NP-MRD: Showing NP-Card for 9,10-Epoxyoctadecenoic acid (NP0334734)

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Record Information

Version

2.0

Created at

2024-09-10 19:43:54 UTC

Updated at

2024-09-10 19:43:54 UTC

NP-MRD ID

NP0334734

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9,10-Epoxyoctadecenoic acid

Description

9,10-Epoxyoctadecenoic acid was first documented in 2020 (PMID: 32827665). Based on a literature review a small amount of articles have been published on 9,10-Epoxyoctadecenoic acid (PMID: 38962282) (PMID: 37839771) (PMID: 36931151) (PMID: 36158237).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252322162D          

 21 21  0  0  0  0            999 V2000
   22.4291  -18.9189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2720  -20.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5575  -18.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8416  -19.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0165  -19.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5561  -20.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3021  -20.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2706  -19.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9850  -20.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6995  -19.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5876  -19.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4141  -20.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8732  -20.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1285  -19.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8732  -20.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1586  -21.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8430  -20.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1586  -22.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4441  -22.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5575  -19.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4441  -23.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2 20  1  0  0  0  0
  3 20  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334734

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/CC1OC1CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C18H32O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h7,10,16-17H,2-6,8-9,11-15H2,1H3,(H,19,20)/b10-7-

> <INCHI_KEY>
FBUKMFOXMZRGRB-YFHOEESVNA-N

> <FORMULA>
C18H32O3

> <MOLECULAR_WEIGHT>
296.451

> <EXACT_MASS>
296.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.219920234338566

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-{3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}octanoic acid

> <JCHEM_LOGP>
5.483879889333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.615325352098631

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204825765954202

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
86.92309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
coronaric acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  O   UNK     0      41.868 -35.315   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      54.641 -37.419   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      53.307 -35.109   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      42.638 -36.649   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      41.097 -36.649   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      43.971 -37.419   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      39.764 -37.419   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      45.305 -36.649   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      46.639 -37.419   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      47.972 -36.649   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.430 -36.649   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      49.306 -37.419   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      37.097 -37.419   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      50.640 -36.649   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      37.097 -38.959   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.763 -39.729   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      51.974 -37.419   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      35.763 -41.269   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.429 -42.039   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      53.307 -36.649   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      34.429 -43.579   0.000  0.00  0.00           C+0
CONECT    1    4    5                                                       
CONECT    2   20                                                            
CONECT    3   20                                                            
CONECT    4    1    5    6                                                  
CONECT    5    1    4    7                                                  
CONECT    6    4    8                                                       
CONECT    7    5   11                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   12                                                       
CONECT   11    7   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   17                                                       
CONECT   15   13   16                                                       
CONECT   16   15   18                                                       
CONECT   17   14   20                                                       
CONECT   18   16   19                                                       
CONECT   19   18   21                                                       
CONECT   20    2    3   17                                                  
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
9,10-Epoxyoctadecenoate	Generator

Chemical Formula

C₁₈H₃₂O₃

Average Mass

296.4510 Da

Monoisotopic Mass

296.23514 Da

IUPAC Name

8-{3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}octanoic acid

Traditional Name

coronaric acid

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/CC1OC1CCCCCCCC(O)=O

InChI Identifier

InChI=1/C18H32O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h7,10,16-17H,2-6,8-9,11-15H2,1H3,(H,19,20)/b10-7-

InChI Key

FBUKMFOXMZRGRB-YFHOEESVNA-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	5.48	ChemAxon
pKa (Strongest Acidic)	4.62	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	86.92 m³·mol⁻¹	ChemAxon
Polarizability	37.22 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

Tan Z, Shen P, Wen Y, Sun HY, Liang HY, Qie HJ, Dai RW, Gao Y, Huang Z, Zhou W, Tang LJ: Assessment of metabolomic variations among individuals returning to plain areas after exposure to high altitudes: a metabolomic analysis of human plasma samples with high-altitude de-acclimatization syndrome. Front Mol Biosci. 2024 Jun 19;11:1375360. doi: 10.3389/fmolb.2024.1375360. eCollection 2024. [PubMed:38962282 ]
Wang C, Jiang S, Zheng H, An Y, Zheng W, Zhang J, Liu J, Lin H, Wang G, Wang F: Integration of gut microbiome and serum metabolome revealed the effect of Qing-Wei-Zhi-Tong Micro-pills on gastric ulcer in rats. J Ethnopharmacol. 2024 Jan 30;319(Pt 3):117294. doi: 10.1016/j.jep.2023.117294. Epub 2023 Oct 14. [PubMed:37839771 ]
Kerner K, Kazernaviciute R, Joudu I, Rocchetti G, Lucini L, Tanavots A, Hussain S, Venskutonis PR: Evaluation of different blackcurrant seed ingredients in meatballs by using conventional quality assessment and untargeted metabolomics. Meat Sci. 2023 Jun;200:109160. doi: 10.1016/j.meatsci.2023.109160. Epub 2023 Mar 10. [PubMed:36931151 ]
Chen W, Li C, Jin D, Shi Y, Zhang M, Bo M, Qian D, Wang M, Li G: Metabolomics Combined with Network Pharmacology-Based Strategy to Reveal the Underlying Mechanism of Zhenhuang Submicron Emulsion in Treating Oropharyngeal Mucositis Complications of Radiation Therapy for Head and Neck Cancer. Drug Des Devel Ther. 2022 Sep 17;16:3169-3182. doi: 10.2147/DDDT.S376984. eCollection 2022. [PubMed:36158237 ]
Hildreth K, Kodani SD, Hammock BD, Zhao L: Cytochrome P450-derived linoleic acid metabolites EpOMEs and DiHOMEs: a review of recent studies. J Nutr Biochem. 2020 Dec;86:108484. doi: 10.1016/j.jnutbio.2020.108484. Epub 2020 Aug 20. [PubMed:32827665 ]

Showing NP-Card for 9,10-Epoxyoctadecenoic acid (NP0334734)

MOL for NP0334734 (9,10-Epoxyoctadecenoic acid)

3D MOL for NP0334734 (9,10-Epoxyoctadecenoic acid)

3D SDF for NP0334734 (9,10-Epoxyoctadecenoic acid)

3D-SDF for NP0334734 (9,10-Epoxyoctadecenoic acid)

PDB for NP0334734 (9,10-Epoxyoctadecenoic acid)

3D PDB for NP0334734 (9,10-Epoxyoctadecenoic acid)

SMILES for NP0334734 (9,10-Epoxyoctadecenoic acid)

INCHI for NP0334734 (9,10-Epoxyoctadecenoic acid)

Structure for NP0334734 (9,10-Epoxyoctadecenoic acid)

3D Structure for NP0334734 (9,10-Epoxyoctadecenoic acid)