NP-MRD: Showing NP-Card for (9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid (NP0337749)

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Record Information

Version

2.0

Created at

2024-09-11 12:13:25 UTC

Updated at

2024-09-11 12:13:26 UTC

NP-MRD ID

NP0337749

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid

Description

(9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid was first documented in 1989 (PMID: 2598926). Based on a literature review very few articles have been published on (9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid (PMID: 24258601).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262314452D          

 21 20  0  0  0  0            999 V2000
    4.2355    8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   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  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337749

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C\C\C=C\C=C\C(O)CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h3-4,6,8,11,14,17,19H,2,5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b4-3+,8-6+,14-11+

> <INCHI_KEY>
RIGGEAZDTKMXSI-JPAZTHTMNA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.435

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.12432162712614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoic acid

> <JCHEM_LOGP>
4.829144070666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.795677819372834

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.676745528848416

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5759708673155044

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
91.15089999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       7.906  15.345   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.573  14.575   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.573  13.035   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.239  12.265   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.239  10.725   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.573   9.955   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.573   8.415   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.906   7.645   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.240   3.795   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      19.909   3.795   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    8                                                       
CONECT    7    9   10                                                       
CONECT    8    6   11                                                       
CONECT    9    7   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   17                                                       
CONECT   16   13   18                                                       
CONECT   17   14   15   19                                                  
CONECT   18   16   20   21                                                  
CONECT   19   17                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
(9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoate	Generator

Chemical Formula

C₁₈H₃₀O₃

Average Mass

294.4350 Da

Monoisotopic Mass

294.21949 Da

IUPAC Name

(10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoic acid

Traditional Name

(10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoic acid

CAS Registry Number

Not Available

SMILES

CC\C=C\C\C=C\C=C\C(O)CCCCCCCC(O)=O

InChI Identifier

InChI=1/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h3-4,6,8,11,14,17,19H,2,5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b4-3+,8-6+,14-11+

InChI Key

RIGGEAZDTKMXSI-JPAZTHTMNA-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	4.83	ChemAxon
pKa (Strongest Acidic)	4.68	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	91.15 m³·mol⁻¹	ChemAxon
Polarizability	37.12 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

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

Aliotta G, Monaco P, Pinto G, Pollio A, Previtera L: Potential allelochemicals fromPistia stratiotes L. J Chem Ecol. 1991 Nov;17(11):2223-34. doi: 10.1007/BF00988003. [PubMed:24258601 ]
Kuhn H, Wiesner R, Alder L, Schewe T: Occurrence of free and esterified lipoxygenase products in leaves of Glechoma hederacea L. and other Labiatae. Eur J Biochem. 1989 Dec 8;186(1-2):155-62. doi: 10.1111/j.1432-1033.1989.tb15190.x. [PubMed:2598926 ]

Showing NP-Card for (9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid (NP0337749)

MOL for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D MOL for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D SDF for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D-SDF for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

PDB for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D PDB for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

SMILES for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

INCHI for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

Structure for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)

3D Structure for NP0337749 ((9S,10E,12Z,15Z)-9-Hydroxy-10,12,15-octadecatrienoic acid)