ContaminantDB: (R)-Roemerine

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

Record Information

Version

1.0

Creation Date

2016-05-25 21:36:40 UTC

Update Date

2016-11-09 01:17:52 UTC

Accession Number

CHEM024287

Identification

Common Name

(R)-Roemerine

Class

Small Molecule

Description

(R)-Roemerine is found in coffee and coffee products. (R)-Roemerine is an alkaloid from Nelumbo nucifera (East India lotus

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1-(3-Furanyl)-2,4-pentanediol	HMDB
3-(1,4-Dihydroxypentyl)furan	HMDB
(-)-Aporheine	HMDB
(-)-Remerine	HMDB
(-)-Roemerine	HMDB
1,2-(Methylenedioxy)-6a-beta-aporphine	HMDB
L-Roemerine	HMDB
Remerin	HMDB
Remerine	HMDB
Remerine (alkaloid)	HMDB
Roemerin	HMDB
Roemerine	HMDB
Roemerine, (S)-isomer	HMDB
Aporeine	HMDB
Roemerine hydrochloride, (R)-isomer	HMDB

Chemical Formula

C₁₈H₁₇NO₂

Average Molecular Mass

279.333 g/mol

Monoisotopic Mass

279.126 g/mol

CAS Registry Number

548-08-3

IUPAC Name

11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaene

Traditional Name

11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaene

SMILES

CN1CCC2=CC3=C(OCO3)C3=C2C1CC1=CC=CC=C31

InChI Identifier

InChI=1S/C18H17NO2/c1-19-7-6-12-9-15-18(21-10-20-15)17-13-5-3-2-4-11(13)8-14(19)16(12)17/h2-5,9,14H,6-8,10H2,1H3

InChI Key

JCTYWRARKVGOBK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
Naphthalene
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Aralkylamine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Acetal
Azacycle
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
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	0.1 g/L	ALOGPS
logP	2.9	ALOGPS
logP	3.32	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	7.52	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	21.7 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	81.79 m³·mol⁻¹	ChemAxon
Polarizability	30.91 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	1	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	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0imr-0090000000-745953c37c4239cdc051	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-001i-0090000000-635e5cee65a67747a8ce	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000t-0290000000-ccf3533cffb2440f079e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-001i-0090000000-0ca707052198b44d23d7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0006-0970000000-4696f1ff2275021fcba9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000l-0910000000-a23cc1980f2163040272	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000l-0910000000-65c234023369d5e3ee68	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0006-0970000000-0a241e898ac444e63119	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0006-0980000000-626b8ace095c82f06ab4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-001i-0090000000-7b0a7cfdf2ce2bd3ef62	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000w-0290000000-5c7bf3e6d0931f8358e2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000t-0190000000-4ada27fdba5172875778	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000l-0910000000-969678333f7aa9ea0ce7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-000w-0290000000-8b98bdfac700a8194289	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-2154c045ee4269a75c5b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0090000000-2141d74364522dacfc31	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0l1l-2090000000-cc95e5b518edc5612684	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-ba19f16e005aad4b2289	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0090000000-956d58e4bfd1e88ecc3d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03fr-1090000000-d824d214a83079b6a356	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-50cc1ea4c83b57b666b0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0090000000-7ad3112870ebf77c59df	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01ta-0090000000-739428a703c1b0936ca6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-ca9c209963e0693bbfab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0090000000-2569b55bdd82be33ca88	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uds-0090000000-6f1154831c206e456218	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

HMDB0030264

FooDB ID

FDB002093

Phenol Explorer ID

Not Available

KNApSAcK ID

C00025625

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

205203

ChEBI ID

Not Available

PubChem Compound ID

13186539

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.

(R)-Roemerine (CHEM024287)

Structure for CHEM024287: (R)-Roemerine