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Showing NP-Card for 16-F1-phytoprostane (NP0340013)

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Record Information
Version2.0
Created at2024-09-12 00:59:50 UTC
Updated at2024-09-12 00:59:51 UTC
NP-MRD IDNP0340013
Secondary Accession NumbersNone
Natural Product Identification
Common Name16-F1-phytoprostane
Description16-F1-phytop 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. Thus, 16-F1-phytop is considered to be an octadecanoid lipid molecule. 16-F1-phytop is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0340013 (16-F1-phytoprostane)

16-F1-phytoprostane
  Mrv1652304022019332D          

 23 23  0  0  1  0            999 V2000
    8.2294   -4.3429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6307    4.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2966    4.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2173   -1.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4308   -2.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7364   -0.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4408    0.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9600    0.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3934   -1.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6644    1.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2011   -2.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836    2.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8879    2.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3301   -3.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1004   -3.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4071    3.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7416   -3.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5118   -3.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1115    4.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -1.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6166   -2.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5242   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9998   -0.5566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  2  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
 10 12  1  0  0  0  0
 11 14  2  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21  5  1  0  0  0  0
  5  4  1  0  0  0  0
 21 22  1  0  0  0  0
  9 23  1  0  0  0  0
M  END
Download

3D MOL for NP0340013 (16-F1-phytoprostane)

Download
3D SDF for NP0340013 (16-F1-phytoprostane)
16-F1-phytoprostane
  Mrv1652304022019332D          

 23 23  0  0  1  0            999 V2000
    8.2294   -4.3429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6307    4.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2966    4.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2173   -1.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4308   -2.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7364   -0.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4408    0.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9600    0.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3934   -1.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6644    1.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2011   -2.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836    2.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8879    2.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3301   -3.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1004   -3.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4071    3.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7416   -3.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5118   -3.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1115    4.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -1.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6166   -2.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5242   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9998   -0.5566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  2  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
 10 12  1  0  0  0  0
 11 14  2  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21  5  1  0  0  0  0
  5  4  1  0  0  0  0
 21 22  1  0  0  0  0
  9 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0340013

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(O)\C=C\C1C(O)CC(O)C1CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O5/c1-2-13(19)10-11-15-14(16(20)12-17(15)21)8-6-4-3-5-7-9-18(22)23/h10-11,13-17,19-21H,2-9,12H2,1H3,(H,22,23)/b11-10+

> <INCHI_KEY>
RQXBHXSBLSHCPO-ZHACJKMWSA-N

> <FORMULA>
C18H32O5

> <MOLECULAR_WEIGHT>
328.449

> <EXACT_MASS>
328.22497413

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.42889985305772

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-{3,5-dihydroxy-2-[(1E)-3-hydroxypent-1-en-1-yl]cyclopentyl}octanoic acid

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
2.083838743999999

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.519069518756933

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.721786848355061

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7418885048695723

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
90.15209999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-{3,5-dihydroxy-2-[(1E)-3-hydroxypent-1-en-1-yl]cyclopentyl}octanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0340013 (16-F1-phytoprostane)
Download
PDB for NP0340013 (16-F1-phytoprostane)
HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 16-F1-phytoprostane                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  O   UNK     0      15.362  -8.107   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      14.244   9.263   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.754   8.307   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.606  -2.473   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.004  -3.961   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.575  -1.276   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.023   0.162   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.992   1.359   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.068  -2.392   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.440   2.796   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.442  -4.512   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.409   3.993   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.857   5.431   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.683  -6.034   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.121  -6.586   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.827   6.628   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.318  -5.616   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.755  -6.168   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.275   8.066   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.298  -3.726   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.484  -4.935   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.312  -6.465   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.333  -1.039   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4    6    9    5                                                  
CONECT    5   11   21    4                                                  
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   10                                                       
CONECT    9    4   20   23                                                  
CONECT   10    8   12                                                       
CONECT   11    5   14                                                       
CONECT   12   10   13                                                       
CONECT   13   12   16                                                       
CONECT   14   11   15                                                       
CONECT   15    1   14   17                                                  
CONECT   16   13   19                                                       
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19    2    3   16                                                  
CONECT   20    9   21                                                       
CONECT   21   20    5   22                                                  
CONECT   22   21                                                            
CONECT   23    9                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

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3D PDB for NP0340013 (16-F1-phytoprostane)
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SMILES for NP0340013 (16-F1-phytoprostane)
CCC(O)\C=C\C1C(O)CC(O)C1CCCCCCCC(O)=O
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INCHI for NP0340013 (16-F1-phytoprostane)
InChI=1S/C18H32O5/c1-2-13(19)10-11-15-14(16(20)12-17(15)21)8-6-4-3-5-7-9-18(22)23/h10-11,13-17,19-21H,2-9,12H2,1H3,(H,22,23)/b11-10+
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View in JSmol
SynonymsNot Available
Chemical FormulaC18H32O5
Average Mass328.4490 Da
Monoisotopic Mass328.22497 Da
IUPAC Name8-{3,5-dihydroxy-2-[(1E)-3-hydroxypent-1-en-1-yl]cyclopentyl}octanoic acid
Traditional Name8-{3,5-dihydroxy-2-[(1E)-3-hydroxypent-1-en-1-yl]cyclopentyl}octanoic acid
CAS Registry NumberNot Available
SMILES
CCC(O)\C=C\C1C(O)CC(O)C1CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H32O5/c1-2-13(19)10-11-15-14(16(20)12-17(15)21)8-6-4-3-5-7-9-18(22)23/h10-11,13-17,19-21H,2-9,12H2,1H3,(H,22,23)/b11-10+
InChI KeyRQXBHXSBLSHCPO-ZHACJKMWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassEicosanoids  
Direct ParentProstaglandins and related compounds  
Alternative Parents
Substituents
  • Prostaglandin skeleton
    • 

  • Medium-chain hydroxy acid
    • 

  • Medium-chain fatty acid
    • 

  • Hydroxy fatty acid
    • 

  • Cyclopentanol
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.12ALOGPS
logP2.08ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)4.72ChemAxon
pKa (Strongest Basic)-1.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity90.15 m³·mol⁻¹ChemAxon
Polarizability38.43 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102026575  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available