NP-MRD: Showing NP-Card for 15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one (NP0332552)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2024-02-22 12:23:44 UTC

Updated at

2024-04-19 10:11:06 UTC

NP-MRD ID

NP0332552

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02222412232D          

 30 33  0  0  1  0            999 V2000
    3.5486   -0.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3665   -4.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -5.3205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4946   -5.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1710   -5.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4819   -6.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3537   -5.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7337   -0.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12  7  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14  4  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17  3  1  0  0  0  0
 17 18  1  1  0  0  0
 19 17  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 20 28  1  1  0  0  0
 19 29  1  0  0  0  0
  2 29  1  0  0  0  0
  5 30  2  0  0  0  0
M  END


  Mrv2104 02222412232D          

 30 33  0  0  1  0            999 V2000
    3.5486   -0.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3665   -4.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -5.3205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4946   -5.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1710   -5.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4819   -6.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3537   -5.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7337   -0.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12  7  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14  4  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17  3  1  0  0  0  0
 17 18  1  1  0  0  0
 19 17  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 20 28  1  1  0  0  0
 19 29  1  0  0  0  0
  2 29  1  0  0  0  0
  5 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332552

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1C[C@H](O)C2=C3[C@H](CC[C@]12C)[C@@]1(C)CCC=CC1=CC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O2/c1-17(2)18(3)10-11-19(4)22-16-24(30)26-25-21(12-14-28(22,26)6)27(5)13-8-7-9-20(27)15-23(25)29/h7,9-11,15,17-19,21-22,24,30H,8,12-14,16H2,1-6H3/b11-10+/t18-,19+,21-,22+,24-,27-,28+/m0/s1

> <INCHI_KEY>
UFZNECUBMJFHJP-QYCNIXHNSA-N

> <FORMULA>
C28H40O2

> <MOLECULAR_WEIGHT>
408.626

> <EXACT_MASS>
408.302830528

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
50.34485274864507

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,9aR,9bR,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-3-hydroxy-9a,11a-dimethyl-1H,2H,3H,4H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-4-one

> <JCHEM_LOGP>
6.075196752666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.527932113344454

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0052824936231346

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
128.49759999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,9aR,9bR,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-3-hydroxy-9a,11a-dimethyl-1H,2H,3H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 22-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-FEB-24         0                                  
HETATM    1  O   UNK     0       6.624  -0.764   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.417  -8.505   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.998  -9.932   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.523 -10.142   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.053 -11.147   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.633 -12.574   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.527 -10.937   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.836  -0.352   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6   30                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13   14                                             
CONECT   13   12                                                            
CONECT   14   12    4   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    3   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20   29                                                  
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   20                                                            
CONECT   29   19    2                                                       
CONECT   30    5                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₀O₂

Average Mass

408.6260 Da

Monoisotopic Mass

408.30283 Da

IUPAC Name

(1R,3S,9aR,9bR,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-3-hydroxy-9a,11a-dimethyl-1H,2H,3H,4H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-4-one

Traditional Name

(1R,3S,9aR,9bR,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-3-hydroxy-9a,11a-dimethyl-1H,2H,3H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-4-one

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1C[C@H](O)C2=C3[C@H](CC[C@]12C)[C@@]1(C)CCC=CC1=CC3=O

InChI Identifier

InChI=1S/C28H40O2/c1-17(2)18(3)10-11-19(4)22-16-24(30)26-25-21(12-14-28(22,26)6)27(5)13-8-7-9-20(27)15-23(25)29/h7,9-11,15,17-19,21-22,24,30H,8,12-14,16H2,1-6H3/b11-10+/t18-,19+,21-,22+,24-,27-,28+/m0/s1

InChI Key

UFZNECUBMJFHJP-QYCNIXHNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, C2D6OS, experimental)	yijing0212@163.com	南方医科大学	Jing Yi	2024-02-22	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	yijing0212@163.com	南方医科大学	Jing Yi	2024-02-22	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	yijing0212@163.com	南方医科大学	Jing Yi	2024-02-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.133705802 MHz, C2D6OS, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.133705802 MHz, C2D6OS, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.918653341 MHz, C2D6OS, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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	6.08	ChemAxon
pKa (Strongest Acidic)	14.53	ChemAxon
pKa (Strongest Basic)	-3	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	4	ChemAxon
Refractivity	128.5 m³·mol⁻¹	ChemAxon
Polarizability	50.34 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

Not Available

Showing NP-Card for 15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one (NP0332552)

MOL for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)

3D MOL for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)

3D SDF for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)

3D-SDF for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)

PDB for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)

3D PDB for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)

SMILES for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)

INCHI for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)

Structure for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)

3D Structure for NP0332552 (15α-hydroxy-(22E,24R)-ergosta-3,5,8(14),22-tetraen-7-one)