Showing Compound Monocrotaline (FDB012736)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:20 UTC

Update date

2015-07-20 22:53:33 UTC

Primary ID

FDB012736

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Monocrotaline

Description

Monocrotaline belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring. Based on a literature review very few articles have been published on Monocrotaline.

CAS Number

315-22-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Showing 1 to 4 of 4 entries

Predicted Properties

Property	Value	Source
Water Solubility	25 g/L	ALOGPS
logP	0.22	ALOGPS
logP	-0.33	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	11.49	ChemAxon
pKa (Strongest Basic)	8.08	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	80.7 m³·mol⁻¹	ChemAxon
Polarizability	32.75 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

C16H23NO6

IUPAC name

5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-10-ene-3,7-dione

InChI Identifier

InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3

InChI Key

QVCMHGGNRFRMAD-UHFFFAOYSA-N

Isomeric SMILES

CC1C(=O)OC2CCN3CC=C(COC(=O)C(C)(O)C1(C)O)C23

Average Molecular Weight

325.3569

Monoisotopic Molecular Weight

325.152537473

Classification

Description

Belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizines

Sub Class

Not Available

Direct Parent

Pyrrolizines

Alternative Parents

Substituents

Pyrrolizine
Dicarboxylic acid or derivatives
N-alkylpyrrolidine
Pyrrolidine
Pyrroline
Tertiary alcohol
1,2-diol
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Oxacycle
Azacycle
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Source:

Food

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

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	5.83
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 59.07%; H 7.12%; N 4.30%; O 29.50%	DFC
Melting Point	Mp 202-203° (197-198° dec.)	DFC
Optical Rotation	[a]26D -54.7 (CHCl3)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Monocrotaline, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-056r-5039000000-be431a72ae4b26b9c540	Spectrum
Predicted GC-MS	Monocrotaline, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fmi-9002300000-de7b880e17ff3932cd2a	Spectrum
Predicted GC-MS	Monocrotaline, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-03fr-0951000000-6ce5bd53cff87a0f5381	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-03fr-0951000000-6ce5bd53cff87a0f5381	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0729000000-d4ce0e247a5922cf9ec4	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-009i-2924000000-a07b6371332d19772c4a	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00xr-6900000000-d98c0669fb530bbc8909	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0079-0946000000-e90518d28e586e6ad4c0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0079-4912000000-1e0a97c9590ea14fd6b3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05g3-9700000000-15c719bd643262d06008	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0009000000-c97d8d70bc6fcf08982c	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0009000000-ffa0b158dbd64bc24e63	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004j-0049000000-a57ed466b0a11f2d30ce	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0009000000-a10aed77f13f4519e5f7	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05fr-0009000000-b17fa0c0171fe0b9721c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0595-0097000000-bf7b16d53c858ba7aa6d	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4097

ChEMBL ID

Not Available

KEGG Compound ID

C10350

Pubchem Compound ID

4246

Pubchem Substance ID

Not Available

ChEBI ID

6980

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34363

CRC / DFC (Dictionary of Food Compounds) ID

HKK98-V:HKK98-V

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00002101

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 Monocrotaline (FDB012736)

Structure for FDB012736 (Monocrotaline)