ContaminantDB: (±)-alpha-Narcotine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 23:52:59 UTC

Update Date

2016-11-09 01:18:30 UTC

Accession Number

CHEM027647

Identification

Common Name

(±)-alpha-Narcotine

Class

Small Molecule

Description

(±)-alpha-Narcotine is formed in opium, as an artifact.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(±)-a-narcotine	Generator
(±)-α-narcotine	Generator
(+/-)-noscapine	ChEMBL, HMDB
(+/-) a-narcotine	HMDB
(.+-.)-alpha-narcotine	HMDB
(.+-.)-narcotine	HMDB
a-Gnoscopine	HMDB
alpha-Gnoscopine	HMDB
DL-Narcotine	HMDB
Gnoscopine	HMDB
Berna brand OF noscapine hydrochloride	MeSH, HMDB
dreluso Brand OF noscapine	MeSH, HMDB
Embonate, noscapine hydrogen	MeSH, HMDB
Librochin prikkelhoest	MeSH, HMDB
Noscapine dreluso brand	MeSH, HMDB
Tropfen, capval	MeSH, HMDB
Tuscalman	MeSH, HMDB
Boots brand OF noscapine hydrochloride	MeSH, HMDB
Byk brand OF noscapine hydrochloride	MeSH, HMDB
dreluso Brand OF noscapine hydrochloride	MeSH, HMDB
Noscapect	MeSH, HMDB
Noscapine	MeSH, HMDB
Noscapine hydrogen embonate	MeSH, HMDB
Capval tropfen	MeSH, HMDB
Hydrochloride, noscapine	MeSH, HMDB
Capval	MeSH, HMDB
Hydrogen embonate, noscapine	MeSH, HMDB
Noscapine hydrochloride	MeSH, HMDB
Prikkelhoest, librochin	MeSH, HMDB
Narcotine	MeSH

Chemical Formula

C₂₂H₂₃NO₇

Average Molecular Mass

413.421 g/mol

Monoisotopic Mass

413.147 g/mol

CAS Registry Number

6035-40-1

IUPAC Name

6,7-dimethoxy-3-{4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-1,3-dihydro-2-benzofuran-1-one

Traditional Name

noscapine

SMILES

COC1=C(OC)C2=C(C=C1)C(OC2=O)C1N(C)CCC2=CC3=C(OCO3)C(OC)=C12

InChI Identifier

InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3

InChI Key

AKNNEGZIBPJZJG-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phthalide isoquinolines. These are organic compounds with a structure characterized by an isoquinoline moiety linked to phthalide.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Phthalide isoquinolines

Sub Class

Not Available

Direct Parent

Phthalide isoquinolines

Alternative Parents

Substituents

Phthalide isoquinoline
Isobenzofuranone
Benzofuranone
Tetrahydroisoquinoline
Phthalide
Benzodioxole
Isocoumaran
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary aliphatic amine
Tertiary amine
Acetal
Carboxylic acid derivative
Oxacycle
Ether
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen 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

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	0.18 g/L	ALOGPS
logP	2	ALOGPS
logP	2.58	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14.59	ChemAxon
pKa (Strongest Basic)	6.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	75.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.08 m³·mol⁻¹	ChemAxon
Polarizability	42.34 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0090000000-3c9ba32ffef0cb240424	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-03di-0010900000-cdd1247660f106a951f8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00di-0095100000-9600e118d85ae53c098b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00di-0095000000-da9f07f22cfbc8de1589	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-05fr-0093000000-0bd2017e1bcc5746d029	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-0291000000-bbe1cf250f43716443dc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4i-0590000000-a8e70dcad06bd7414fcb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-0000900000-c9769de8c704796705c7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0229-0095800000-2c1c0615cb0341b18dee	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00di-0079000000-a8be17dcb81cbaeb32b1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-05fr-0094000000-bf20e99af379ddfd1eb1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-0291000000-7c2db78d383690296165	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-05fr-0394000000-4ff7d94b3c87b88e259f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-00di-0193000000-9ebb9c8bd7bea33e777c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-03k9-0062900000-d48438307b64d04a2721	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0096200000-0e46351b9e099dd035ff	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-0079000000-6585d8ae7e5c4f5b7b3f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-00di-0091000000-ba865760e33b0b19ece8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-00di-0091100000-b342c4c749bcb447d17c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-05fr-0094000000-0db4dbd2856ec0f4afed	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0013900000-5b826e3916f6a190b5d4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03k9-0349500000-0a1171b8ad158af511de	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f96-1938000000-0226d383a4c62f6dd51a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0002900000-3e5155cb1df43a1ee339	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03yj-0009300000-554dd8c085d71b8e8c59	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0i6u-1109000000-3b5e0f2ae056ecae25b2	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0033441

FooDB ID

FDB011479

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

4385

ChEBI ID

110185

PubChem Compound ID

4544

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

(±)-alpha-Narcotine (CHEM027647)

Structure for CHEM027647: (±)-alpha-Narcotine