NP-MRD: Showing NP-Card for penaresidin a (NP0217669)

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Record Information

Version

2.0

Created at

2022-09-05 18:05:28 UTC

Updated at

2022-09-05 18:05:29 UTC

NP-MRD ID

NP0217669

Secondary Accession Numbers

None

Natural Product Identification

Common Name

penaresidin a

Description

Penaresidin a belongs to the class of organic compounds known as azetidines. These are organic compounds containing a saturated four-member heterocycle where one nitrogen atom replaces a carbon atom. Thus, penaresidin a is considered to be a sphingoid base. Based on a literature review very few articles have been published on Penaresidin a.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052220052D          

 23 23  0  0  1  0            999 V2000
    8.9754   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6899   -2.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4043   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4043   -4.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1188   -2.8024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1188   -1.9774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8333   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5478   -2.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2622   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9767   -2.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6912   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4056   -2.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1201   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8346   -2.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5491   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2635   -2.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9780   -3.2149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.7749   -3.0014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9884   -3.7983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7029   -4.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4174   -3.7983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1915   -4.0118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.7790   -4.7262    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  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0217669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)[C@@H](O)CCCCCCCCCC[C@@H]1N[C@@H](CO)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H39NO3/c1-3-15(2)18(22)13-11-9-7-5-4-6-8-10-12-16-19(23)17(14-21)20-16/h15-23H,3-14H2,1-2H3/t15?,16-,17-,18-,19+/m0/s1

> <INCHI_KEY>
VVMSPNITCDMCDP-IQYADAHOSA-N

> <FORMULA>
C19H39NO3

> <MOLECULAR_WEIGHT>
329.525

> <EXACT_MASS>
329.29299412

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
42.16561686655209

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S)-2-[(11S)-11-hydroxy-12-methyltetradecyl]-4-(hydroxymethyl)azetidin-3-ol

> <JCHEM_LOGP>
3.6271024

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.179323217759446

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.029421507077714

> <JCHEM_PKA_STRONGEST_BASIC>
8.596024883730223

> <JCHEM_POLAR_SURFACE_AREA>
72.72

> <JCHEM_REFRACTIVITY>
94.94529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
penaresidin A

> <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      16.754  -6.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.088  -5.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.421  -6.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.421  -7.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.755  -5.231   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      20.755  -3.691   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      22.089  -6.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.422  -5.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.756  -6.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.090  -5.231   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.424  -6.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.757  -5.231   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.091  -6.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.425  -5.231   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.758  -6.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.092  -5.231   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.426  -6.001   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      36.913  -5.603   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      37.312  -7.090   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.645  -7.860   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      39.979  -7.090   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      35.824  -7.489   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      35.054  -8.822   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
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   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   17   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₉NO₃

Average Mass

329.5250 Da

Monoisotopic Mass

329.29299 Da

IUPAC Name

(2S,3R,4S)-2-[(11S)-11-hydroxy-12-methyltetradecyl]-4-(hydroxymethyl)azetidin-3-ol

Traditional Name

penaresidin A

CAS Registry Number

Not Available

SMILES

CCC(C)[C@@H](O)CCCCCCCCCC[C@@H]1N[C@@H](CO)[C@@H]1O

InChI Identifier

InChI=1S/C19H39NO3/c1-3-15(2)18(22)13-11-9-7-5-4-6-8-10-12-16-19(23)17(14-21)20-16/h15-23H,3-14H2,1-2H3/t15?,16-,17-,18-,19+/m0/s1

InChI Key

VVMSPNITCDMCDP-IQYADAHOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azetidines. These are organic compounds containing a saturated four-member heterocycle where one nitrogen atom replaces a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azetidines

Sub Class

Not Available

Direct Parent

Azetidines

Alternative Parents

Substituents

Secondary alcohol
Azetidine
1,2-aminoalcohol
Azacycle
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Sphingoid base analogs (LMSP01080045 )

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	3.63	ChemAxon
pKa (Strongest Acidic)	14.03	ChemAxon
pKa (Strongest Basic)	8.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	72.72 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	94.95 m³·mol⁻¹	ChemAxon
Polarizability	42.17 Å³	ChemAxon
Number of Rings	1	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

24823232

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42608370

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for penaresidin a (NP0217669)

MOL for NP0217669 (penaresidin a)

3D MOL for NP0217669 (penaresidin a)

3D SDF for NP0217669 (penaresidin a)

3D-SDF for NP0217669 (penaresidin a)

PDB for NP0217669 (penaresidin a)

3D PDB for NP0217669 (penaresidin a)

SMILES for NP0217669 (penaresidin a)

INCHI for NP0217669 (penaresidin a)

Structure for NP0217669 (penaresidin a)

3D Structure for NP0217669 (penaresidin a)