NP-MRD: Showing NP-Card for 16(17)-EpDPE (NP0339365)

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Record Information

Version

2.0

Created at

2024-09-11 21:27:52 UTC

Updated at

2024-09-11 21:27:52 UTC

NP-MRD ID

NP0339365

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16(17)-EpDPE

Description

16(17)-EpDPE was first documented in 2021 (PMID: 33625776). Based on a literature review a small amount of articles have been published on 16(17)-EpDPE (PMID: 38097054) (PMID: 35888709).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272300002D          

 25 25  0  0  0  0            999 V2000
    5.7051  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4196  -10.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1341  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9591  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6736  -10.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3880  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2130  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8170  -10.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5314  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2459  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9604  -10.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6749  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3894  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1038  -10.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8183  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5328  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2472  -10.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9617  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6762  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3907  -10.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1052  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8197  -10.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5341  -10.6232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8197   -9.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8005  -11.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 25  6  1  0  0  0  0
 25  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339365

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/CC1OC1C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C22H32O3/c1-2-3-14-17-20-21(25-20)18-15-12-10-8-6-4-5-7-9-11-13-16-19-22(23)24/h3,5-8,11-15,20-21H,2,4,9-10,16-19H2,1H3,(H,23,24)/b7-5-,8-6-,13-11-,14-3-,15-12-

> <INCHI_KEY>
BCTXZWCPBLWCRV-ZYADFMMDNA-N

> <FORMULA>
C22H32O3

> <MOLECULAR_WEIGHT>
344.495

> <EXACT_MASS>
344.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.414479877332965

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4Z,7Z,10Z,13Z)-15-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}pentadeca-4,7,10,13-tetraenoic acid

> <JCHEM_LOGP>
5.814467922666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.885498414696288

> <JCHEM_PKA_STRONGEST_BASIC>
-4.207091543618949

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
109.79350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4Z,7Z,10Z,13Z)-15-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}pentadeca-4,7,10,13-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      10.650 -19.830   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.983 -19.060   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.317 -19.830   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.857 -19.830   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.191 -19.060   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.524 -19.830   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.064 -19.830   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.192 -19.060   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.525 -19.830   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.859 -19.830   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.193 -19.060   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.526 -19.830   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.860 -19.830   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.194 -19.060   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.527 -19.830   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.861 -19.830   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.195 -19.060   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.529 -19.830   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.862 -19.830   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.196 -19.060   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      37.530 -19.830   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      38.863 -19.060   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      40.197 -19.830   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      38.863 -17.520   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      18.294 -21.164   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8   25                                                  
CONECT    8    7    9                                                       
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   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    6    7                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₃

Average Mass

344.4950 Da

Monoisotopic Mass

344.23514 Da

IUPAC Name

(4Z,7Z,10Z,13Z)-15-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}pentadeca-4,7,10,13-tetraenoic acid

Traditional Name

(4Z,7Z,10Z,13Z)-15-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}pentadeca-4,7,10,13-tetraenoic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/CC1OC1C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O

InChI Identifier

InChI=1/C22H32O3/c1-2-3-14-17-20-21(25-20)18-15-12-10-8-6-4-5-7-9-11-13-16-19-22(23)24/h3,5-8,11-15,20-21H,2,4,9-10,16-19H2,1H3,(H,23,24)/b7-5-,8-6-,13-11-,14-3-,15-12-

InChI Key

BCTXZWCPBLWCRV-ZYADFMMDNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	5.81	ChemAxon
pKa (Strongest Acidic)	4.89	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	109.79 m³·mol⁻¹	ChemAxon
Polarizability	40.41 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Walker RE, Savinova OV, Pedersen TL, Newman JW, Shearer GC: Effects of inflammation and soluble epoxide hydrolase inhibition on oxylipin composition of very low-density lipoproteins in isolated perfused rat livers. Physiol Rep. 2021 Feb;9(4):e14480. doi: 10.14814/phy2.14480. [PubMed:33625776 ]
Wu K, Wang P, Deng L, Li Y, Zhang Q, Hou H, Zhu Y, Ye H, Mei S, Cui L: Analysis of bone metabolic alterations linked with osteoporosis progression in type 2 diabetic db/db mice. Exp Gerontol. 2024 Jan;185:112347. doi: 10.1016/j.exger.2023.112347. Epub 2023 Dec 19. [PubMed:38097054 ]
Jiang Y, Tang X, Wang Y, Chen W, Xue Y, Cao H, Zhang B, Pan J, Zhou Q, Wang D, Fan F: Serum Oxylipin Profiles Identify Potential Biomarkers in Patients with Acute Aortic Dissection. Metabolites. 2022 Jun 23;12(7):587. doi: 10.3390/metabo12070587. [PubMed:35888709 ]

Showing NP-Card for 16(17)-EpDPE (NP0339365)

MOL for NP0339365 (16(17)-EpDPE)

3D MOL for NP0339365 (16(17)-EpDPE)

3D SDF for NP0339365 (16(17)-EpDPE)

3D-SDF for NP0339365 (16(17)-EpDPE)

PDB for NP0339365 (16(17)-EpDPE)

3D PDB for NP0339365 (16(17)-EpDPE)

SMILES for NP0339365 (16(17)-EpDPE)

INCHI for NP0339365 (16(17)-EpDPE)

Structure for NP0339365 (16(17)-EpDPE)

3D Structure for NP0339365 (16(17)-EpDPE)