NP-MRD: Showing NP-Card for ent-16a-Hydroxy-17-acetoxy-19-kauranal (NP0336553)

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Record Information

Version

2.0

Created at

2024-09-11 06:50:01 UTC

Updated at

2024-09-11 06:50:01 UTC

NP-MRD ID

NP0336553

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ent-16a-Hydroxy-17-acetoxy-19-kauranal

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262309222D          

 26 29  0  0  0  0            999 V2000
   -2.8853    0.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8853   -0.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1710   -1.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4580   -0.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4580    0.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1710    0.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -1.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310   -0.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    0.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438    0.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806    0.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806    1.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438    1.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4580    0.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7581   -1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839   -1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097   -1.7987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641    0.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948    0.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797    1.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797    0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797   -0.4335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6954   -0.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6954   -1.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4097   -0.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 16  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 15  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
  9 11  1  0  0  0  0
  9 20  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 17 18  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END


  Mrv2104 05262309222D          

 26 29  0  0  0  0            999 V2000
   -2.8853    0.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8853   -0.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1710   -1.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4580   -0.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4580    0.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1710    0.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438   -1.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310   -0.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    0.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438    0.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806    0.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6806    1.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7438    1.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4580    0.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7581   -1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839   -1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097   -1.7987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641    0.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948    0.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797    1.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797    0.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797   -0.4335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6954   -0.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6954   -1.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4097   -0.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 16  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 15  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
  9 11  1  0  0  0  0
  9 20  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 17 18  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336553

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC1(O)CC23CC1CCC2C1(C)CCCC(C)(C=O)C1CC3

> <INCHI_IDENTIFIER>
InChI=1/C22H34O4/c1-15(24)26-14-22(25)12-21-10-7-17-19(2,13-23)8-4-9-20(17,3)18(21)6-5-16(22)11-21/h13,16-18,25H,4-12,14H2,1-3H3

> <INCHI_KEY>
FCHGRGOUMXZTFS-UHFFFAOYNA-N

> <FORMULA>
C22H34O4

> <MOLECULAR_WEIGHT>
362.51

> <EXACT_MASS>
362.245709575

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.08744573526143

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-14-yl}methyl acetate

> <JCHEM_LOGP>
3.0758685416666687

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.752230213691343

> <JCHEM_PKA_STRONGEST_BASIC>
-3.344574504531406

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
99.03799999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
{5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-14-yl}methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -5.386   0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.386  -1.251   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.053  -2.022   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.722  -1.251   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.722   0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.053   1.058   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.388  -2.022   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.058  -1.251   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.058   0.290   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.388   1.058   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.270   1.058   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.270   2.592   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.058   3.358   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.388   2.592   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.722   1.832   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.282  -3.358   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.823  -3.358   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.365  -3.358   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.360   1.503   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.484   0.290   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.695   2.273   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.695   0.732   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.695  -0.809   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.031  -1.580   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.031  -3.121   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.365  -0.809   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   16   17                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   15                                             
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   20                                             
CONECT   10    5    9   14                                                  
CONECT   11    9   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15    5                                                            
CONECT   16    3                                                            
CONECT   17    3   18                                                       
CONECT   18   17                                                            
CONECT   19   12   20   21   22                                             
CONECT   20    9   19                                                       
CONECT   21   19                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₄O₄

Average Mass

362.5100 Da

Monoisotopic Mass

362.24571 Da

IUPAC Name

{5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-14-yl}methyl acetate

Traditional Name

{5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-14-yl}methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC1(O)CC23CC1CCC2C1(C)CCCC(C)(C=O)C1CC3

InChI Identifier

InChI=1/C22H34O4/c1-15(24)26-14-22(25)12-21-10-7-17-19(2,13-23)8-4-9-20(17,3)18(21)6-5-16(22)11-21/h13,16-18,25H,4-12,14H2,1-3H3

InChI Key

FCHGRGOUMXZTFS-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	3.08	ChemAxon
pKa (Strongest Acidic)	13.75	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	99.04 m³·mol⁻¹	ChemAxon
Polarizability	41.09 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for ent-16a-Hydroxy-17-acetoxy-19-kauranal (NP0336553)

MOL for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)

3D MOL for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)

3D SDF for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)

3D-SDF for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)

PDB for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)

3D PDB for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)

SMILES for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)

INCHI for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)

Structure for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)

3D Structure for NP0336553 (ent-16a-Hydroxy-17-acetoxy-19-kauranal)