Showing Compound Norlaudanosoline (FDB008796)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:15 UTC

Update date

2018-05-28 18:38:23 UTC

Primary ID

FDB008796

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Norlaudanosoline

Description

(R,S)-Norlaudanosoline, also known as tetrahydropapaveroline, belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached (R,S)-Norlaudanosoline is a very strong basic compound (based on its pKa).

CAS Number

10139-29-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(R,S)-Norlaudanosoline	ChEBI
(r,s)-norlaudanosoline	biospider
(s)-norlaudanosoline	biospider
(s)-tetrahydropapaveroline	biospider
1-(3,4-Dihydroxybenzyl)-1,2,3,4-tetrahydro-6,7-isoquinolinediol, 8CI	db_source
1-[(3,4-Dihydroxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-isoquinolinediol, 9CI	db_source
Norlaudanosoline	Kegg
Papaveroline, 1,2,3,4-tetrahydro-	biospider
Tetrahydropapaveroline	ChEBI
Tetrahydroxypapaveroline	HMDB

Showing 1 to 10 of 10 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.32 g/L	ALOGPS
logP	1.34	ALOGPS
logP	1.84	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	8.65	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	92.95 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.58 m³·mol⁻¹	ChemAxon
Polarizability	30.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C16H17NO4

IUPAC name

1-[(3,4-dihydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol

InChI Identifier

InChI=1S/C16H17NO4/c18-13-2-1-9(6-14(13)19)5-12-11-8-16(21)15(20)7-10(11)3-4-17-12/h1-2,6-8,12,17-21H,3-5H2

InChI Key

ABXZOXDTHTTZJW-UHFFFAOYSA-N

Isomeric SMILES

OC1=CC2=C(C=C1O)C(CC1=CC(O)=C(O)C=C1)NCC2

Average Molecular Weight

287.3105

Monoisotopic Molecular Weight

287.115758037

Classification

Description

Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Benzylisoquinolines

Direct Parent

Benzylisoquinolines

Alternative Parents

Substituents

Benzylisoquinoline
Tetrahydroisoquinoline
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Secondary aliphatic amine
Secondary amine
Azacycle
Organooxygen compound
Organonitrogen compound
Amine
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzylisoquinoline alkaloid (CHEBI:28770 )
isoquinolinol (CHEBI:28770 )
benzyltetrahydroisoquinoline (CHEBI:28770 )

Ontology

Disposition

Source:

Endogenous

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 66.89%; H 5.96%; N 4.88%; O 22.27%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Norlaudanosoline, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-1900000000-5bdec49b7e3ad6d54f94	Spectrum
Predicted GC-MS	Norlaudanosoline, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-1021090000-cdcee7edb7efd8147127	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0190000000-ebe0bcf51deee4d03416	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03k9-0890000000-454a3dba17fb0a9a1feb	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03k9-0930000000-eb86d1f7598002b19864	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03k9-0920000000-0fea3d6de92f4642847e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-03k9-0940000000-e50e320f378c9740d3f8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-03k9-0940000000-6d5f7447c6ff2d55f82e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-03k9-0940000000-0d5683453b5fd9dfcc67	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-03k9-0940000000-e2203c1ceb15a4ff4500	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0190000000-9b0b13c7ff79fd1fd7a5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-0960000000-5898e51e1e6348b87548	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0hbi-5900000000-08d591de275ff032ef8e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-f5a0acdcf214c710a832	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0190000000-dfff09ca652349c32476	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-1920000000-d62d3a99a7d9d719b9e8	2016-08-03	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

17491

ChEMBL ID

Not Available

KEGG Compound ID

C06350

Pubchem Compound ID

18519

Pubchem Substance ID

Not Available

ChEBI ID

28770

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB12486

CRC / DFC (Dictionary of Food Compounds) ID

DXY66-X:DXY66-X

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Norlaudanosoline (FDB008796)

Structure for FDB008796 (Norlaudanosoline)