Bovine Metabolome Database: Showing metabocard for Hexadecanedioic acid (BMDB0000672)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:34:41 UTC

Update Date

2020-05-05 18:37:12 UTC

BMDB ID

BMDB0000672

Secondary Accession Numbers

BMDB00672

Metabolite Identification

Common Name

Hexadecanedioic acid

Description

Hexadecanedioic acid, also known as 1,16-hexadecanedioate or thapsic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Based on a literature review a significant number of articles have been published on Hexadecanedioic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,14-Tetradecanedicarboxylic acid	ChEBI
1,16-Hexadecanedioic acid	ChEBI
Thapsic acid	ChEBI
1,14-Tetradecanedicarboxylate	Generator
1,16-Hexadecanedioate	Generator
Thapsate	Generator
Hexadecanedioate	Generator
Α,ω-tetrαdecαnedicαrboxylαte	HMDB
N-Tetradecane-ω,ω'-dicarboxylate	HMDB
N-Tetradecane-ω,ω'-dicarboxylic acid	HMDB
alpha,Omega-tetradecanedicarboxylic acid	HMDB
N-Tetradecane-omega,omega'-dicarboxylic acid	HMDB
N-Tetradecane-ω,ω’-dicarboxylic acid	HMDB
Α,ω-tetradecanedicarboxylic acid	HMDB
Hexadecanedioic acid	MeSH

Chemical Formula

C₁₆H₃₀O₄

Average Molecular Weight

286.407

Monoisotopic Molecular Weight

286.214409448

IUPAC Name

hexadecanedioic acid

Traditional Name

hexadecanedioic acid

CAS Registry Number

505-54-4

SMILES

OC(=O)CCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C16H30O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1-14H2,(H,17,18)(H,19,20)

InChI Key

QQHJDPROMQRDLA-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha,omega-dicarboxylic acid (CHEBI:73722 )
Dicarboxylic acids (LMFA01170022 )

Ontology

Status

Detected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Adiposome
Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	120 - 123 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.68	ALOGPS
logP	4.94	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	78.75 m³·mol⁻¹	ChemAxon
Polarizability	35.37 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-07do-2940000000-8c28631b1022d3318936	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0109-7691100000-587f0a395c2991f76096	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-000i-0090000000-2311edb5a21bc7c11854	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-01b9-0090000000-29b1e4612ce1b89fe132	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0a4i-9000000000-cb4b2bb791cf66c26ad1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-014r-0490000000-dacc672eeb75f850682b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-014i-0090000000-9e4148fba4082bf62e1e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-014i-2590000000-8bc2ce9bfb76d9bb26b7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-066s-4950000000-47159163bf80115de8b2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-053b-6920000000-8a0094cbb6f9d1650566	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-0012-8910000000-2a109bc90ccab90ea68b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 10V, positive	splash10-00l2-9700000000-d514011d0869df067d52	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 12V, positive	splash10-05o1-9500000000-983b1d8b6bb3f3f63b35	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, positive	splash10-015a-9300000000-69f141c415f5b32f3403	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 14V, positive	splash10-067j-9200000000-7b8fa454eb425f3e106e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 18V, positive	splash10-067i-9100000000-a8b8484850ff331b59c4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 22V, positive	splash10-067i-9000000000-2d72212014cb905b53ba	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 27V, positive	splash10-066r-9000000000-5f4d3971357b080285ef	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 33V, positive	splash10-0aor-9000000000-1f5e11f8710cbd1da2c2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 39V, positive	splash10-0ar0-9100000000-203172aa59c73e588123	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 49V, positive	splash10-0ar0-9200000000-2f3b6e1eff5a4c95e99b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-0090000000-21fd3982c0181bc06670	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014u-0390000000-67df6952912c86a0cd98	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001j-5900000000-ff60e3a81da2e330db67	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-6c700a9c0357a7d235a8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kr-0090000000-fb79a4abfe50390ddb88	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9140000000-7aba6aa5bd7692dcc532	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-01ow-9210000000-ae9c39d4b07c3e8cb742	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, DMSO-d6, experimental)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer