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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-28 15:02:23 UTC

Update Date

2021-09-26 22:27:12 UTC

HMDB ID

HMDB0242197

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(-)-2-Difluoromethylornithine

Description

(-)-2-Difluoromethylornithine, also known as DFMO or MDL 71,782 a, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Based on a literature review a significant number of articles have been published on (-)-2-Difluoromethylornithine. This compound has been identified in human blood as reported by (PMID: 31557052 ). (-)-2-difluoromethylornithine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (-)-2-Difluoromethylornithine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HEADER    PROTEIN                                 16-SEP-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-SEP-15         0                                  
HETATM    1  C   UNK     0       1.969  -1.805   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.302  -1.035   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.636  -1.805   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.970  -1.035   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.303  -0.265   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.637  -1.035   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       0.635  -1.035   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       7.303   1.275   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.200   0.299   0.000  0.00  0.00           C+0
HETATM   10  F   UNK     0       3.660   0.299   0.000  0.00  0.00           F+0
HETATM   11  F   UNK     0       5.970   1.633   0.000  0.00  0.00           F+0
HETATM   12  N   UNK     0       5.642  -2.309   0.000  0.00  0.00           N+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9   12                                             
CONECT    5    4    6    8                                                  
CONECT    6    5                                                            
CONECT    7    1                                                            
CONECT    8    5                                                            
CONECT    9    4   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    4                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
alpha-(Difluoromethyl)-DL-ornithine	ChEBI
alpha-Difluoromethylornithine	ChEBI
DFMO	ChEBI
a-(Difluoromethyl)-DL-ornithine	Generator
Α-(difluoromethyl)-DL-ornithine	Generator
a-Difluoromethylornithine	Generator
Α-difluoromethylornithine	Generator
DL alpha Difluoromethylornithine	HMDB
DL-alpha-Difluoromethylornithine	HMDB
Difluoromethylornithine	HMDB
Eflornithine hydrochloride	HMDB
Eflornithine monohydrochloride, monohydrate	HMDB
Hydrochloride, eflornithine	HMDB
MDL 71,782 a	HMDB
MDL-71,782 a	HMDB
MDL71,782 a	HMDB
Monohydrochloride, monohydrate eflornithine	HMDB
Ornidyl	HMDB
Ornithine, alpha-difluoromethyl	HMDB
Vaniqa	HMDB
Women first brand OF eflornithine hydrochloride	HMDB
alpha Difluoromethyl ornithine	HMDB
alpha Difluoromethylornithine	HMDB
alpha-Difluoromethyl ornithine	HMDB

Chemical Formula

C₆H₁₂F₂N₂O₂

Average Molecular Weight

182.171

Monoisotopic Molecular Weight

182.08668396

IUPAC Name

2,5-diamino-2-(difluoromethyl)pentanoic acid

Traditional Name

vaniqa

CAS Registry Number

Not Available

SMILES

NCCCC(N)(C(F)F)C(O)=O

InChI Identifier

InChI=1S/C6H12F2N2O2/c7-4(8)6(10,5(11)12)2-1-3-9/h4H,1-3,9-10H2,(H,11,12)

InChI Key

VLCYCQAOQCDTCN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Branched fatty acid
Halogenated fatty acid
Fatty acyl
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Alkyl fluoride
Primary amine
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Organic nitrogen compound
Alkyl halide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fluoroamino acid (CHEBI:41948 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

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
logP	-2	ALOGPS
logP	-2.9	ChemAxon
logS	-0.56	ALOGPS
pKa (Strongest Acidic)	2.19	ChemAxon
pKa (Strongest Basic)	10.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	89.34 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	37.73 m³·mol⁻¹	ChemAxon
Polarizability	15.8 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	135.592	30932474
DeepCCS	[M-H]-	131.759	30932474
DeepCCS	[M-2H]-	169.128	30932474
DeepCCS	[M+Na]+	144.504	30932474
AllCCS	[M+H]+	140.5	32859911
AllCCS	[M+H-H2O]+	136.8	32859911
AllCCS	[M+NH4]+	144.0	32859911
AllCCS	[M+Na]+	145.0	32859911
AllCCS	[M-H]-	134.2	32859911
AllCCS	[M+Na-2H]-	135.8	32859911
AllCCS	[M+HCOO]-	137.6	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-2-Difluoromethylornithine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)(CCCN)C(F)F	1335.5	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)(CCCN)C(F)F	1434.9	Standard non polar	33892256
(-)-2-Difluoromethylornithine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)(CCCN)C(F)F	2325.6	Standard polar	33892256
(-)-2-Difluoromethylornithine,1TMS,isomer #2	C[Si](C)(C)NCCCC(N)(C(=O)O)C(F)F	1478.1	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,1TMS,isomer #2	C[Si](C)(C)NCCCC(N)(C(=O)O)C(F)F	1443.1	Standard non polar	33892256
(-)-2-Difluoromethylornithine,1TMS,isomer #2	C[Si](C)(C)NCCCC(N)(C(=O)O)C(F)F	2269.0	Standard polar	33892256
(-)-2-Difluoromethylornithine,1TMS,isomer #3	C[Si](C)(C)NC(CCCN)(C(=O)O)C(F)F	1452.5	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,1TMS,isomer #3	C[Si](C)(C)NC(CCCN)(C(=O)O)C(F)F	1490.9	Standard non polar	33892256
(-)-2-Difluoromethylornithine,1TMS,isomer #3	C[Si](C)(C)NC(CCCN)(C(=O)O)C(F)F	2101.8	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #1	C[Si](C)(C)NC(CCCN)(C(=O)O[Si](C)(C)C)C(F)F	1469.9	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #1	C[Si](C)(C)NC(CCCN)(C(=O)O[Si](C)(C)C)C(F)F	1612.0	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #1	C[Si](C)(C)NC(CCCN)(C(=O)O[Si](C)(C)C)C(F)F	1863.2	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #2	C[Si](C)(C)NCCCC(N)(C(=O)O[Si](C)(C)C)C(F)F	1491.8	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #2	C[Si](C)(C)NCCCC(N)(C(=O)O[Si](C)(C)C)C(F)F	1622.4	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #2	C[Si](C)(C)NCCCC(N)(C(=O)O[Si](C)(C)C)C(F)F	2013.4	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #3	C[Si](C)(C)NCCCC(N[Si](C)(C)C)(C(=O)O)C(F)F	1581.5	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #3	C[Si](C)(C)NCCCC(N[Si](C)(C)C)(C(=O)O)C(F)F	1629.2	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #3	C[Si](C)(C)NCCCC(N[Si](C)(C)C)(C(=O)O)C(F)F	1827.2	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #4	C[Si](C)(C)N(CCCC(N)(C(=O)O)C(F)F)[Si](C)(C)C	1662.0	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #4	C[Si](C)(C)N(CCCC(N)(C(=O)O)C(F)F)[Si](C)(C)C	1628.6	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #4	C[Si](C)(C)N(CCCC(N)(C(=O)O)C(F)F)[Si](C)(C)C	2249.5	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #5	C[Si](C)(C)N(C(CCCN)(C(=O)O)C(F)F)[Si](C)(C)C	1614.2	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #5	C[Si](C)(C)N(C(CCCN)(C(=O)O)C(F)F)[Si](C)(C)C	1658.0	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TMS,isomer #5	C[Si](C)(C)N(C(CCCN)(C(=O)O)C(F)F)[Si](C)(C)C	2029.0	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #1	C[Si](C)(C)NCCCC(N[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(F)F	1572.5	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #1	C[Si](C)(C)NCCCC(N[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(F)F	1733.4	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #1	C[Si](C)(C)NCCCC(N[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(F)F	1607.2	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCCN)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1634.6	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCCN)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1769.1	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCCN)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1851.3	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)(CCCN([Si](C)(C)C)[Si](C)(C)C)C(F)F	1661.6	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)(CCCN([Si](C)(C)C)[Si](C)(C)C)C(F)F	1770.3	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)(CCCN([Si](C)(C)C)[Si](C)(C)C)C(F)F	2044.8	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #4	C[Si](C)(C)NC(CCCN([Si](C)(C)C)[Si](C)(C)C)(C(=O)O)C(F)F	1760.9	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #4	C[Si](C)(C)NC(CCCN([Si](C)(C)C)[Si](C)(C)C)(C(=O)O)C(F)F	1749.8	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #4	C[Si](C)(C)NC(CCCN([Si](C)(C)C)[Si](C)(C)C)(C(=O)O)C(F)F	1799.6	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #5	C[Si](C)(C)NCCCC(C(=O)O)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1741.8	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #5	C[Si](C)(C)NCCCC(C(=O)O)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1775.5	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TMS,isomer #5	C[Si](C)(C)NCCCC(C(=O)O)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1777.6	Standard polar	33892256
(-)-2-Difluoromethylornithine,4TMS,isomer #1	C[Si](C)(C)NC(CCCN([Si](C)(C)C)[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(F)F	1759.3	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,4TMS,isomer #1	C[Si](C)(C)NC(CCCN([Si](C)(C)C)[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(F)F	1834.0	Standard non polar	33892256
(-)-2-Difluoromethylornithine,4TMS,isomer #1	C[Si](C)(C)NC(CCCN([Si](C)(C)C)[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C(F)F	1638.4	Standard polar	33892256
(-)-2-Difluoromethylornithine,4TMS,isomer #2	C[Si](C)(C)NCCCC(C(=O)O[Si](C)(C)C)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1749.7	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,4TMS,isomer #2	C[Si](C)(C)NCCCC(C(=O)O[Si](C)(C)C)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1875.9	Standard non polar	33892256
(-)-2-Difluoromethylornithine,4TMS,isomer #2	C[Si](C)(C)NCCCC(C(=O)O[Si](C)(C)C)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1634.4	Standard polar	33892256
(-)-2-Difluoromethylornithine,4TMS,isomer #3	C[Si](C)(C)N(CCCC(C(=O)O)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1915.0	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,4TMS,isomer #3	C[Si](C)(C)N(CCCC(C(=O)O)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1895.5	Standard non polar	33892256
(-)-2-Difluoromethylornithine,4TMS,isomer #3	C[Si](C)(C)N(CCCC(C(=O)O)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1778.2	Standard polar	33892256
(-)-2-Difluoromethylornithine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCCN([Si](C)(C)C)[Si](C)(C)C)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1978.4	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCCN([Si](C)(C)C)[Si](C)(C)C)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1976.9	Standard non polar	33892256
(-)-2-Difluoromethylornithine,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCCN([Si](C)(C)C)[Si](C)(C)C)(C(F)F)N([Si](C)(C)C)[Si](C)(C)C	1699.0	Standard polar	33892256
(-)-2-Difluoromethylornithine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)(CCCN)C(F)F	1578.3	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)(CCCN)C(F)F	1623.9	Standard non polar	33892256
(-)-2-Difluoromethylornithine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)(CCCN)C(F)F	2387.8	Standard polar	33892256
(-)-2-Difluoromethylornithine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC(N)(C(=O)O)C(F)F	1728.0	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC(N)(C(=O)O)C(F)F	1686.5	Standard non polar	33892256
(-)-2-Difluoromethylornithine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC(N)(C(=O)O)C(F)F	2343.7	Standard polar	33892256
(-)-2-Difluoromethylornithine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCCN)(C(=O)O)C(F)F	1681.9	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCCN)(C(=O)O)C(F)F	1722.1	Standard non polar	33892256
(-)-2-Difluoromethylornithine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCCN)(C(=O)O)C(F)F	2144.9	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCCN)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	1928.7	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCCN)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2001.7	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCCN)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2047.2	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC(N)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	1937.5	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC(N)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2032.9	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC(N)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2213.2	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCCC(N[Si](C)(C)C(C)(C)C)(C(=O)O)C(F)F	2051.6	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCCC(N[Si](C)(C)C(C)(C)C)(C(=O)O)C(F)F	1998.9	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCCC(N[Si](C)(C)C(C)(C)C)(C(=O)O)C(F)F	2039.6	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCCC(N)(C(=O)O)C(F)F)[Si](C)(C)C(C)(C)C	2104.0	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCCC(N)(C(=O)O)C(F)F)[Si](C)(C)C(C)(C)C	2058.9	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCCC(N)(C(=O)O)C(F)F)[Si](C)(C)C(C)(C)C	2378.3	Standard polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCCN)(C(=O)O)C(F)F)[Si](C)(C)C(C)(C)C	2031.5	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCCN)(C(=O)O)C(F)F)[Si](C)(C)C(C)(C)C	2031.3	Standard non polar	33892256
(-)-2-Difluoromethylornithine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCCN)(C(=O)O)C(F)F)[Si](C)(C)C(C)(C)C	2138.6	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCC(N[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2232.1	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCC(N[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2259.3	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCC(N[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2020.5	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCCN)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2293.5	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCCN)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2302.1	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCCN)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2116.2	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(F)F	2317.7	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(F)F	2352.5	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(F)F	2339.2	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C(=O)O)C(F)F	2435.9	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C(=O)O)C(F)F	2307.7	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C(=O)O)C(F)F	2127.8	Standard polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCCC(C(=O)O)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2409.2	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCCC(C(=O)O)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2294.0	Standard non polar	33892256
(-)-2-Difluoromethylornithine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCCC(C(=O)O)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2104.6	Standard polar	33892256
(-)-2-Difluoromethylornithine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2608.4	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2542.6	Standard non polar	33892256
(-)-2-Difluoromethylornithine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C(F)F	2114.0	Standard polar	33892256
(-)-2-Difluoromethylornithine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC(C(=O)O[Si](C)(C)C(C)(C)C)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2608.8	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC(C(=O)O[Si](C)(C)C(C)(C)C)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2538.6	Standard non polar	33892256
(-)-2-Difluoromethylornithine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCC(C(=O)O[Si](C)(C)C(C)(C)C)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2110.3	Standard polar	33892256
(-)-2-Difluoromethylornithine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCCC(C(=O)O)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2747.2	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCCC(C(=O)O)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2602.7	Standard non polar	33892256
(-)-2-Difluoromethylornithine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCCC(C(=O)O)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2184.4	Standard polar	33892256
(-)-2-Difluoromethylornithine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2978.6	Semi standard non polar	33892256
(-)-2-Difluoromethylornithine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2834.8	Standard non polar	33892256
(-)-2-Difluoromethylornithine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C(F)F)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2239.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-2-Difluoromethylornithine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-9200000000-bd932d11510b4f6052c3	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-2-Difluoromethylornithine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-2-Difluoromethylornithine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine LC-ESI-QQ , positive-QTOF	splash10-001i-0900000000-df91c4b4acdcbe7cee41	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine LC-ESI-QQ , positive-QTOF	splash10-00xr-0900000000-9a7e6cedd31e8d4feff3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine LC-ESI-QQ , positive-QTOF	splash10-00di-0900000000-83896c5cd4b28a1aeb5b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine LC-ESI-QQ , positive-QTOF	splash10-00di-4900000000-3d4818a740257594aecb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine LC-ESI-QQ , positive-QTOF	splash10-00e9-9300000000-3f52c4f986a5917af0ff	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 10V, Positive-QTOF	splash10-00s9-0900000000-21f06544fe5b82dc9f6c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 20V, Positive-QTOF	splash10-01b9-3900000000-b3a5d607f81ba4096072	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 40V, Positive-QTOF	splash10-00dl-9700000000-c946d993b687b450be4b	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 10V, Negative-QTOF	splash10-001i-0900000000-daa89b1062f5a2b00e07	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 20V, Negative-QTOF	splash10-01q9-0900000000-7fc456041c4ea3e820dd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 40V, Negative-QTOF	splash10-05br-9800000000-ee634358be91082fcdc1	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 10V, Positive-QTOF	splash10-01b9-0900000000-f13026cd01d8309115a0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 20V, Positive-QTOF	splash10-00dr-0900000000-f229426deb2b0c03b362	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 40V, Positive-QTOF	splash10-0a4i-9000000000-0f901073d7c7951fdd1a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 10V, Negative-QTOF	splash10-03di-0900000000-223a8894224fa8dea5ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 20V, Negative-QTOF	splash10-0159-9600000000-700f94cba4b0ba9da5a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-2-Difluoromethylornithine 40V, Negative-QTOF	splash10-002f-7900000000-a6346c91e0d22a00e867	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06243

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2902

KEGG Compound ID

C07997

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Eflornithine

METLIN ID

Not Available

PubChem Compound

3009

PDB ID

Not Available

ChEBI ID

41948

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (-)-2-Difluoromethylornithine (HMDB0242197)

MOL for HMDB0242197 ((-)-2-Difluoromethylornithine)

3D MOL for HMDB0242197 ((-)-2-Difluoromethylornithine)

3D SDF for HMDB0242197 ((-)-2-Difluoromethylornithine)

3D-SDF for HMDB0242197 ((-)-2-Difluoromethylornithine)

PDB for HMDB0242197 ((-)-2-Difluoromethylornithine)

3D PDB for HMDB0242197 ((-)-2-Difluoromethylornithine)

SMILES for HMDB0242197 ((-)-2-Difluoromethylornithine)

INCHI for HMDB0242197 ((-)-2-Difluoromethylornithine)

Structure for HMDB0242197 ((-)-2-Difluoromethylornithine)

3D Structure for HMDB0242197 ((-)-2-Difluoromethylornithine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra