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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 21:15:34 UTC

Update Date

2022-03-07 03:17:42 UTC

HMDB ID

HMDB0060279

Secondary Accession Numbers

HMDB60279

Metabolite Identification

Common Name

Aminochrome o-semiquinone

Description

Aminochrome o-semiquinone belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole. Aminochrome o-semiquinone is a moderately basic compound (based on its pKa). These are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₈NO₂

Average Molecular Weight

150.1546

Monoisotopic Molecular Weight

150.055503505

IUPAC Name

Traditional Name

tyrosine(.)

CAS Registry Number

Not Available

SMILES

[O]C1=C(O)C=C2NCCC2=C1

InChI Identifier

InChI=1S/C8H8NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h3-4,9,11H,1-2H2

InChI Key

SUOKBNMHVMNQDG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolines

Direct Parent

Indolines

Alternative Parents

Substituents

Dihydroindole
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Secondary aliphatic/aromatic amine
Benzenoid
Azacycle
Secondary amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	17.5 g/L	ALOGPS
logP	1.36	ALOGPS
logP	0.87	ChemAxon
logS	-0.94	ALOGPS
pKa (Strongest Acidic)	7.44	ChemAxon
pKa (Strongest Basic)	2.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	32.26 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	54.07 m³·mol⁻¹	ChemAxon
Polarizability	15.05 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	131.641	31661259
DarkChem	[M-H]-	126.379	31661259
DeepCCS	[M+H]+	136.141	30932474
DeepCCS	[M-H]-	133.301	30932474
DeepCCS	[M-2H]-	169.404	30932474
DeepCCS	[M+Na]+	144.636	30932474
AllCCS	[M+H]+	130.7	32859911
AllCCS	[M+H-H2O]+	126.0	32859911
AllCCS	[M+NH4]+	135.1	32859911
AllCCS	[M+Na]+	136.3	32859911
AllCCS	[M-H]-	128.4	32859911
AllCCS	[M+Na-2H]-	129.2	32859911
AllCCS	[M+HCOO]-	130.2	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aminochrome o-semiquinone,1TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1[O])CCN2	1723.2	Semi standard non polar	33892256
Aminochrome o-semiquinone,1TMS,isomer #2	C[Si](C)(C)N1CCC2=CC([O])=C(O)C=C21	1807.4	Semi standard non polar	33892256
Aminochrome o-semiquinone,2TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1[O])CCN2[Si](C)(C)C	1820.9	Semi standard non polar	33892256
Aminochrome o-semiquinone,2TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1[O])CCN2[Si](C)(C)C	1793.8	Standard non polar	33892256
Aminochrome o-semiquinone,2TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1[O])CCN2[Si](C)(C)C	1908.5	Standard polar	33892256
Aminochrome o-semiquinone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1[O])CCN2	1969.1	Semi standard non polar	33892256
Aminochrome o-semiquinone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCC2=CC([O])=C(O)C=C21	2068.0	Semi standard non polar	33892256
Aminochrome o-semiquinone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1[O])CCN2[Si](C)(C)C(C)(C)C	2321.4	Semi standard non polar	33892256
Aminochrome o-semiquinone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1[O])CCN2[Si](C)(C)C(C)(C)C	2284.7	Standard non polar	33892256
Aminochrome o-semiquinone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1[O])CCN2[Si](C)(C)C(C)(C)C	2215.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aminochrome o-semiquinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pk9-1900000000-25b9640019df23ef1c28	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminochrome o-semiquinone GC-MS (1 TMS) - 70eV, Positive	splash10-01dl-7900000000-b51b5af90f9b75f60989	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminochrome o-semiquinone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminochrome o-semiquinone 10V, Positive-QTOF	splash10-0udi-0900000000-1877a150877e5f03560e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminochrome o-semiquinone 20V, Positive-QTOF	splash10-0fl0-0900000000-d3f6275e2c2a3dfd71e4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminochrome o-semiquinone 40V, Positive-QTOF	splash10-0pbc-9600000000-9b5a39548f972d0d2876	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminochrome o-semiquinone 10V, Positive-QTOF	splash10-0udi-0900000000-b339667d1f400dacbf32	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminochrome o-semiquinone 20V, Positive-QTOF	splash10-001i-0900000000-84e22cd7914952fd36d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminochrome o-semiquinone 40V, Positive-QTOF	splash10-0536-8900000000-c9459c290624a98f4942	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminochrome o-semiquinone 10V, Negative-QTOF	splash10-0002-0900000000-82cecc607632eac381bb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminochrome o-semiquinone 20V, Negative-QTOF	splash10-001j-1900000000-31ff426bf4d0730f819c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminochrome o-semiquinone 40V, Negative-QTOF	splash10-0fef-5900000000-c4fbcc94c5c8b2f9b2e2	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769908

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

CE5277

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]

Showing metabocard for Aminochrome o-semiquinone (HMDB0060279)

MOL for HMDB0060279 (Aminochrome o-semiquinone)

3D MOL for HMDB0060279 (Aminochrome o-semiquinone)

3D SDF for HMDB0060279 (Aminochrome o-semiquinone)

3D-SDF for HMDB0060279 (Aminochrome o-semiquinone)

PDB for HMDB0060279 (Aminochrome o-semiquinone)

3D PDB for HMDB0060279 (Aminochrome o-semiquinone)

SMILES for HMDB0060279 (Aminochrome o-semiquinone)

INCHI for HMDB0060279 (Aminochrome o-semiquinone)

Structure for HMDB0060279 (Aminochrome o-semiquinone)

3D Structure for HMDB0060279 (Aminochrome o-semiquinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra