NP-MRD: Showing NP-Card for epoxyfarnesyl-triacetate lactone (NP0331884)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2023-09-27 04:00:45 UTC

Updated at

2024-09-03 04:17:18 UTC

NP-MRD ID

NP0331884

Natural Product DOI

https://doi.org/10.57994/0990

Secondary Accession Numbers

None

Natural Product Identification

Common Name

epoxyfarnesyl-triacetate lactone

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 09272304002D          

 25 26  0  0  1  0            999 V2000
   -4.3974  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6829   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8263   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8263   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1118   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6993   -4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1725   -3.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2261   -3.5597    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
  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
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331884

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O4/c1-14(9-11-17-18(22)13-16(3)24-20(17)23)7-6-8-15(2)10-12-19-21(4,5)25-19/h8-9,13,19,22H,6-7,10-12H2,1-5H3/b14-9+,15-8+/t19-/m0/s1

> <INCHI_KEY>
NDNUARWJCWCZNK-LHDPSMIPSA-N

> <FORMULA>
C21H30O4

> <MOLECULAR_WEIGHT>
346.467

> <EXACT_MASS>
346.214409446

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
40.26858699182999

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2E,6E)-9-[(2S)-3,3-dimethyloxiran-2-yl]-3,7-dimethylnona-2,6-dien-1-yl]-4-hydroxy-6-methyl-2H-pyran-2-one

> <JCHEM_LOGP>
4.500471060666666

> <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>
103.8083

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2E,6E)-9-[(2S)-3,3-dimethyloxiran-2-yl]-3,7-dimethylnona-2,6-dien-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      -8.208 -20.790   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.875 -21.560   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.541 -20.790   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.207 -21.560   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.207 -23.100   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.541 -23.870   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.541 -25.410   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.875 -23.100   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.874 -20.790   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.541 -19.250   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.875 -18.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.875 -16.940   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.541 -16.170   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.208 -16.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.208 -14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.542 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.542 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.208 -11.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.876 -11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.876 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.542  -9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.772  -7.906   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -9.655  -6.645   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.889  -6.645   0.000  0.00  0.00           C+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   23                                                  
CONECT   22   21   23   24   25                                             
CONECT   23   22   21                                                       
CONECT   24   22                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₄

Average Mass

346.4670 Da

Monoisotopic Mass

346.21441 Da

IUPAC Name

3-[(2E,6E)-9-[(2S)-3,3-dimethyloxiran-2-yl]-3,7-dimethylnona-2,6-dien-1-yl]-4-hydroxy-6-methyl-2H-pyran-2-one

Traditional Name

3-[(2E,6E)-9-[(2S)-3,3-dimethyloxiran-2-yl]-3,7-dimethylnona-2,6-dien-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/CC1=C(O)C=C(C)OC1=O

InChI Identifier

InChI=1S/C21H30O4/c1-14(9-11-17-18(22)13-16(3)24-20(17)23)7-6-8-15(2)10-12-19-21(4,5)25-19/h8-9,13,19,22H,6-7,10-12H2,1-5H3/b14-9+,15-8+/t19-/m0/s1

InChI Key

NDNUARWJCWCZNK-LHDPSMIPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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 (1D, 101 MHz, C3D6O, experimental)	shuyilin@usc.edu	Not Available	Not Available	2023-09-27	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 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	4.5	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	8	ChemAxon
Refractivity	103.81 m³·mol⁻¹	ChemAxon
Polarizability	40.27 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

Not Available

References

General References

Not Available

Showing NP-Card for epoxyfarnesyl-triacetate lactone (NP0331884)

MOL for NP0331884 (epoxyfarnesyl-triacetate lactone)

3D MOL for NP0331884 (epoxyfarnesyl-triacetate lactone)

3D SDF for NP0331884 (epoxyfarnesyl-triacetate lactone)

3D-SDF for NP0331884 (epoxyfarnesyl-triacetate lactone)

PDB for NP0331884 (epoxyfarnesyl-triacetate lactone)

3D PDB for NP0331884 (epoxyfarnesyl-triacetate lactone)

SMILES for NP0331884 (epoxyfarnesyl-triacetate lactone)

INCHI for NP0331884 (epoxyfarnesyl-triacetate lactone)

Structure for NP0331884 (epoxyfarnesyl-triacetate lactone)

3D Structure for NP0331884 (epoxyfarnesyl-triacetate lactone)