NP-MRD: Showing NP-Card for Isofucosterol (NP0333809)

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Record Information

Version

2.0

Created at

2024-09-09 20:38:44 UTC

Updated at

2024-09-09 20:38:45 UTC

NP-MRD ID

NP0333809

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isofucosterol

Description

Present in oats (Avena sativa). Isofucosterol is found in many foods, some of which are elderberry, nuts, chickpea, and cumin.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05242323112D          

 37 40  0  0  1  0            999 V2000
   -2.8091    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000   -1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282   -0.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -0.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    0.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    0.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.3176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0046   -0.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327    0.7690    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3701   -0.3338    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596    1.0374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793    1.0873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676    1.1244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    2.5190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717    2.0084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  1  0  0  0  0
 20  4  1  0  0  0  0
 28  5  1  6  0  0  0
 29  6  1  6  0  0  0
  7 31  1  0  0  0  0
  7 21  2  0  0  0  0
  8  9  1  0  0  0  0
 20  8  1  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 10 22  2  0  0  0  0
 11 24  1  0  0  0  0
 12 13  1  0  0  0  0
 25 12  1  0  0  0  0
 13 26  1  0  0  0  0
 14 16  1  0  0  0  0
 23 14  1  0  0  0  0
 15 17  1  0  0  0  0
 15 27  1  0  0  0  0
 28 16  1  0  0  0  0
 29 17  1  0  0  0  0
 18 22  1  0  0  0  0
 23 18  1  0  0  0  0
 19 21  1  0  0  0  0
 20 32  1  1  0  0  0
 25 20  1  1  0  0  0
 28 22  1  0  0  0  0
 23 33  1  6  0  0  0
 23 30  1  0  0  0  0
 24 34  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 25 35  1  6  0  0  0
 25 29  1  0  0  0  0
 26 36  1  0  0  0  0
 29 26  1  0  0  0  0
 27 37  1  0  0  0  0
 28 27  1  0  0  0  0
M  END


  Mrv2104 05242323112D          

 37 40  0  0  1  0            999 V2000
   -2.8091    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000   -1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282   -0.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5528   -0.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    0.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    0.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -0.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.3176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0046   -0.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327    0.7690    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3701   -0.3338    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596    1.0374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793    1.0873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676    1.1244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    2.5190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717    2.0084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  1  0  0  0  0
 20  4  1  0  0  0  0
 28  5  1  6  0  0  0
 29  6  1  6  0  0  0
  7 31  1  0  0  0  0
  7 21  2  0  0  0  0
  8  9  1  0  0  0  0
 20  8  1  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 10 22  2  0  0  0  0
 11 24  1  0  0  0  0
 12 13  1  0  0  0  0
 25 12  1  0  0  0  0
 13 26  1  0  0  0  0
 14 16  1  0  0  0  0
 23 14  1  0  0  0  0
 15 17  1  0  0  0  0
 15 27  1  0  0  0  0
 28 16  1  0  0  0  0
 29 17  1  0  0  0  0
 18 22  1  0  0  0  0
 23 18  1  0  0  0  0
 19 21  1  0  0  0  0
 20 32  1  1  0  0  0
 25 20  1  1  0  0  0
 28 22  1  0  0  0  0
 23 33  1  6  0  0  0
 23 30  1  0  0  0  0
 24 34  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 25 35  1  6  0  0  0
 25 29  1  0  0  0  0
 26 36  1  0  0  0  0
 29 26  1  0  0  0  0
 27 37  1  0  0  0  0
 28 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333809

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(C)=C(\CC[C@@]([H])(C)[C@@]1([H])CCC2([H])C3([H])CC=C4C[C@@]([H])(O)CC[C@@]4(C)C3([H])CC[C@@]12C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+/t20-,23+,24?,25-,26?,27?,28-,29+/m1/s1

> <INCHI_KEY>
OSELKOCHBMDKEJ-BNENPXKCSA-N

> <FORMULA>
C29H48O

> <MOLECULAR_WEIGHT>
412.702

> <EXACT_MASS>
412.370516166

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
51.57857987916345

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,7S,9aS,11aS)-9a,11a-dimethyl-1-[(2R,5E)-5-(propan-2-yl)hept-5-en-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol

> <JCHEM_LOGP>
7.4388973106666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.397243770292629

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
130.61609999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,7S,9aS,11aS)-1-[(2R,5E)-5-isopropylhept-5-en-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-7-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-MAY-23         0                                  
HETATM    1  C   UNK     0      -5.244   2.441   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.973  -2.844   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.079  -1.207   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.032  -0.834   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.897   1.123   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.200   0.373   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.189   1.225   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.138   0.803   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.083  -0.412   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   5.197   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.434   4.926   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.095   3.288   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.179   4.152   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.929   1.666   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.381   0.852   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.413   1.394   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.865   0.581   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.459   4.291   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.554  -1.418   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.612   0.593   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.609  -0.202   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.943   4.020   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.452   3.114   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.911   3.478   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.667   1.809   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.395   3.207   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.904   2.301   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.420   2.572   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.872   1.759   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.968   3.385   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      -7.714   1.435   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.557  -0.623   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       9.445   1.937   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.388   2.030   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.180   2.099   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.764   4.702   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.427   3.749   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    1   31   21                                                  
CONECT    8    9   20                                                       
CONECT    9    8   21                                                       
CONECT   10   11   22                                                       
CONECT   11   10   24                                                       
CONECT   12   13   25                                                       
CONECT   13   12   26                                                       
CONECT   14   16   23                                                       
CONECT   15   17   27                                                       
CONECT   16   14   28                                                       
CONECT   17   15   29                                                       
CONECT   18   22   23                                                       
CONECT   19    2    3   21                                                  
CONECT   20    4    8   32   25                                             
CONECT   21    7    9   19                                                  
CONECT   22   10   18   28                                                  
CONECT   23   14   18   33   30                                             
CONECT   24   11   34   26   27                                             
CONECT   25   12   20   35   29                                             
CONECT   26   13   24   36   29                                             
CONECT   27   15   24   37   28                                             
CONECT   28    5   16   22   27                                             
CONECT   29    6   17   25   26                                             
CONECT   30   23                                                            
CONECT   31    7                                                            
CONECT   32   20                                                            
CONECT   33   23                                                            
CONECT   34   24                                                            
CONECT   35   25                                                            
CONECT   36   26                                                            
CONECT   37   27                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₈O

Average Mass

412.7020 Da

Monoisotopic Mass

412.37052 Da

IUPAC Name

(1R,7S,9aS,11aS)-9a,11a-dimethyl-1-[(2R,5E)-5-(propan-2-yl)hept-5-en-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol

Traditional Name

(1R,7S,9aS,11aS)-1-[(2R,5E)-5-isopropylhept-5-en-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9bH,10H,11H-cyclopenta[a]phenanthren-7-ol

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(\CC[C@@]([H])(C)[C@@]1([H])CCC2([H])C3([H])CC=C4C[C@@]([H])(O)CC[C@@]4(C)C3([H])CC[C@@]12C)C(C)C

InChI Identifier

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+/t20-,23+,24?,25-,26?,27?,28-,29+/m1/s1

InChI Key

OSELKOCHBMDKEJ-BNENPXKCSA-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	7.44	ChemAxon
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.62 m³·mol⁻¹	ChemAxon
Polarizability	51.58 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 Isofucosterol (NP0333809)

MOL for NP0333809 (Isofucosterol)

3D MOL for NP0333809 (Isofucosterol)

3D SDF for NP0333809 (Isofucosterol)

3D-SDF for NP0333809 (Isofucosterol)

PDB for NP0333809 (Isofucosterol)

3D PDB for NP0333809 (Isofucosterol)

SMILES for NP0333809 (Isofucosterol)

INCHI for NP0333809 (Isofucosterol)

Structure for NP0333809 (Isofucosterol)

3D Structure for NP0333809 (Isofucosterol)