Tryptophol (CED0008521)

Record Information

Version

1.0

Creation Date

2016-05-25 23:36:42 UTC

Update Date

2026-04-02 23:43:44 UTC

Accession Number

CHEM027266

Identification

Common Name

Tryptophol

Class

Small Molecule

Description

Tryptophol is an organic compound with the formula C10H11NO and an average molecular weight of 161.20 g/mol. Tryptophol belongs to the indoles, a subclass of indoles and derivatives within the organic compounds. This substance is found in or released from five recorded sources. These include food, food processing, and cookware, specifically within fermentation processes for beer, food preservation, and the preparation of wine or sparkling wine. Additionally, it is associated with electrical and electronic equipment, including electrodes and conductors or conductive bodies characterised by the conductive materials.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1H-Indole-3-ethanol	ChEBI
1H-Indolyl-3-ethanol	ChEBI
2-(indol-3-yl)Ethanol	ChEBI
3-(2-Hydroxyethyl)indole	ChEBI
Indole-3-ethanol	ChEBI
Tryptophanol	ChEBI
2-(1H-indol-3-yl)Ethanol	HMDB
2-(3-Indolyl)ethanol	HMDB
2-(3-Indolylethanol	HMDB
3-(b-Hydroxyethyl)indole	HMDB
3-(beta-Hydroxyethyl)indole	HMDB
3-Indoleethanol	HMDB
3-Indolylethanol	HMDB
b-(3-Indole)ethanol	HMDB
beta-(3-Indole)ethanol	HMDB
beta-indol-3-Ylethanol	HMDB
DL-Tryptophanol	HMDB
IEA	HMDB
Indole ethanol	HMDB
Indoleethanol	HMDB
Tryptophol	HMDB, KEGG
3-(2-Hydroxyethyl)-1H-indole	HMDB
3-(β-Hydroxyethyl)indole	HMDB
3-Indole ethanol	HMDB
β-(3-Indole)ethanol	HMDB

Chemical Formula

C₁₀H₁₁NO

Average Molecular Mass

161.200 g/mol

Monoisotopic Mass

161.084 g/mol

CAS Registry Number

526-55-6

IUPAC Name

2-(1H-indol-3-yl)ethan-1-ol

Traditional Name

tryptophol

SMILES

OCCC1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2

InChI Key

MBBOMCVGYCRMEA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indolyl alcohol (CHEBI:17890 )
a small molecule (CPD-341 )

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	1.61 g/L	ALOGPS
logP	1.82	ALOGPS
logP	1.59	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	15.8	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	36.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.72 m³·mol⁻¹	ChemAxon
Polarizability	17.88 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-0udi-1591000000-5b173cc0ac0dc2b874a9	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0udi-1591000000-5b173cc0ac0dc2b874a9	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0udi-0490000000-15708d306e1f75b1e76f	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-001i-0900000000-d2769447ff27a79be367	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00yi-5690000000-765b6a566d2067c199b0	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01ox-0900000000-5fb5f5b5efe809cbe9ad	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kf-0900000000-44158c348db109504af4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014l-6900000000-48b709f034a27e74e73f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-593c6fbb6f64e16e7f05	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03e9-0900000000-54f7b6548b8a00c91c3f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-003u-0900000000-fb2793cd76eefaaf45c5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-016r-0900000000-a97ae0f4c1633b83c415	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-d00c24bc728f46156c60	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-593c6fbb6f64e16e7f05	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03e9-0900000000-54f7b6548b8a00c91c3f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-003u-0900000000-fb2793cd76eefaaf45c5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-016r-0900000000-78c3b34c10c43b6a9317	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-d00c24bc728f46156c60	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-d41cd8e81a55b3e00538	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0900000000-5927d4ac720f209af38d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kf-5900000000-4bc97e2ed06c230bbbde	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0900000000-4807fdc919bf8c468f72	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0900000000-63222dc5b6f22cd7cc13	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kf-9800000000-314e270d78e7a9ec16a9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0900000000-3f8e0d1410267c0ad66e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-aeba8d28d8681fb1473d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-b46601ffc736985fcdf8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-2900000000-3e7e36fd8027ab6c9e96	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-003u-0900000000-2ba4c5a87b74cfd62e02	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01ox-0900000000-ae84153e5d93042b79c8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0900000000-b04d1b793a892b605239	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014l-1900000000-eceb6c67d77a5dddf240	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0900000000-bfeeeabc14ffd14b537e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01q9-0900000000-e45fe37e44b99ede037e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014l-2900000000-84aa43c0f5ccfd6511bb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0900000000-672a79c8743e20900e34	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00l6-0900000000-47ecb7b7b36baaed0f10	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00pi-9700000000-c7a447853b11d5a58af9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0900000000-a7434f65d1c13eed1a0a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0arr-0900000000-627d1b220321d3d96a46	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-b8a4cc26ae8700254f45	Not Available	View Spectrum
MS	MS Spectrum	splash10-001i-2900000000-20fec68981d54c2e7002	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
1170.0	Log mg/kg	[660:2100]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
511	Conductors Or Conductive Bodies Characterised By The Conductive Materials	Electrical & Electronic Equipment	Not Available
519	Electrodes	Electrical & Electronic Equipment	Not Available
544	Fermentation Processes For Beer	Food, food processing & cookware	Not Available
545	Food Preservation	Food, food processing & cookware	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
580	Manufacture Preparation Of Tobacco Products	Industrial manufacturing & chemical processing	Not Available
606	Plant Growth Regulators	Agriculture & land management	Not Available
612	Body Washing Or Cleaning Implements	Personal care & cosmetics	Not Available
614	Essential Oils Or Perfumes	Personal care & cosmetics	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

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	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	12.7673
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	24.6782
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	9.49761
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	15.3363
Click to view 3D structure	Norepinephrine transporter	Q9WTR4	Rattus norvegicus	Predicted (SEA)	4.35956
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	8.71911
Click to view 3D structure	Sodium-dependent dopamine transporter	P23977	Rattus norvegicus	Predicted (SEA)	8.01847
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P30994	Rattus norvegicus	Predicted (SEA)	0.856341
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	26.6244
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	18.9174
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28222	Humans	Predicted (SEA)	9.809
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	19.6959
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P14842	Rattus norvegicus	Predicted (SEA)	23.4326
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	28.2593
Click to view 3D structure	5-hydroxytryptamine receptor 1D	P28221	Humans	Predicted (SEA)	14.6357
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	89.9937
Click to view 3D structure	Myeloperoxidase	P05164	Humans	Predicted (SEA)	1.47914
Click to view 3D structure	5-hydroxytryptamine receptor 5A	P47898	Humans	Predicted (SEA)	8.32987
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	81.4303
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	26.2352
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	18.5281
Click to view 3D structure	Alpha-1A adrenergic receptor	P35348	Humans	Predicted (SEA)	38.6911
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	42.1943
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28564	Rattus norvegicus	Predicted (SEA)	17.3604
Click to view 3D structure	Alpha-1D adrenergic receptor	P25100	Humans	Predicted (SEA)	27.5586