NP-MRD: Showing NP-Card for epoxygeranylgeranyl-triacetate lactone (NP0331888)

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Record Information

Version

1.0

Created at

2023-09-27 04:01:41 UTC

Updated at

2024-04-19 09:54:48 UTC

NP-MRD ID

NP0331888

Secondary Accession Numbers

None

Natural Product Identification

Common Name

epoxygeranylgeranyl-triacetate lactone

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 09272304012D          

 30 31  0  0  1  0            999 V2000
  -12.5585   -9.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2730   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2730  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9874  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7019  -10.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7019   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4164   -9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9874   -9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9874  -11.8520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5585  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8440  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1296  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1296  -11.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4151  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7006  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9862  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2717  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2717  -11.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5572  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8427  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1283  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138  -11.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -9.3770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -8.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9404   -8.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -9.3770    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  8  1  0  0  0  0
  4  9  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 26 30  1  0  0  0  0
M  END


  Mrv2104 09272304012D          

 30 31  0  0  1  0            999 V2000
  -12.5585   -9.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2730   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2730  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9874  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7019  -10.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7019   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4164   -9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9874   -9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9874  -11.8520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5585  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8440  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1296  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1296  -11.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4151  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7006  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9862  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2717  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2717  -11.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5572  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8427  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1283  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138  -11.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138  -11.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993  -10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -9.3770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -8.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9404   -8.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -9.3770    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  8  1  0  0  0  0
  4  9  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 26 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331888

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CC\C=C(/C)CC[C@@H]1OC1(C)C)=C/CC\C(C)=C\CC1=C(O)C=C(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H38O4/c1-18(10-8-12-20(3)14-16-24-26(5,6)30-24)9-7-11-19(2)13-15-22-23(27)17-21(4)29-25(22)28/h9,12-13,17,24,27H,7-8,10-11,14-16H2,1-6H3/b18-9+,19-13+,20-12+/t24-/m0/s1

> <INCHI_KEY>
NOUDQNHOBOKUQE-BHPSZCLXSA-N

> <FORMULA>
C26H38O4

> <MOLECULAR_WEIGHT>
414.586

> <EXACT_MASS>
414.277009704

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
49.790476020486985

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2E,6E,10E)-13-[(2S)-3,3-dimethyloxiran-2-yl]-3,7,11-trimethyltrideca-2,6,10-trien-1-yl]-4-hydroxy-6-methyl-2H-pyran-2-one

> <JCHEM_LOGP>
6.160185335666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.658026245503662

> <JCHEM_PKA_STRONGEST_BASIC>
-4.221848669103622

> <JCHEM_POLAR_SURFACE_AREA>
59.06

> <JCHEM_REFRACTIVITY>
127.61090000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2E,6E,10E)-13-[(2S)-3,3-dimethyloxiran-2-yl]-3,7,11-trimethyltrideca-2,6,10-trien-1-yl]-4-hydroxy-6-methylpyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-23         0                                  
HETATM    1  O   UNK     0     -23.443 -17.504   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -24.776 -18.274   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -24.776 -19.814   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -26.110 -20.584   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -27.444 -19.814   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0     -27.444 -18.274   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -28.777 -17.504   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -26.110 -17.504   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -26.110 -22.124   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -23.443 -20.584   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -22.109 -19.814   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -20.775 -20.584   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -20.775 -22.124   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -19.442 -19.814   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -18.108 -20.584   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -16.774 -19.814   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -15.440 -20.584   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -15.440 -22.124   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -14.107 -19.814   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -12.773 -20.584   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.439 -19.814   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.106 -20.584   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -10.106 -22.124   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.772 -19.814   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.772 -18.274   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.438 -17.504   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.848 -15.180   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.489 -15.180   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -5.898 -17.504   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2                                                       
CONECT    9    4                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   26                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₈O₄

Average Mass

414.5860 Da

Monoisotopic Mass

414.27701 Da

IUPAC Name

3-[(2E,6E,10E)-13-[(2S)-3,3-dimethyloxiran-2-yl]-3,7,11-trimethyltrideca-2,6,10-trien-1-yl]-4-hydroxy-6-methyl-2H-pyran-2-one

Traditional Name

3-[(2E,6E,10E)-13-[(2S)-3,3-dimethyloxiran-2-yl]-3,7,11-trimethyltrideca-2,6,10-trien-1-yl]-4-hydroxy-6-methylpyran-2-one

CAS Registry Number

Not Available

SMILES

C\C(CC\C=C(/C)CC[C@@H]1OC1(C)C)=C/CC\C(C)=C\CC1=C(O)C=C(C)OC1=O

InChI Identifier

InChI=1S/C26H38O4/c1-18(10-8-12-20(3)14-16-24-26(5,6)30-24)9-7-11-19(2)13-15-22-23(27)17-21(4)29-25(22)28/h9,12-13,17,24,27H,7-8,10-11,14-16H2,1-6H3/b18-9+,19-13+,20-12+/t24-/m0/s1

InChI Key

NOUDQNHOBOKUQE-BHPSZCLXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	shuyilin@usc.edu	Not Available	Not Available	2023-09-27	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	shuyilin@usc.edu	Not Available	Not Available	2023-09-27	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	shuyilin@usc.edu	Not Available	Not Available	2023-09-27	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	shuyilin@usc.edu	Not Available	Not Available	2023-09-27	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, C3D6O, experimental)	shuyilin@usc.edu	Not Available	Not Available	2023-09-27	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	shuyilin@usc.edu	Not Available	Not Available	2023-09-27	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	6.16	ChemAxon
pKa (Strongest Acidic)	7.66	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.06 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	127.61 m³·mol⁻¹	ChemAxon
Polarizability	49.79 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for epoxygeranylgeranyl-triacetate lactone (NP0331888)

MOL for NP0331888 (epoxygeranylgeranyl-triacetate lactone)

3D MOL for NP0331888 (epoxygeranylgeranyl-triacetate lactone)

3D SDF for NP0331888 (epoxygeranylgeranyl-triacetate lactone)

3D-SDF for NP0331888 (epoxygeranylgeranyl-triacetate lactone)

PDB for NP0331888 (epoxygeranylgeranyl-triacetate lactone)

3D PDB for NP0331888 (epoxygeranylgeranyl-triacetate lactone)

SMILES for NP0331888 (epoxygeranylgeranyl-triacetate lactone)

INCHI for NP0331888 (epoxygeranylgeranyl-triacetate lactone)

Structure for NP0331888 (epoxygeranylgeranyl-triacetate lactone)

3D Structure for NP0331888 (epoxygeranylgeranyl-triacetate lactone)