Low confidence Statistical Significance 8.90e-04 Supporting Reference Compounds 1 E-value 6.92858
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.284 Applicability Domain 0.313 Statistical Significance 0.0427 Supporting Reference Compounds 297 E-value 332.26
Click to view 3D structure	Norepinephrine transporter	Q9WTR4	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.282 Applicability Domain 0.313 Statistical Significance 0.015 Supporting Reference Compounds 112 E-value 117.007
Click to view 3D structure	Galectin-3	P17931	Humans	Predicted (SEA)	Prediction Confidence Score 0.28 Applicability Domain 0.289 Low confidence Statistical Significance 0.0014 Supporting Reference Compounds 23 E-value 10.9767
Click to view 3D structure	Galectin-9	O00182	Humans	Predicted (SEA)	Prediction Confidence Score 0.28 Applicability Domain 0.289 Low confidence Statistical Significance 0.0012 Supporting Reference Compounds 15 E-value 9.6533
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.28 Applicability Domain 0.29 Low confidence Statistical Significance 0.1316 Supporting Reference Compounds 955 E-value 1024.57
Click to view 3D structure	Galectin-7	O54974	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.278 Applicability Domain 0.288 Low confidence Statistical Significance 2.20e-04 Supporting Reference Compounds 2 E-value 1.71268
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.275 Applicability Domain 0.278 Low confidence Statistical Significance 0.1316 Supporting Reference Compounds 953 E-value 1024.65
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.273 Applicability Domain 0.29 Low confidence Statistical Significance 0.1371 Supporting Reference Compounds 823 E-value 1067.47
Click to view 3D structure	Sodium-dependent dopamine transporter	P23977	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.272 Applicability Domain 0.29 Low confidence Statistical Significance 0.0368 Supporting Reference Compounds 203 E-value 286.252
Click to view 3D structure	Endothelin-converting enzyme 1	P42892	Humans	Predicted (SEA)	Prediction Confidence Score 0.271 Applicability Domain 0.301 Statistical Significance 0.0154 Supporting Reference Compounds 31 E-value 119.81
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.27 Applicability Domain 0.313 Statistical Significance 0.1061 Supporting Reference Compounds 593 E-value 826.058
Click to view 3D structure	Myeloperoxidase	P05164	Humans	Predicted (SEA)	Prediction Confidence Score 0.267 Applicability Domain 0.318 Statistical Significance 0.008 Supporting Reference Compounds 43 E-value 62.1237
Click to view 3D structure	Matrix metalloproteinase-9	P14780	Humans	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.325 Statistical Significance 0.0889 Supporting Reference Compounds 292 E-value 691.768
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.29 Low confidence Statistical Significance 0.1068 Supporting Reference Compounds 536 E-value 831.585
Click to view 3D structure	Cystic fibrosis transmembrane conductance regulator	P34158	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.265 Low confidence Statistical Significance 0.0049 Supporting Reference Compounds 1 E-value 38.1461
Click to view 3D structure	Substance-P receptor	P25103	Humans	Predicted (SEA)	Prediction Confidence Score 0.264 Applicability Domain 0.288 Low confidence Statistical Significance 0.06 Supporting Reference Compounds 122 E-value 467.017
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.262 Applicability Domain 0.313 Statistical Significance 0.2222 Supporting Reference Compounds 1103 E-value 1729.65
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.29 Low confidence Statistical Significance 0.1357 Supporting Reference Compounds 541 E-value 1056.73
Click to view 3D structure	72 kDa type IV collagenase	P08253	Humans	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.325 Statistical Significance 0.1121 Supporting Reference Compounds 400 E-value 872.923
Click to view 3D structure	Neprilysin	P08049	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.301 Statistical Significance 0.0288 Supporting Reference Compounds 34 E-value 224.128
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28222	Humans	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.29 Low confidence Statistical Significance 0.0912 Supporting Reference Compounds 337 E-value 710.063
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	Prediction Confidence Score 0.26 Applicability Domain 0.29 Low confidence Statistical Significance 0.1369 Supporting Reference Compounds 565 E-value 1066.07
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.26 Applicability Domain 0.278 Low confidence Statistical Significance 0.1698 Supporting Reference Compounds 686 E-value 1321.57