MiMeDB: Showing metabocard for 1-(9Z-hexadecenoyl)-sn-glycero-3-phosphate (MMDBc0054110)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:53:47 UTC

Update Date

2022-09-01 02:27:19 UTC

Metabolite ID

MMDBc0054110

Metabolite Identification

Common Name

1-(9Z-hexadecenoyl)-sn-glycero-3-phosphate

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1572008171516172D          

 30 29  0  0  1  0            999 V2000
    6.3789    7.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    6.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    6.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    5.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    5.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    4.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    4.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8078    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5223    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8091    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.8578    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9512    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9512    4.0953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9525    3.6828    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.6506    2.5559    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.8256    3.9848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6657    2.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5236    2.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2381    3.2703    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210    4.5078    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210    2.8578    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    3.6828    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 15  1  0  0  0  0
 18 20  1  1  0  0  0
 21 19  2  0  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 26 17  1  0  0  0  0
 27 22  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  2  0  0  0  0
 27 26  1  0  0  0  0
 28  7  1  0  0  0  0
 29  8  1  0  0  0  0
 18 30  1  1  0  0  0
M  CHG  2  22  -1  23  -1
M  END


  Mrv1572008171516172D          

 30 29  0  0  1  0            999 V2000
    6.3789    7.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    6.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    6.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    5.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    5.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    4.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    4.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8078    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5223    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8091    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.8578    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9512    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9512    4.0953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9525    3.6828    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.6506    2.5559    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.8256    3.9848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6657    2.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5236    2.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2381    3.2703    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210    4.5078    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210    2.8578    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    3.6828    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 15  1  0  0  0  0
 18 20  1  1  0  0  0
 21 19  2  0  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 26 17  1  0  0  0  0
 27 22  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  2  0  0  0  0
 27 26  1  0  0  0  0
 28  7  1  0  0  0  0
 29  8  1  0  0  0  0
 18 30  1  1  0  0  0
M  CHG  2  22  -1  23  -1
M  END
> <DATABASE_ID>
MMDBc0054110

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h7-8,18,20H,2-6,9-17H2,1H3,(H2,22,23,24)/p-2/b8-7-/t18-/m1/s1

> <INCHI_KEY>
GLGQZYWTNAOWHT-JTHGQSKGSA-L

> <FORMULA>
C19H35O7P

> <MOLECULAR_WEIGHT>
406.457

> <EXACT_MASS>
406.213137625

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
44.58218052063192

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-hydroxy-3-(phosphonatooxy)propyl (9Z)-hexadec-9-enoate

> <ALOGPS_LOGP>
4.78

> <JCHEM_LOGP>
4.5965521916666665

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.531115837556444

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.505317785248875

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4039997949880556

> <JCHEM_POLAR_SURFACE_AREA>
118.95000000000002

> <JCHEM_REFRACTIVITY>
103.85359999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-hydroxy-3-(phosphonatooxy)propyl (9Z)-hexadec-9-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-AUG-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-AUG-15         0                                  
HETATM    1  C   UNK     0      11.907  14.575   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.907  13.035   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.574  12.265   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.574  10.725   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.240   9.955   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.240   8.415   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.906   7.645   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.910   6.105   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.577   5.335   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      22.577   3.795   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      18.576   7.645   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      27.911   6.875   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0      27.348   4.771   0.000  0.00  0.00           O-1
HETATM   24  O   UNK     0      25.808   7.438   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      19.909   5.335   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      25.244   5.335   0.000  0.00  0.00           O+0
HETATM   27  P   UNK     0      26.578   6.105   0.000  0.00  0.00           P+0
HETATM   28  H   UNK     0       6.573   8.415   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       6.573   5.335   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      22.577   6.875   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   28                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   19                                                       
CONECT   16   18   25                                                       
CONECT   17   18   26                                                       
CONECT   18   16   17   20   30                                             
CONECT   19   15   21   25                                                  
CONECT   20   18                                                            
CONECT   21   19                                                            
CONECT   22   27                                                            
CONECT   23   27                                                            
CONECT   24   27                                                            
CONECT   25   16   19                                                       
CONECT   26   17   27                                                       
CONECT   27   22   23   24   26                                             
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30   18                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

Synonyms

Value	Source
1-(9Z)-Hexadecenoyl-sn-glycerol 3-phosphate(2-)	ChEBI
1-(9Z-Hexadecenoyl)-sn-glycero-3-phosphate	ChEBI
1-(9Z)-Hexadecenoyl-sn-glycerol 3-phosphoric acid(2-)	Generator
1-Palmitoleoyl-sn-glycerol 3-phosphoric acid(2-)	Generator
1-(9Z-Hexadecenoyl)-sn-glycero-3-phosphoric acid	Generator

Molecular Formula

C₁₉H₃₅O₇P

Average Mass

406.457

Monoisotopic Mass

406.213137625

IUPAC Name

(2R)-2-hydroxy-3-(phosphonatooxy)propyl (9Z)-hexadec-9-enoate

Traditional Name

(2R)-2-hydroxy-3-(phosphonatooxy)propyl (9Z)-hexadec-9-enoate

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(O)COP([O-])([O-])=O

InChI Identifier

InChI=1S/C19H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h7-8,18,20H,2-6,9-17H2,1H3,(H2,22,23,24)/p-2/b8-7-/t18-/m1/s1

InChI Key

GLGQZYWTNAOWHT-JTHGQSKGSA-L

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-acylglycerol-3-phosphates

Alternative Parents

Substituents

1-acylglycerol-3-phosphate
Fatty acid ester
Organic phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-acyl-sn-glycerol 3-phosphate(2-) (CHEBI:74694 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0084 g/L	ALOGPS
logP	4.78	ALOGPS
logP	4.6	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	118.95 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	103.85 m³·mol⁻¹	ChemAxon
Polarizability	44.58 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29368392

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71627308

PDB ID

Not Available

ChEBI ID

74694

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 1-(9Z-hexadecenoyl)-sn-glycero-3-phosphate (MMDBc0054110)

MOL for #<Metabolite:0x00007fdb71220d68>

3D MOL for #<Metabolite:0x00007fdb71220d68>

3D SDF for #<Metabolite:0x00007fdb71220d68>

3D-SDF for #<Metabolite:0x00007fdb71220d68>

PDB for #<Metabolite:0x00007fdb71220d68>

3D PDB for #<Metabolite:0x00007fdb71220d68>

SMILES for #<Metabolite:0x00007fdb71220d68>

INCHI for #<Metabolite:0x00007fdb71220d68>

Structure for #<Metabolite:0x00007fdb71220d68>

3D Structure for #<Metabolite:0x00007fdb71220d68>