NP-MRD: Showing NP-Card for (1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione (NP0292058)

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Record Information

Version

2.0

Created at

2022-09-09 23:24:41 UTC

Updated at

2022-09-09 23:24:41 UTC

NP-MRD ID

NP0292058

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione

Description

Caloncobalactone B belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review very few articles have been published on Caloncobalactone B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102201242D          

 36 40  0  0  1  0            999 V2000
   -1.4422    0.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -0.1462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.7265   -0.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3687   -0.8849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2412   -1.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1383   -0.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079   -0.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4354   -1.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412    0.1818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2132    0.0057    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
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  5  6  1  6  0  0  0
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  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
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 16 18  1  0  0  0  0
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 22 23  1  6  0  0  0
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 34 35  1  0  0  0  0
 36 35  1  6  0  0  0
 19 36  1  0  0  0  0
 15 36  1  0  0  0  0
M  END

     RDKit          3D

 84 88  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309102201242D          

 36 40  0  0  1  0            999 V2000
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    3.8649    0.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4365   -0.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2072   -1.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7788   -1.8851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4062   -1.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7399   -2.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7211   -1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8346   -0.8930    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0720   -1.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3504   -0.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2132    0.0057    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  2  1  1  1  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  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 11  2  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  6  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 36 35  1  6  0  0  0
 19 36  1  0  0  0  0
 15 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0292058

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CC[C@H](O)C(C)(C)O)[C@H]1[C@@H](O)C[C@@]23[C@@H]4CC[C@@H]5[C@@H](CCC(=O)C5(C)C)C[C@]4(CC[C@]12C)OC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O6/c1-17(7-11-23(33)27(4,5)35)24-20(31)16-30-21-10-9-19-18(8-12-22(32)26(19,2)3)15-29(21,36-25(30)34)14-13-28(24,30)6/h17-21,23-24,31,33,35H,7-16H2,1-6H3/t17-,18+,19-,20+,21-,23+,24+,28-,29+,30+/m1/s1

> <INCHI_KEY>
WOPFSKJVPXNLRO-UFBARVOKSA-N

> <FORMULA>
C30H48O6

> <MOLECULAR_WEIGHT>
504.708

> <EXACT_MASS>
504.345089266

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
58.21016439671635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5R,10S,12S,15R,16R,17S)-16-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0^{1,15}.0^{2,12}.0^{5,10}]icosane-7,19-dione

> <JCHEM_LOGP>
4.033665698666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.787352467609995

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.811157750610096

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8500777178800663

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
137.03509999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5R,10S,12S,15R,16R,17S)-16-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0^{1,15}.0^{2,12}.0^{5,10}]icosane-7,19-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.692   1.249   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.454  -0.273   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.653  -1.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.090  -0.685   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.288  -1.652   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -6.050  -3.173   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -7.725  -1.097   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.161  -0.543   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.280  -2.534   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -7.170   0.339   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.018  -0.828   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.635  -2.329   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.609  -3.521   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.915  -2.405   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.590  -0.970   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.173  -1.475   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.621  -2.949   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.189  -0.198   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.292   1.158   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.030   2.181   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.510   1.652   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.297   0.042   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.008   0.858   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.830   1.069   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.719  -0.188   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.214   0.181   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.282  -0.929   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.853  -2.408   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.920  -3.519   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.358  -2.777   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.981  -4.186   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.079  -3.635   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.291  -1.667   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.868  -2.255   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.521  -1.508   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.265   0.011   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    2   12   22                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   22   36                                             
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   24   36                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   11   15   23                                             
CONECT   23   22                                                            
CONECT   24   19   25                                                       
CONECT   25   24   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30   25   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   19   15                                                  
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₈O₆

Average Mass

504.7080 Da

Monoisotopic Mass

504.34509 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H](CC[C@H](O)C(C)(C)O)[C@H]1[C@@H](O)C[C@@]23[C@@H]4CC[C@@H]5[C@@H](CCC(=O)C5(C)C)C[C@]4(CC[C@]12C)OC3=O

InChI Identifier

InChI=1S/C30H48O6/c1-17(7-11-23(33)27(4,5)35)24-20(31)16-30-21-10-9-19-18(8-12-22(32)26(19,2)3)15-29(21,36-25(30)34)14-13-28(24,30)6/h17-21,23-24,31,33,35H,7-16H2,1-6H3/t17-,18+,19-,20+,21-,23+,24+,28-,29+,30+/m1/s1

InChI Key

WOPFSKJVPXNLRO-UFBARVOKSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Caprolactone
Oxepane
Gamma butyrolactone
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Cyclic ketone
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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

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

28521778

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70690128

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione (NP0292058)

MOL for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)

3D MOL for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)

3D SDF for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)

3D-SDF for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)

PDB for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)

3D PDB for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)

SMILES for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)

INCHI for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)

Structure for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)

3D Structure for NP0292058 ((1r,2s,5r,10s,12s,15r,16r,17s)-16-[(2r,5s)-5,6-dihydroxy-6-methylheptan-2-yl]-17-hydroxy-6,6,15-trimethyl-20-oxapentacyclo[10.6.2.0¹,¹⁵.0²,¹².0⁵,¹⁰]icosane-7,19-dione)