NP-MRD: Showing NP-Card for Euphorbia factor Ti2 (NP0052008)

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Record Information

Version

2.0

Created at

2022-04-27 23:12:05 UTC

Updated at

2022-04-27 23:12:05 UTC

NP-MRD ID

NP0052008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Euphorbia factor Ti2

Description

(1R,2S,6S,10R,11R,13S,14R,15R)-14-(acetyloxy)-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]Pentadeca-3,8-dien-13-yl (2Z,4E,6E)-deca-2,4,6-trienoate belongs to the class of organic compounds known as tigliane and ingenane diterpenoids. These are diterpenoids containing the tigliane or ingenane carbon skeleton. The tigliane skeleton is a tetracyclic ring that consists of the 4/7/6/3 ring junction. It is derived from casbane by 6,10- and 5,14-cyclizations and is a framework of phorbol. The ingenane skeleton is derived by rearrangement of tigliane. Euphorbia factor Ti2 is found in Euphorbia tirucalli . Based on a literature review very few articles have been published on (1R,2S,6S,10R,11R,13S,14R,15R)-14-(acetyloxy)-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]Pentadeca-3,8-dien-13-yl (2Z,4E,6E)-deca-2,4,6-trienoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201122D          

 39 42  0  0  1  0            999 V2000
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  1 38  1  1  0  0  0
 37 39  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652304282201122D          

 39 42  0  0  1  0            999 V2000
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   -2.5460   -1.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7332   -2.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    2.1230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0553    2.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8157    3.5147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588    2.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0984    1.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2914    0.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9768   -2.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6564   -2.7675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8512   -0.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5015   -0.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8796    0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042    0.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5633    1.1219    0.0000 C   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  2  0  0  0  0
  6  5  1  6  0  0  0
  7  6  1  0  0  0  0
  7  1  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 10 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  8 31  1  1  0  0  0
  7 32  1  1  0  0  0
  4 33  1  0  0  0  0
 33 34  1  0  0  0  0
  2 35  1  1  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
  1 38  1  1  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0052008

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC\C=C\C=C\C=C/C(=O)O[C@]12[C@H]([C@H]3C=C(CO)C[C@H]4[C@H](C=C(C)C4=O)[C@@]3(O)[C@H](C)[C@H]1OC(C)=O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H42O7/c1-7-8-9-10-11-12-13-14-26(35)39-32-28(30(32,5)6)25-17-22(18-33)16-23-24(15-19(2)27(23)36)31(25,37)20(3)29(32)38-21(4)34/h9-15,17,20,23-25,28-29,33,37H,7-8,16,18H2,1-6H3/b10-9+,12-11+,14-13-/t20-,23+,24+,25-,28-,29-,31+,32-/m1/s1

> <INCHI_KEY>
HZIPPZZEKIZPCY-LRMHCJDVSA-N

> <FORMULA>
C32H42O7

> <MOLECULAR_WEIGHT>
538.681

> <EXACT_MASS>
538.293053692

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
59.114507957581345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,6S,10R,11R,13S,14R,15R)-14-(acetyloxy)-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl (2Z,4E,6E)-deca-2,4,6-trienoate

> <ALOGPS_LOGP>
4.65

> <JCHEM_LOGP>
4.282973943999998

> <ALOGPS_LOGS>
-5.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.958277841420788

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.918197293617148

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9419507653386479

> <JCHEM_POLAR_SURFACE_AREA>
110.13

> <JCHEM_REFRACTIVITY>
152.78560000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,6S,10R,11R,13S,14R,15R)-14-(acetyloxy)-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl (2Z,4E,6E)-deca-2,4,6-trienoate

> <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      10.447   0.544   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.309  -0.732   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.848  -2.201   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.412  -2.758   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.082  -1.982   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.859  -0.458   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.912   0.666   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.464   2.140   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.965   2.489   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.912   1.365   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.359  -0.108   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.860   0.241   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.909  -0.971   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.396   0.720   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.788   2.418   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.314   1.970   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.519   0.652   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.190   3.023   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.717   2.576   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.367   1.076   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.107   0.629   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.456  -0.871   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.930  -1.319   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.279  -2.818   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.753  -3.266   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.102  -4.766   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.517   3.963   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.570   5.087   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.123   6.561   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.070   4.738   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.517   3.264   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.877   1.866   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.290  -4.293   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.559  -5.166   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      12.789  -0.307   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      14.003  -1.254   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      12.842   1.232   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.394   1.758   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.118   2.094   0.000  0.00  0.00           C+0
CONECT    1    2    7   38                                                  
CONECT    2    1    3   35                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   33                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    1    8   32                                             
CONECT    8    7    9   31                                                  
CONECT    9    8   10   27                                                  
CONECT   10    9   11   12   15                                             
CONECT   11   10    6   12                                                  
CONECT   12   11   10   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27    9   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    8                                                            
CONECT   32    7                                                            
CONECT   33    4   34                                                       
CONECT   34   33                                                            
CONECT   35    2   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37    1                                                       
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,6S,10R,11R,13S,14R,15R)-14-(Acetyloxy)-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0,.0,]pentadeca-3,8-dien-13-yl (2Z,4E,6E)-deca-2,4,6-trienoic acid	Generator

Chemical Formula

C₃₂H₄₂O₇

Average Mass

538.6810 Da

Monoisotopic Mass

538.29305 Da

IUPAC Name

(1R,2S,6S,10R,11R,13S,14R,15R)-14-(acetyloxy)-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl (2Z,4E,6E)-deca-2,4,6-trienoate

Traditional Name

(1R,2S,6S,10R,11R,13S,14R,15R)-14-(acetyloxy)-1-hydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl (2Z,4E,6E)-deca-2,4,6-trienoate

CAS Registry Number

Not Available

SMILES

CCC\C=C\C=C\C=C/C(=O)O[C@]12[C@H]([C@H]3C=C(CO)C[C@H]4[C@H](C=C(C)C4=O)[C@@]3(O)[C@H](C)[C@H]1OC(C)=O)C2(C)C

InChI Identifier

InChI=1S/C32H42O7/c1-7-8-9-10-11-12-13-14-26(35)39-32-28(30(32,5)6)25-17-22(18-33)16-23-24(15-19(2)27(23)36)31(25,37)20(3)29(32)38-21(4)34/h9-15,17,20,23-25,28-29,33,37H,7-8,16,18H2,1-6H3/b10-9+,12-11+,14-13-/t20-,23+,24+,25-,28-,29-,31+,32-/m1/s1

InChI Key

HZIPPZZEKIZPCY-LRMHCJDVSA-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
Euphorbia tirucalli	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tigliane and ingenane diterpenoids. These are diterpenoids containing the tigliane or ingenane carbon skeleton. The tigliane skeleton is a tetracyclic ring that consists of the 4/7/6/3 ring junction. It is derived from casbane by 6,10- and 5,14-cyclizations and is a framework of phorbol. The ingenane skeleton is derived by rearrangement of tigliane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Tigliane and ingenane diterpenoids

Alternative Parents

Substituents

Tigliane diterpenoid
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Cyclic alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	4.65	ALOGPS
logP	4.28	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	13.92	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	152.79 m³·mol⁻¹	ChemAxon
Polarizability	59.11 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162880236

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Euphorbia factor Ti2 (NP0052008)

MOL for NP0052008 (Euphorbia factor Ti2)

3D MOL for NP0052008 (Euphorbia factor Ti2)

3D SDF for NP0052008 (Euphorbia factor Ti2)

3D-SDF for NP0052008 (Euphorbia factor Ti2)

PDB for NP0052008 (Euphorbia factor Ti2)

3D PDB for NP0052008 (Euphorbia factor Ti2)

SMILES for NP0052008 (Euphorbia factor Ti2)

INCHI for NP0052008 (Euphorbia factor Ti2)

Structure for NP0052008 (Euphorbia factor Ti2)

3D Structure for NP0052008 (Euphorbia factor Ti2)