NP-MRD: Showing NP-Card for Chlorodesmin (NP0064960)

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Record Information

Version

2.0

Created at

2022-04-28 09:15:35 UTC

Updated at

2022-04-28 09:15:35 UTC

NP-MRD ID

NP0064960

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Chlorodesmin

Description

(1E,3E,6E,10E,15Z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,10,15-tetraen-1-yl acetate belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Chlorodesmin is found in Chlorodesmis fastigiata. Based on a literature review very few articles have been published on (1E,3E,6E,10E,15Z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,10,15-tetraen-1-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282211152D          

 37 36  0  0  0  0            999 V2000
    0.1105    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652304282211152D          

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 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  2  0  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
 15 31  1  0  0  0  0
 11 32  1  0  0  0  0
  1 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0064960

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC\C(CC(=O)C\C(C)=C\CC\C(C)=C\CC\C(=C/OC(C)=O)\C=C\OC(C)=O)=C/OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O9/c1-20(10-8-12-26(17-35-23(4)30)13-14-34-22(3)29)9-7-11-21(2)15-28(33)16-27(18-36-24(5)31)19-37-25(6)32/h10-11,13-14,17-18H,7-9,12,15-16,19H2,1-6H3/b14-13+,20-10+,21-11+,26-17+,27-18-

> <INCHI_KEY>
IEFNIZWXCAWYDG-CQFKBXAESA-N

> <FORMULA>
C28H38O9

> <MOLECULAR_WEIGHT>
518.603

> <EXACT_MASS>
518.251582804

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
56.69512113762538

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1E,3E,6E,10E,15Z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,10,15-tetraen-1-yl acetate

> <ALOGPS_LOGP>
4.38

> <JCHEM_LOGP>
2.856840360333334

> <ALOGPS_LOGS>
-5.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.266088833426718

> <JCHEM_PKA_STRONGEST_BASIC>
-6.446229004113283

> <JCHEM_POLAR_SURFACE_AREA>
122.27000000000004

> <JCHEM_REFRACTIVITY>
139.86690000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.37e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E,3E,6E,10E,15Z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,10,15-tetraen-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.206   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.127   3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.461   2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.461   0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.795   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.206   5.390   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.874   5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.874   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.207   7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.207   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.541  10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.541  11.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.875  12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.875  13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.208  14.630   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.542  13.860   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.542  12.320   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.208  11.550   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.208  10.010   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.542   9.240   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.875   9.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.876  14.630   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.209  13.860   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.543  14.630   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      14.877  13.860   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      16.210  14.630   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      14.877  12.320   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.207  12.320   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.540   7.700   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       1.540   0.000   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.874   2.310   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2    7   33                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   32                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   31                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   19   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   15                                                            
CONECT   32   11                                                            
CONECT   33    1   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   72    0
END

View in JSmol

Synonyms

Value	Source
(1E,3E,6E,10E,15Z)-16-(Acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,10,15-tetraen-1-yl acetic acid	Generator

Chemical Formula

C₂₈H₃₈O₉

Average Mass

518.6030 Da

Monoisotopic Mass

518.25158 Da

IUPAC Name

(1E,3E,6E,10E,15Z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,10,15-tetraen-1-yl acetate

Traditional Name

(1E,3E,6E,10E,15Z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,10,15-tetraen-1-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC\C(CC(=O)C\C(C)=C\CC\C(C)=C\CC\C(=C/OC(C)=O)\C=C\OC(C)=O)=C/OC(C)=O

InChI Identifier

InChI=1S/C28H38O9/c1-20(10-8-12-26(17-35-23(4)30)13-14-34-22(3)29)9-7-11-21(2)15-28(33)16-27(18-36-24(5)31)19-37-25(6)32/h10-11,13-14,17-18H,7-9,12,15-16,19H2,1-6H3/b14-13+,20-10+,21-11+,26-17+,27-18-

InChI Key

IEFNIZWXCAWYDG-CQFKBXAESA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Chlorodesmis fastigiata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
Tetracarboxylic acid or derivatives
Fatty alcohol ester
Enol ester
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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
logP	4.38	ALOGPS
logP	2.86	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	13.27	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	122.27 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	139.87 m³·mol⁻¹	ChemAxon
Polarizability	56.7 Å³	ChemAxon
Number of Rings	0	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00022034

Chemspider ID

34981410

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Chlorodesmin (NP0064960)

MOL for NP0064960 (Chlorodesmin)

3D MOL for NP0064960 (Chlorodesmin)

3D SDF for NP0064960 (Chlorodesmin)

3D-SDF for NP0064960 (Chlorodesmin)

PDB for NP0064960 (Chlorodesmin)

3D PDB for NP0064960 (Chlorodesmin)

SMILES for NP0064960 (Chlorodesmin)

INCHI for NP0064960 (Chlorodesmin)

Structure for NP0064960 (Chlorodesmin)

3D Structure for NP0064960 (Chlorodesmin)