NP-MRD: Showing NP-Card for methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate (NP0218550)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 19:14:56 UTC

Updated at

2022-09-05 19:14:56 UTC

NP-MRD ID

NP0218550

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate

Description

Methyl (5Z)-7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate is found in Sarcophyton crassocaule. Based on a literature review very few articles have been published on methyl (5Z)-7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052221142D          

 25 25  0  0  1  0            999 V2000
   -8.7240    1.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9394    1.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7679    0.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9832    0.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8117   -0.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0271   -0.4878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4140    0.0642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8556   -1.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0709   -1.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8994   -2.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1457   -2.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -2.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -1.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168   -1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023   -1.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878   -1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734   -1.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411   -1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411   -0.2173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556   -1.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700   -1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2320   -3.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6189   -4.0648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389   -3.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4514   -2.9698    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 25  1  0  0  0  0
M  END


  Mrv1652309052221142D          

 25 25  0  0  1  0            999 V2000
   -8.7240    1.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9394    1.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7679    0.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9832    0.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8117   -0.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0271   -0.4878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4140    0.0642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8556   -1.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0709   -1.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8994   -2.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1457   -2.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -2.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -1.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168   -1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023   -1.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878   -1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734   -1.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411   -1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1411   -0.2173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556   -1.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700   -1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2320   -3.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6189   -4.0648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389   -3.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4514   -2.9698    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218550

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC[C@H](O)\C=C\C1=C(C\C=C/CCCC(=O)OC)C(=O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O4/c1-3-4-7-10-18(22)15-13-17-14-16-20(23)19(17)11-8-5-6-9-12-21(24)25-2/h5,8,13,15,18,22H,3-4,6-7,9-12,14,16H2,1-2H3/b8-5-,15-13+/t18-/m0/s1

> <INCHI_KEY>
NRVBCMCVYOLSIM-NLCJXGPTSA-N

> <FORMULA>
C21H32O4

> <MOLECULAR_WEIGHT>
348.483

> <EXACT_MASS>
348.23005951

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
41.50995257118079

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (5Z)-7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate

> <JCHEM_LOGP>
4.330751406000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.790984475570955

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.769121310332174

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5873893638471372

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
103.37499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (5Z)-7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0     -16.285   3.530   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.820   3.054   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.500   1.548   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.035   1.072   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -12.715  -0.435   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.251  -0.911   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -10.106   0.120   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -10.930  -2.417   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.466  -2.893   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.146  -4.399   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.739  -5.026   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.405  -4.256   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.405  -2.716   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.071  -1.946   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.738  -2.716   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.404  -1.946   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.070  -2.716   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.263  -1.946   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.263  -0.406   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.597  -2.716   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.931  -1.946   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.900  -6.557   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.755  -7.588   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -9.406  -6.877   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -10.176  -5.544   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   25                                                  
CONECT   11   10   12   22                                                  
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   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   11   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   10                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
Methyl (5Z)-7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoic acid	Generator

Chemical Formula

C₂₁H₃₂O₄

Average Mass

348.4830 Da

Monoisotopic Mass

348.23006 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)\C=C\C1=C(C\C=C/CCCC(=O)OC)C(=O)CC1

InChI Identifier

InChI=1S/C21H32O4/c1-3-4-7-10-18(22)15-13-17-14-16-20(23)19(17)11-8-5-6-9-12-21(24)25-2/h5,8,13,15,18,22H,3-4,6-7,9-12,14,16H2,1-2H3/b8-5-,15-13+/t18-/m0/s1

InChI Key

NRVBCMCVYOLSIM-NLCJXGPTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sarcophyton crassocaule	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Fatty alcohol
Fatty acid ester
Fatty acid methyl ester
Methyl ester
Carboxylic acid ester
Ketone
Secondary alcohol
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

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

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

20124344

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21160888

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate (NP0218550)

MOL for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)

3D MOL for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)

3D SDF for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)

3D-SDF for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)

PDB for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)

3D PDB for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)

SMILES for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)

INCHI for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)

Structure for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)

3D Structure for NP0218550 (methyl (5z)-7-{2-[(1e,3s)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoate)