NP-MRD: Showing NP-Card for (3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol (NP0269351)

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Record Information

Version

2.0

Created at

2022-09-08 14:47:17 UTC

Updated at

2022-09-08 14:47:18 UTC

NP-MRD ID

NP0269351

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol

Description

(3S,5S,5aS,11aR,13bS)-3-(1-hydroxy-1-methyl-ethyl)-5a,8,8,11a,13b-pentamethyl-2,3,3a,4,5,5b,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydro-1H-cyclopenta[a]chrysen-5-ol belongs to the class of organic compounds known as 11-hydroxysteroids. These are steroids carrying a hydroxyl group at the 11-position of the steroid backbone. Based on a literature review very few articles have been published on (3S,5S,5aS,11aR,13bS)-3-(1-hydroxy-1-methyl-ethyl)-5a,8,8,11a,13b-pentamethyl-2,3,3a,4,5,5b,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydro-1H-cyclopenta[a]chrysen-5-ol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309082216472D          

 31 35  0  0  1  0            999 V2000
    2.3999   -3.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1708   -2.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264   -3.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7475   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1490   -1.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9739   -1.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973   -2.0500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7988   -1.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2222   -2.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6238   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4487   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8720   -2.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6969   -1.9998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3499   -1.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2395   -1.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9982   -1.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9245   -2.5241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5459   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1673   -3.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0032   -3.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0885   -2.4453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1202   -2.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7186   -3.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8937   -3.4411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4921   -4.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4704   -2.7330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0688   -3.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455   -2.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439   -3.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4190   -3.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -2.7706    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
  7 31  1  0  0  0  0
M  END


  Mrv1652309082216472D          

 31 35  0  0  1  0            999 V2000
    2.3999   -3.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1708   -2.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264   -3.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7475   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1490   -1.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9739   -1.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973   -2.0500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7988   -1.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2222   -2.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6238   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4487   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8720   -2.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6969   -1.9998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3499   -1.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2395   -1.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9982   -1.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9245   -2.5241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5459   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1673   -3.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0032   -3.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0885   -2.4453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1202   -2.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7186   -3.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8937   -3.4411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4921   -4.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4704   -2.7330    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0688   -3.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455   -2.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439   -3.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4190   -3.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957   -2.7706    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
  7 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0269351

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)[C@H]1CC[C@@]2(C)C1C[C@H](O)[C@@]1(C)C3CCC4C(C)(C)CCC[C@]4(C)C3CCC21

> <INCHI_IDENTIFIER>
InChI=1S/C29H50O2/c1-25(2)14-8-15-27(5)19-9-12-23-28(6)16-13-18(26(3,4)31)21(28)17-24(30)29(23,7)20(19)10-11-22(25)27/h18-24,30-31H,8-17H2,1-7H3/t18-,19?,20?,21?,22?,23?,24-,27+,28-,29-/m0/s1

> <INCHI_KEY>
FWDDGDIHVBLWTE-ZCAOFHSISA-N

> <FORMULA>
C29H50O2

> <MOLECULAR_WEIGHT>
430.717

> <EXACT_MASS>
430.38108085

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
54.03458516900112

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,6S,9S,14R)-6-(2-hydroxypropan-2-yl)-2,9,14,18,18-pentamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-3-ol

> <JCHEM_LOGP>
6.102484216999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.477434430892202

> <JCHEM_PKA_STRONGEST_BASIC>
-0.22656324210041057

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
128.41479999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,6S,9S,14R)-6-(2-hydroxypropan-2-yl)-2,9,14,18,18-pentamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       4.480  -5.744   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.919  -5.195   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.209  -6.708   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.129  -3.873   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.878  -2.528   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.418  -2.505   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.208  -3.827   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.958  -2.481   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.748  -3.803   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.498  -2.458   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.037  -2.435   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.828  -3.756   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.368  -3.733   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.720  -2.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.380  -2.573   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.797  -3.178   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.659  -4.712   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.819  -5.725   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.979  -6.738   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.806  -6.885   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      18.832  -4.565   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      15.158  -5.055   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.408  -6.400   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.868  -6.423   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.119  -7.769   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.078  -5.102   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.328  -6.447   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.538  -5.125   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.789  -6.470   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.249  -6.494   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.459  -5.172   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   31                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   31                                             
CONECT    8    7                                                            
CONECT    9    7   10   28                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   26                                                  
CONECT   13   12   14   15   22                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   17   13   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   12   27   28                                             
CONECT   27   26                                                            
CONECT   28   26    9   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30    2    7                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₅₀O₂

Average Mass

430.7170 Da

Monoisotopic Mass

430.38108 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)(O)[C@H]1CC[C@@]2(C)C1C[C@H](O)[C@@]1(C)C3CCC4C(C)(C)CCC[C@]4(C)C3CCC21

InChI Identifier

InChI=1S/C29H50O2/c1-25(2)14-8-15-27(5)19-9-12-23-28(6)16-13-18(26(3,4)31)21(28)17-24(30)29(23,7)20(19)10-11-22(25)27/h18-24,30-31H,8-17H2,1-7H3/t18-,19?,20?,21?,22?,23?,24-,27+,28-,29-/m0/s1

InChI Key

FWDDGDIHVBLWTE-ZCAOFHSISA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 11-hydroxysteroids. These are steroids carrying a hydroxyl group at the 11-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

11-hydroxysteroids

Alternative Parents

Substituents

11-hydroxysteroid
11-beta-hydroxysteroid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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

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

2279994

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3010869

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol (NP0269351)

MOL for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)

3D MOL for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)

3D SDF for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)

3D-SDF for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)

PDB for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)

3D PDB for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)

SMILES for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)

INCHI for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)

Structure for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)

3D Structure for NP0269351 ((3s,5s,5as,11ar,13bs)-3-(2-hydroxypropan-2-yl)-5a,8,8,11a,13b-pentamethyl-hexadecahydro-1h-cyclopenta[a]chrysen-5-ol)