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Showing NP-Card for Tageteserectone A (NP0332000)

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Record Information
Version1.0
Created at2023-10-17 16:29:40 UTC
Updated at2024-05-14 21:46:42 UTC
NP-MRD IDNP0332000
Secondary Accession NumbersNone
Natural Product Identification
Common NameTageteserectone A
DescriptionNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0332000 (Tageteserectone A)


  Mrv2104 10172316292D          

 18 19  0  0  1  0            999 V2000
   -0.1303    0.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4000    1.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.6507    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1270   -0.1743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -2.5388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    3.1257    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
  4  2  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  5  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  4 13  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 16 18  2  0  0  0  0
M  END
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3D MOL for NP0332000 (Tageteserectone A)

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3D SDF for NP0332000 (Tageteserectone A)

  Mrv2104 10172316292D          

 18 19  0  0  1  0            999 V2000
   -0.1303    0.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4000    1.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.6507    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1270   -0.1743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -2.5388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    3.1257    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
  4  2  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  5  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  4 13  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 16 18  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332000

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)\C=C1/[C@@H](O)[C@H]1[C@H]1C(C)=CC(=O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O3/c1-8-5-10(17)7-15(3,4)13(8)12-11(14(12)18)6-9(2)16/h5-6,12-14,18H,7H2,1-4H3/b11-6-/t12-,13-,14-/m1/s1

> <INCHI_KEY>
DLTGJAIVTURCET-FKWOOBLNSA-N

> <FORMULA>
C15H20O3

> <MOLECULAR_WEIGHT>
248.322

> <EXACT_MASS>
248.141244504

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.045317194483193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,3Z)-2-hydroxy-3-(2-oxopropylidene)cyclopropyl]-3,5,5-trimethylcyclohex-2-en-1-one

> <JCHEM_LOGP>
1.4136060443333343

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.33221975802566

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.521455293809872

> <JCHEM_PKA_STRONGEST_BASIC>
-3.008049003927657

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
71.17369999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,3Z)-2-hydroxy-3-(2-oxopropylidene)cyclopropyl]-3,5,5-trimethylcyclohex-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0332000 (Tageteserectone A)
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PDB for NP0332000 (Tageteserectone A)
HEADER    PROTEIN                                 17-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-OCT-23         0                                  
HETATM    1  C   UNK     0      -0.243   0.537   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770   1.985   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.747   2.252   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.104   1.215   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.104  -0.325   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -1.659   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.000  -2.429   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.874  -1.659   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.207  -2.429   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.207  -3.969   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.541  -4.739   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.874  -4.739   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.437   1.985   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.771   1.215   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.437   3.525   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.104   4.295   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.770   3.525   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.104   5.835   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   17                                             
CONECT    3    2                                                            
CONECT    4    2    5   13                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    5    6    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    4   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16    2                                                       
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

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3D PDB for NP0332000 (Tageteserectone A)
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SMILES for NP0332000 (Tageteserectone A)
CC(=O)\C=C1/[C@@H](O)[C@H]1[C@H]1C(C)=CC(=O)CC1(C)C
Download
INCHI for NP0332000 (Tageteserectone A)
InChI=1S/C15H20O3/c1-8-5-10(17)7-15(3,4)13(8)12-11(14(12)18)6-9(2)16/h5-6,12-14,18H,7H2,1-4H3/b11-6-/t12-,13-,14-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC15H20O3
Average Mass248.3220 Da
Monoisotopic Mass248.14124 Da
IUPAC Name(4R)-4-[(1S,2S,3Z)-2-hydroxy-3-(2-oxopropylidene)cyclopropyl]-3,5,5-trimethylcyclohex-2-en-1-one
Traditional Name(4R)-4-[(1S,2S,3Z)-2-hydroxy-3-(2-oxopropylidene)cyclopropyl]-3,5,5-trimethylcyclohex-2-en-1-one
CAS Registry NumberNot Available
SMILES
CC(=O)\C=C1/[C@@H](O)[C@H]1[C@H]1C(C)=CC(=O)CC1(C)C
InChI Identifier
InChI=1S/C15H20O3/c1-8-5-10(17)7-15(3,4)13(8)12-11(14(12)18)6-9(2)16/h5-6,12-14,18H,7H2,1-4H3/b11-6-/t12-,13-,14-/m1/s1
InChI KeyDLTGJAIVTURCET-FKWOOBLNSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR[1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)wuhonghua2011@tjutcm.edu.cnTianjin University of Traditional Chinese MedicineHong-Hua Wu2023-10-17View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600, CD3OD, simulated)wuhonghua2011@tjutcm.edu.cnTianjin University of Traditional Chinese MedicineHong-Hua Wu2024-05-14View Spectrum
Species
Species of Origin
Species NameSourceReference
erecta
      Not Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.41ChemAxon
pKa (Strongest Acidic)14.52ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity71.17 m³·mol⁻¹ChemAxon
Polarizability27.05 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
External LinksNot Available
References
General References
  1. Wang X, Liu X, Wang X, Wang H, Zhang LH, Yu H, Yang W, Wu HH: Carotenoid-derived norsesquiterpenoids and sesquiterpenoids from Tagetes erecta L. Phytochemistry. 2023 Nov;215:113860. doi: 10.1016/j.phytochem.2023.113860. Epub  2023 Sep 14. [PubMed:37714249  ]