NP-MRD: Showing NP-Card for Punctaporonin T (NP0331639)

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Record Information

Version

2.0

Created at

2023-05-23 20:00:42 UTC

Updated at

2025-06-10 23:41:08 UTC

NP-MRD ID

NP0331639

Natural Product DOI

https://doi.org/10.57994/0628

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Punctaporonin T

Description

Punctaporonin T belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on Punctaporonin T.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305232322002D          

 26 27  0  0  1  0            999 V2000
   -1.2132    3.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0699    2.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8824    2.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2575    2.9430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7307    3.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550    3.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303    3.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3428    3.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    2.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1180    2.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    2.1305    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6892    1.7180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8326    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5471    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2616    2.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5471    0.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037    2.9555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3428    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5769    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142    2.1305    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3277    1.3337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9267    1.9873    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
  2  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  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
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  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
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 13 19  2  0  0  0  0
 11 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END


  Mrv1652305232322002D          

 26 27  0  0  1  0            999 V2000
   -1.2132    3.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0699    2.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8824    2.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2575    2.9430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7307    3.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550    3.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303    3.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3428    3.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8125    2.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1180    2.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    2.1305    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6892    1.7180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8326    2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5471    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2616    2.1305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5471    0.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037    2.9555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3428    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5178    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5769    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142    2.1305    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3277    1.3337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9267    1.9873    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
  2  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  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
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  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
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 13 19  2  0  0  0  0
 11 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331639

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC(C)(C)[C@]1(O)CC\C(C)=C\[C@@H](OC(=O)CCC(O)=O)\C=C2\C=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O6/c1-12-6-7-19(24)15(10-18(19,2)3)13(11-20)9-14(8-12)25-17(23)5-4-16(21)22/h8-9,11,14-15,24H,4-7,10H2,1-3H3,(H,21,22)/b12-8+,13-9-/t14-,15-,19+/m1/s1

> <INCHI_KEY>
XZWLEPAAELIWNZ-FQXSBCEQSA-N

> <FORMULA>
C19H26O6

> <MOLECULAR_WEIGHT>
350.411

> <EXACT_MASS>
350.172938557

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.00476110676324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(1R,2E,4R,5E,9S)-2-formyl-9-hydroxy-6,10,10-trimethylbicyclo[7.2.0]undeca-2,5-dien-4-yl]oxy}-4-oxobutanoic acid

> <JCHEM_LOGP>
1.6041905833333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.180905399746095

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.091520203935427

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1570719781665293

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999998

> <JCHEM_REFRACTIVITY>
92.1741

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(1R,2E,4R,5E,9S)-2-formyl-9-hydroxy-6,10,10-trimethylbicyclo[7.2.0]undeca-2,5-dien-4-yl]oxy}-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAY-23         0                                  
HETATM    1  C   UNK     0      -2.265   6.743   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.997   5.226   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.514   4.959   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.481   5.494   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.364   6.755   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.289   6.827   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.736   7.354   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.506   6.020   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.517   4.841   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.954   5.494   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.686   3.977   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.020   3.207   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.354   3.977   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.687   3.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.021   3.977   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.355   3.207   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.688   3.977   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.355   1.667   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.354   5.517   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.506   2.987   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.966   2.987   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.440   1.540   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.077   1.273   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.213   3.977   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0      -0.612   2.489   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0      -1.730   3.710   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   26                                             
CONECT    3    2                                                            
CONECT    4    2    5    6   24                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   13                                                            
CONECT   20   11   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21    4   25   26                                             
CONECT   25   24                                                            
CONECT   26   24    2                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆O₆

Average Mass

350.4110 Da

Monoisotopic Mass

350.17294 Da

IUPAC Name

4-{[(1R,2E,4R,5E,9S)-2-formyl-9-hydroxy-6,10,10-trimethylbicyclo[7.2.0]undeca-2,5-dien-4-yl]oxy}-4-oxobutanoic acid

Traditional Name

4-{[(1R,2E,4R,5E,9S)-2-formyl-9-hydroxy-6,10,10-trimethylbicyclo[7.2.0]undeca-2,5-dien-4-yl]oxy}-4-oxobutanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12CC(C)(C)[C@]1(O)CC\C(C)=C\[C@@H](OC(=O)CCC(O)=O)\C=C2\C=O

InChI Identifier

InChI=1S/C19H26O6/c1-12-6-7-19(24)15(10-18(19,2)3)13(11-20)9-14(8-12)25-17(23)5-4-16(21)22/h8-9,11,14-15,24H,4-7,10H2,1-3H3,(H,21,22)/b12-8+,13-9-/t14-,15-,19+/m1/s1

InChI Key

XZWLEPAAELIWNZ-FQXSBCEQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	cgray@unb.ca	Not Available	Not Available	2023-05-23	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	cgray@unb.ca	Not Available	Not Available	2023-05-23	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	cgray@unb.ca	Not Available	Not Available	2023-05-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, C2D6OS, experimental)	cgray@unb.ca	Not Available	Not Available	2023-05-23	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	cgray@unb.ca	Not Available	Not Available	2023-05-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C2D6OS, experimental)	cgray@unb.ca	Not Available	Not Available	2023-05-23	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	cgray@unb.ca	Not Available	Not Available	2023-05-23	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Hydroxy fatty acid
Fatty acid ester
Branched fatty acid
Fatty acyl
Dicarboxylic acid or derivatives
Tertiary alcohol
Enal
Alpha,beta-unsaturated aldehyde
Cyclobutanol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	1.6	ChemAxon
pKa (Strongest Acidic)	4.09	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	92.17 m³·mol⁻¹	ChemAxon
Polarizability	37 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

DOI: 10.1021/acs.jnatprod.2c01159

Showing NP-Card for Punctaporonin T (NP0331639)

MOL for NP0331639 (Punctaporonin T)

3D MOL for NP0331639 (Punctaporonin T)

3D SDF for NP0331639 (Punctaporonin T)

3D-SDF for NP0331639 (Punctaporonin T)

PDB for NP0331639 (Punctaporonin T)

3D PDB for NP0331639 (Punctaporonin T)

SMILES for NP0331639 (Punctaporonin T)

INCHI for NP0331639 (Punctaporonin T)

Structure for NP0331639 (Punctaporonin T)

3D Structure for NP0331639 (Punctaporonin T)