NP-MRD: Showing NP-Card for 3beta-Hydroxy-22(30)-hopen-29-al (NP0335103)

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Record Information

Version

2.0

Created at

2024-09-10 23:54:24 UTC

Updated at

2024-09-10 23:54:24 UTC

NP-MRD ID

NP0335103

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3beta-Hydroxy-22(30)-hopen-29-al

Description

3Beta-Hydroxy-22(30)-hopen-29-al belongs to the class of organic compounds known as hopanoids. These are terpenoids containing hopane skeleton(A'-Neogammacerane), a pentacyclic structure with four cyclohexane rings and one cyclopentane ring (and often, a side chain emerging from C30). Based on a literature review very few articles have been published on 3beta-Hydroxy-22(30)-hopen-29-al.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262302262D          

 34 38  0  0  0  0            999 V2000
   -4.0464   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609  -10.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609  -10.8625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0464  -11.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320  -10.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320  -10.0375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6175   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6175  -11.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9030  -10.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9030  -10.0375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9030   -8.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6175   -8.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886   -9.6250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1886   -8.8000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4741   -8.3875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4741  -10.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -8.8000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4741   -7.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -7.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -8.3875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4754  -11.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0464  -12.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609  -11.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9030   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886   -7.9750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886  -10.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4741   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -7.9750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693   -8.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3838   -8.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3838  -10.0375    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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 18 15  1  0  0  0  0
 15 19  1  0  0  0  0
 20 21  1  0  0  0  0
 19 20  1  0  0  0  0
  3 22  1  1  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  1  0  0  0
 10 26  1  1  0  0  0
 14 27  1  1  0  0  0
 13 28  1  6  0  0  0
 15 29  1  6  0  0  0
 18 30  1  1  0  0  0
 21 31  1  1  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 32 34  2  0  0  0  0
M  END


  Mrv2104 05262302262D          

 34 38  0  0  0  0            999 V2000
   -4.0464   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609  -10.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609  -10.8625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0464  -11.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320  -10.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320  -10.0375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6175   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6175  -11.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9030  -10.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9030  -10.0375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9030   -8.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6175   -8.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886   -9.6250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1886   -8.8000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4741   -8.3875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4741  -10.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -8.8000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4741   -7.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -7.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -8.3875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4754  -11.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0464  -12.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609  -11.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9030   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886   -7.9750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886  -10.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4741   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -7.9750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693   -8.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6693   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3838   -8.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3838  -10.0375    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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  1  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 18 15  1  0  0  0  0
 15 19  1  0  0  0  0
 20 21  1  0  0  0  0
 19 20  1  0  0  0  0
  3 22  1  1  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  1  0  0  0
 10 26  1  1  0  0  0
 14 27  1  1  0  0  0
 13 28  1  6  0  0  0
 15 29  1  6  0  0  0
 18 30  1  1  0  0  0
 21 31  1  1  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 32 34  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0335103

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@]3(C)[C@]([H])(CCC4[C@@]5(C)CC[C@H](O)C(C)(C)C5CC[C@@]34C)[C@@]1(C)CC[C@H]2C(=C)C=O

> <INCHI_IDENTIFIER>
InChI=1/C30H48O2/c1-19(18-31)20-10-14-27(4)21(20)11-16-29(6)23(27)8-9-24-28(5)15-13-25(32)26(2,3)22(28)12-17-30(24,29)7/h18,20-25,32H,1,8-17H2,2-7H3/t20-,21-,22?,23+,24?,25-,27-,28-,29+,30+/s2

> <INCHI_KEY>
IXBAWFNSWVWXAS-HOTDMGKDNA-N

> <FORMULA>
C30H48O2

> <MOLECULAR_WEIGHT>
440.712

> <EXACT_MASS>
440.365430786

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
54.22375498598724

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3R,3aS,5aR,5bR,9S,11aR,13aR,13bS)-9-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-icosahydro-1H-cyclopenta[a]chrysen-3-yl]prop-2-enal

> <JCHEM_LOGP>
6.481122827666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.48943339017772

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8350325960580678

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
131.7001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3R,3aS,5aR,5bR,9S,11aR,13aR,13bS)-9-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]prop-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$

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      -7.553 -17.967   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.887 -18.737   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.887 -20.277   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.553 -21.047   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.220 -20.277   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.220 -18.737   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.886 -17.967   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.886 -21.047   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.552 -20.277   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.552 -18.737   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.552 -15.657   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.886 -16.427   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.219 -17.967   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.219 -16.427   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.885 -15.657   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.885 -18.737   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.449 -17.967   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.449 -16.427   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.885 -14.117   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.782 -14.117   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.782 -15.657   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -10.221 -21.047   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -7.553 -22.587   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.887 -21.817   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.220 -17.197   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.552 -17.197   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0      -2.219 -14.887   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0      -2.219 -19.507   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.885 -17.197   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       0.449 -14.887   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0       3.116 -16.427   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.116 -17.967   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.450 -15.657   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.450 -18.737   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5   23   24                                             
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5   25                                             
CONECT    7    6   10   12                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13    7   26                                             
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   10   14   16   28                                             
CONECT   14   11   15   13   27                                             
CONECT   15   14   18   19   29                                             
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   21   15   30                                             
CONECT   19   15   20                                                       
CONECT   20   21   19                                                       
CONECT   21   18   20   31                                                  
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    4                                                            
CONECT   25    6                                                            
CONECT   26   10                                                            
CONECT   27   14                                                            
CONECT   28   13                                                            
CONECT   29   15                                                            
CONECT   30   18                                                            
CONECT   31   21   32   33                                                  
CONECT   32   31   34                                                       
CONECT   33   31                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Value	Source
3b-Hydroxy-22(30)-hopen-29-al	Generator
3Β-hydroxy-22(30)-hopen-29-al	Generator

Chemical Formula

C₃₀H₄₈O₂

Average Mass

440.7120 Da

Monoisotopic Mass

440.36543 Da

IUPAC Name

2-[(3R,3aS,5aR,5bR,9S,11aR,13aR,13bS)-9-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-icosahydro-1H-cyclopenta[a]chrysen-3-yl]prop-2-enal

Traditional Name

2-[(3R,3aS,5aR,5bR,9S,11aR,13aR,13bS)-9-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-hexadecahydrocyclopenta[a]chrysen-3-yl]prop-2-enal

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@]3(C)[C@]([H])(CCC4[C@@]5(C)CC[C@H](O)C(C)(C)C5CC[C@@]34C)[C@@]1(C)CC[C@H]2C(=C)C=O

InChI Identifier

InChI=1/C30H48O2/c1-19(18-31)20-10-14-27(4)21(20)11-16-29(6)23(27)8-9-24-28(5)15-13-25(32)26(2,3)22(28)12-17-30(24,29)7/h18,20-25,32H,1,8-17H2,2-7H3/t20-,21-,22?,23+,24?,25-,27-,28-,29+,30+/s2

InChI Key

IXBAWFNSWVWXAS-HOTDMGKDNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as hopanoids. These are terpenoids containing hopane skeleton(A'-Neogammacerane), a pentacyclic structure with four cyclohexane rings and one cyclopentane ring (and often, a side chain emerging from C30).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Hopanoids

Direct Parent

Hopanoids

Alternative Parents

Substituents

Hopane-skeleton
Triterpenoid
22-oxosteroid
21-oxosteroid
Oxosteroid
Steroid
Enal
Cyclic alcohol
Alpha,beta-unsaturated aldehyde
Secondary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aldehyde
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	6.48	ChemAxon
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	131.7 m³·mol⁻¹	ChemAxon
Polarizability	54.22 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3beta-Hydroxy-22(30)-hopen-29-al (NP0335103)

MOL for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)

3D MOL for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)

3D SDF for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)

3D-SDF for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)

PDB for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)

3D PDB for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)

SMILES for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)

INCHI for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)

Structure for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)

3D Structure for NP0335103 (3beta-Hydroxy-22(30)-hopen-29-al)