NP-MRD: Showing NP-Card for preclavulone lactone i (NP0176914)

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Record Information

Version

2.0

Created at

2022-09-03 14:39:37 UTC

Updated at

2022-09-03 14:39:37 UTC

NP-MRD ID

NP0176914

Secondary Accession Numbers

None

Natural Product Identification

Common Name

preclavulone lactone i

Description

Preclavulone lactone i belongs to the class of organic compounds known as clavulones and derivatives. These are ester derivatives of prostanoids. Thus, preclavulone lactone I is considered to be an eicosanoid. preclavulone lactone i is found in Clavularia viridis. Based on a literature review very few articles have been published on Preclavulone lactone i.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 52  0  0  0  0  0  0  0  0999 V2000
   -6.2037    1.1286   -1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4363    0.5975    0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3836   -0.2195    0.8228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0903    0.4341    1.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2985    0.8538   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9951   -0.3409   -0.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7820   -0.7150   -1.1663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968   -0.0077   -0.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310   -0.9269    0.1223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4507   -1.3882    1.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4295   -1.5360    2.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758   -1.1664    1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -1.6381    2.1712 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -0.1677    0.7210 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4950    0.0439   -0.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0653   -1.1593   -0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526   -1.4203   -0.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3325   -0.5410   -0.2663 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6955    0.6493   -1.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3316    1.5897   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924    1.0794    1.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2454    1.6362    2.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956   -0.0266    0.9939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2210    1.1240   -1.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9599    2.2160   -1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5732    0.5131   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5851    1.4986    0.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4102    0.0209    0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2486   -1.1710    0.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7523   -0.6165    1.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4281   -0.1969    1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2766    1.3391    1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8057    1.5934   -0.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927    1.3549    0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8480   -0.9503   -1.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337   -1.6422   -1.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474    0.0767   -1.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6440    1.0070   -0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519   -1.7711   -0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5147   -1.6102    1.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -1.8656    3.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746    0.7479    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494    0.5715   -1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998    0.8053    0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4272   -1.9078   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7246   -2.3702   -1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3152   -1.1136   -0.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8610    1.1044   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4531    0.3516   -1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9844    2.6367   -0.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4393    1.4953   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 14  9  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  6
 10 40  1  0
 11 41  1  0
 14 42  1  1
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  1
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
M  END


  Mrv1652309032216392D          

 23 24  0  0  1  0            999 V2000
   -4.1312   -4.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4167   -4.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7023   -4.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9878   -4.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -4.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5589   -4.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556   -4.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556   -3.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5589   -3.1185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3125   -3.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8646   -2.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521   -2.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876   -1.3728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451   -2.2980    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0320   -1.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7526   -2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657   -1.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942   -0.6419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4405   -0.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5268    0.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3337    0.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693    1.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7462   -0.0288    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 17  1  1  0  0  0
 18 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
 21 23  1  0  0  0  0
 18 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0176914

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C[C@@H]1C=CC(=O)[C@H]1C\C=C/[C@H]1CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O3/c1-2-3-4-5-6-7-9-16-12-14-19(21)18(16)11-8-10-17-13-15-20(22)23-17/h6-8,10,12,14,16-18H,2-5,9,11,13,15H2,1H3/b7-6-,10-8-/t16-,17+,18+/m1/s1

> <INCHI_KEY>
IOEBLBXUQYAOAK-IKNFVWKPSA-N

> <FORMULA>
C20H28O3

> <MOLECULAR_WEIGHT>
316.441

> <EXACT_MASS>
316.203844762

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.547231937432876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R)-5-[(1Z)-3-[(1S,2R)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-yl]prop-1-en-1-yl]oxolan-2-one

> <JCHEM_LOGP>
5.040422088333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.176614716534047

> <JCHEM_PKA_STRONGEST_BASIC>
-4.958648193774987

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
95.59769999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
preclavulone lactone I

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.712  -8.131   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.378  -8.901   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.044  -8.131   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.711  -8.901   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.377  -8.131   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.043  -8.901   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.290  -8.131   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.290  -6.591   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.043  -5.821   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.450  -6.448   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.481  -5.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.711  -3.969   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.337  -2.563   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.204  -4.290   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.060  -3.259   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.405  -3.735   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.549  -2.705   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.229  -1.198   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.822  -0.572   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.983   0.960   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.490   1.280   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.116   2.687   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.260  -0.054   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₃

Average Mass

316.4410 Da

Monoisotopic Mass

316.20384 Da

IUPAC Name

(5R)-5-[(1Z)-3-[(1S,2R)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-yl]prop-1-en-1-yl]oxolan-2-one

Traditional Name

preclavulone lactone I

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C[C@@H]1C=CC(=O)[C@H]1C\C=C/[C@H]1CCC(=O)O1

InChI Identifier

InChI=1S/C20H28O3/c1-2-3-4-5-6-7-9-16-12-14-19(21)18(16)11-8-10-17-13-15-20(22)23-17/h6-8,10,12,14,16-18H,2-5,9,11,13,15H2,1H3/b7-6-,10-8-/t16-,17+,18+/m1/s1

InChI Key

IOEBLBXUQYAOAK-IKNFVWKPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Clavularia viridis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as clavulones and derivatives. These are ester derivatives of prostanoids.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Clavulones and derivatives

Alternative Parents

Substituents

Clavulone
Prostaglandin skeleton
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Cyclic ketone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Clavulones and derivatives (LMFA03120021 )

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	5.04	ChemAxon
pKa (Strongest Acidic)	18.18	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	95.6 m³·mol⁻¹	ChemAxon
Polarizability	36.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

4446358

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283237

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for preclavulone lactone i (NP0176914)

MOL for NP0176914 (preclavulone lactone i)

3D MOL for NP0176914 (preclavulone lactone i)

3D SDF for NP0176914 (preclavulone lactone i)

3D-SDF for NP0176914 (preclavulone lactone i)

PDB for NP0176914 (preclavulone lactone i)

3D PDB for NP0176914 (preclavulone lactone i)

SMILES for NP0176914 (preclavulone lactone i)

INCHI for NP0176914 (preclavulone lactone i)

Structure for NP0176914 (preclavulone lactone i)

3D Structure for NP0176914 (preclavulone lactone i)