NP-MRD: Showing NP-Card for penicimenolide G (NP0333530)

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Record Information

Version

2.0

Created at

2024-06-26 20:49:30 UTC

Updated at

2024-09-03 04:22:48 UTC

NP-MRD ID

NP0333530

Natural Product DOI

https://doi.org/10.57994/2986

Secondary Accession Numbers

None

Natural Product Identification

Common Name

penicimenolide G

Description

Penicimenolide G belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review very few articles have been published on penicimenolide G.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03102323242D          

 20 21  0  0  1  0            999 V2000
   -0.8446   -2.6026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0651   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0908   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -0.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2736   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4295   -0.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6768   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3004   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1445   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3649   -3.4127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2090   -4.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7413   -2.8726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9618   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -3.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5586   -2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  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
 14 13  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  6 19  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
  2 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CCCCCCCC2=CC(O)=C(O)C=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O4/c1-11-7-5-3-2-4-6-8-12-9-14(17)15(18)10-13(12)16(19)20-11/h9-11,17-18H,2-8H2,1H3/t11-/m0/s1

> <INCHI_KEY>
BMOVWILLZMEVIN-NSHDSACASA-N

> <FORMULA>
C16H22O4

> <MOLECULAR_WEIGHT>
278.348

> <EXACT_MASS>
278.151809188

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.56916805420881

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-12,13-dihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclododecin-1-one

> <JCHEM_LOGP>
4.293467657666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.106802288353315

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.609777738368953

> <JCHEM_PKA_STRONGEST_BASIC>
-6.296513641489689

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
77.3795

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-12,13-dihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-MAR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-23         0                                  
HETATM    1  O   UNK     0      -1.577  -4.858   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.121  -4.354   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.170  -2.842   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.995  -1.834   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.625  -2.338   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.789  -3.346   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.244  -2.842   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.535  -1.330   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.990  -0.826   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.154  -1.834   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.863  -3.346   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.027  -4.354   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.736  -5.866   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.281  -6.370   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.990  -7.883   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.117  -5.362   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.662  -5.866   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.371  -7.379   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.498  -4.858   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.043  -5.362   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    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   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19    6   17   20                                                  
CONECT   20   19    2                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₂O₄

Average Mass

278.3480 Da

Monoisotopic Mass

278.15181 Da

IUPAC Name

(3S)-12,13-dihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclododecin-1-one

Traditional Name

(3S)-12,13-dihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-2-benzoxacyclododecin-1-one

CAS Registry Number

Not Available

SMILES

C[C@H]1CCCCCCCC2=CC(O)=C(O)C=C2C(=O)O1

InChI Identifier

InChI=1S/C16H22O4/c1-11-7-5-3-2-4-6-8-12-9-14(17)15(18)10-13(12)16(19)20-11/h9-11,17-18H,2-8H2,1H3/t11-/m0/s1

InChI Key

BMOVWILLZMEVIN-NSHDSACASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C2D6OS, experimental)	afmrahman@ksu.edu.sa	King Saud University	A F M Motiur Rahman	2024-06-26	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
giganteus KRL01		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.29	ChemAxon
pKa (Strongest Acidic)	8.61	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	77.38 m³·mol⁻¹	ChemAxon
Polarizability	30.57 Å³	ChemAxon
Number of Rings	2	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

Not Available

Showing NP-Card for penicimenolide G (NP0333530)

MOL for NP0333530 (penicimenolide G)

3D MOL for NP0333530 (penicimenolide G)

3D SDF for NP0333530 (penicimenolide G)

3D-SDF for NP0333530 (penicimenolide G)

PDB for NP0333530 (penicimenolide G)

3D PDB for NP0333530 (penicimenolide G)

SMILES for NP0333530 (penicimenolide G)

INCHI for NP0333530 (penicimenolide G)

Structure for NP0333530 (penicimenolide G)

3D Structure for NP0333530 (penicimenolide G)