NP-MRD: Showing NP-Card for (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one (NP0336458)

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Record Information

Version

2.0

Created at

2024-09-11 06:20:53 UTC

Updated at

2024-09-11 06:20:54 UTC

NP-MRD ID

NP0336458

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one

Description

Based on a literature review very few articles have been published on (3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262308532D          

 30 33  0  0  0  0            999 V2000
   -3.6137    4.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856    5.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    3.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    4.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    4.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665    3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965    5.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    4.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    3.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983    2.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    2.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    3.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059    3.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    3.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    2.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226    1.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18  7  1  0  0  0  0
 18 17  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  2  0  0  0  0
 21 11  1  0  0  0  0
 21 15  1  0  0  0  0
 22  9  1  0  0  0  0
 22 19  1  0  0  0  0
 23 10  1  0  0  0  0
 24 12  1  0  0  0  0
 25 16  1  0  0  0  0
 26 23  1  0  0  0  0
 26 24  2  0  0  0  0
 26 25  1  0  0  0  0
 27  5  1  0  0  0  0
 27 13  1  0  0  0  0
 27 20  1  0  0  0  0
 27 24  1  0  0  0  0
 28  6  1  0  0  0  0
 28 14  1  0  0  0  0
 28 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29 21  1  0  0  0  0
 30 25  2  0  0  0  0
M  END


  Mrv2104 05262308532D          

 30 33  0  0  0  0            999 V2000
   -3.6137    4.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856    5.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    3.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    4.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729    4.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9665    3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965    5.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    4.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    3.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983    2.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423    2.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    3.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8059    3.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817    3.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0544    2.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226    1.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18  7  1  0  0  0  0
 18 17  1  0  0  0  0
 19  4  1  0  0  0  0
 19  8  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  2  0  0  0  0
 21 11  1  0  0  0  0
 21 15  1  0  0  0  0
 22  9  1  0  0  0  0
 22 19  1  0  0  0  0
 23 10  1  0  0  0  0
 24 12  1  0  0  0  0
 25 16  1  0  0  0  0
 26 23  1  0  0  0  0
 26 24  2  0  0  0  0
 26 25  1  0  0  0  0
 27  5  1  0  0  0  0
 27 13  1  0  0  0  0
 27 20  1  0  0  0  0
 27 24  1  0  0  0  0
 28  6  1  0  0  0  0
 28 14  1  0  0  0  0
 28 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29 21  1  0  0  0  0
 30 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0336458

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(C)\C=C\C(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1=CC3=O

> <INCHI_IDENTIFIER>
InChI=1/C28H42O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-24(12-14-28(22,23)6)27(5)13-11-21(29)15-20(27)16-25(26)30/h7-8,16-19,21-23,29H,9-15H2,1-6H3/b8-7+

> <INCHI_KEY>
UOHNARRKDSHFLD-BQYQJAHWNA-N

> <FORMULA>
C28H42O2

> <MOLECULAR_WEIGHT>
410.642

> <EXACT_MASS>
410.318480592

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
50.592244318510275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(3E)-5,6-dimethylhept-3-en-2-yl]-7-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,4H,6H,7H,8H,9H,9aH,10H,11H,11aH-cyclopenta[a]phenanthren-4-one

> <JCHEM_LOGP>
6.2812109493333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.33718332824004

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.35031835858829

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3390798286803083

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
127.53499999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-[(3E)-5,6-dimethylhept-3-en-2-yl]-7-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,6H,7H,8H,9H,10H,11H-cyclopenta[a]phenanthren-4-one

> <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      -6.746   9.202   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.640  10.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.855   6.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.302   8.829   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.230   6.872   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.534   7.623   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.749   8.408   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.804   7.192   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.239   4.708   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.513   3.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.262   6.330   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.714   7.143   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.746   6.601   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.199   7.414   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.793   3.704   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.284   2.798   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.220   9.413   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.275   8.197   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.279   7.403   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.277   3.975   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.786   4.882   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.667   6.187   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.729   4.789   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.238   5.695   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.768   3.069   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.245   4.518   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.754   5.424   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.206   6.237   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.302   4.611   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.776   1.892   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7    8   18                                                       
CONECT    8    7   19                                                       
CONECT    9   10   22                                                       
CONECT   10    9   23                                                       
CONECT   11   13   21                                                       
CONECT   12   14   24                                                       
CONECT   13   11   27                                                       
CONECT   14   12   28                                                       
CONECT   15   20   21                                                       
CONECT   16   20   25                                                       
CONECT   17    1    2   18                                                  
CONECT   18    3    7   17                                                  
CONECT   19    4    8   22                                                  
CONECT   20   15   16   27                                                  
CONECT   21   11   15   29                                                  
CONECT   22    9   19   28                                                  
CONECT   23   10   26   28                                                  
CONECT   24   12   26   27                                                  
CONECT   25   16   26   30                                                  
CONECT   26   23   24   25                                                  
CONECT   27    5   13   20   24                                             
CONECT   28    6   14   22   23                                             
CONECT   29   21                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
(3b,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one	Generator
(3Β,22E,24R)-3-hydroxyergosta-5,8,22-trien-7-one	Generator

Chemical Formula

C₂₈H₄₂O₂

Average Mass

410.6420 Da

Monoisotopic Mass

410.31848 Da

IUPAC Name

1-[(3E)-5,6-dimethylhept-3-en-2-yl]-7-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,4H,6H,7H,8H,9H,9aH,10H,11H,11aH-cyclopenta[a]phenanthren-4-one

Traditional Name

1-[(3E)-5,6-dimethylhept-3-en-2-yl]-7-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,6H,7H,8H,9H,10H,11H-cyclopenta[a]phenanthren-4-one

CAS Registry Number

Not Available

SMILES

CC(C)C(C)\C=C\C(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)CC1=CC3=O

InChI Identifier

InChI=1/C28H42O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-24(12-14-28(22,23)6)27(5)13-11-21(29)15-20(27)16-25(26)30/h7-8,16-19,21-23,29H,9-15H2,1-6H3/b8-7+

InChI Key

UOHNARRKDSHFLD-BQYQJAHWNA-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	6.28	ChemAxon
pKa (Strongest Acidic)	17.35	ChemAxon
pKa (Strongest Basic)	-1.3	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	127.54 m³·mol⁻¹	ChemAxon
Polarizability	50.59 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

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,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one (NP0336458)

MOL for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D MOL for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D SDF for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D-SDF for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

PDB for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D PDB for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

SMILES for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

INCHI for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

Structure for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)

3D Structure for NP0336458 ((3beta,22E,24R)-3-Hydroxyergosta-5,8,22-trien-7-one)