NP-MRD: Showing NP-Card for Putaminoxin (NP0050664)

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Record Information

Version

1.0

Created at

2022-04-27 22:01:13 UTC

Updated at

2022-04-27 22:01:13 UTC

NP-MRD ID

NP0050664

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Putaminoxin

Description

(4S,8S)-8-hydroxy-4-propyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one belongs to the class of organic compounds known as oxocins. Oxocins are compounds containing an oxocin ring, which is a eight-member unsaturated aromatic ring containing one oxygen atom and seven carbon atoms. Putaminoxin is found in Erigeron annuus and Phoma putaminum. Based on a literature review very few articles have been published on (4S,8S)-8-hydroxy-4-propyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282200012D          

 15 15  0  0  1  0            999 V2000
    1.4289    1.5039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2391    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091    0.2566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8955    0.2878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -0.8348    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0787   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889    2.1275    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
  4  5  1  0  0  0  0
  5  6  2  0  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  2  0  0  0  0
  1 11  1  0  0  0  0
  8 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1 15  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0050664

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@H]1C\C=C\[C@@H](O)CCOC(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O3/c1-2-4-10-5-3-6-11(13)7-8-15-12(14)9-10/h3,6,10-11,13H,2,4-5,7-9H2,1H3/b6-3+/t10-,11+/m0/s1

> <INCHI_KEY>
CASPZVOADDYHKH-YBGSMITQSA-N

> <FORMULA>
C12H20O3

> <MOLECULAR_WEIGHT>
212.289

> <EXACT_MASS>
212.141244504

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
23.979082553173782

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S,8S)-8-hydroxy-4-propyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.8830243273333331

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.827808811392128

> <JCHEM_PKA_STRONGEST_BASIC>
-2.874116425897083

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
59.6522

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,8S)-8-hydroxy-4-propyl-3,4,5,8,9,10-hexahydrooxecin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.667   2.807   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.180   3.098   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.188   1.934   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.684   0.479   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.171   0.188   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.672   0.537   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667  -1.267   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.155  -1.558   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.147  -0.394   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.651   1.061   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.163   1.352   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.651  -3.013   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.861  -3.304   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.365  -4.760   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.659   3.971   0.000  0.00  0.00           O+0
CONECT    1    2   11   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    1                                                       
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    1                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₂₀O₃

Average Mass

212.2890 Da

Monoisotopic Mass

212.14124 Da

IUPAC Name

(4S,8S)-8-hydroxy-4-propyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one

Traditional Name

(4S,8S)-8-hydroxy-4-propyl-3,4,5,8,9,10-hexahydrooxecin-2-one

CAS Registry Number

Not Available

SMILES

CCC[C@H]1C\C=C\[C@@H](O)CCOC(=O)C1

InChI Identifier

InChI=1S/C12H20O3/c1-2-4-10-5-3-6-11(13)7-8-15-12(14)9-10/h3,6,10-11,13H,2,4-5,7-9H2,1H3/b6-3+/t10-,11+/m0/s1

InChI Key

CASPZVOADDYHKH-YBGSMITQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Erigeron annuus	Plant	KNApSAcK
Phoma putaminum	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxocins. Oxocins are compounds containing an oxocin ring, which is a eight-member unsaturated aromatic ring containing one oxygen atom and seven carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxocins

Sub Class

Not Available

Direct Parent

Oxocins

Alternative Parents

Substituents

Oxocin
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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
logP	2.22	ALOGPS
logP	1.88	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	14.83	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	59.65 m³·mol⁻¹	ChemAxon
Polarizability	23.98 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

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

154497316

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Putaminoxin (NP0050664)

MOL for NP0050664 (Putaminoxin)

3D MOL for NP0050664 (Putaminoxin)

3D SDF for NP0050664 (Putaminoxin)

3D-SDF for NP0050664 (Putaminoxin)

PDB for NP0050664 (Putaminoxin)

3D PDB for NP0050664 (Putaminoxin)

SMILES for NP0050664 (Putaminoxin)

INCHI for NP0050664 (Putaminoxin)

Structure for NP0050664 (Putaminoxin)

3D Structure for NP0050664 (Putaminoxin)