NP-MRD: Showing NP-Card for Polyporusterone F (NP0049146)

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Record Information

Version

2.0

Created at

2022-03-17 21:07:50 UTC

Updated at

2022-03-17 21:07:51 UTC

NP-MRD ID

NP0049146

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Polyporusterone F

Description

Polyporusterone F belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. Polyporusterone F is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, polyporusterone F has been detected, but not quantified in, mushrooms. Polyporusterone F is found in Polyporus umbellatus . This could make polyporusterone F a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241210152D          

 33 36  0  0  0  0            999 V2000
   -0.7500    1.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -0.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003   -1.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493   -0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742   -0.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493    0.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    1.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3490   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3490    2.0243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5993    1.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243    2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747    1.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    2.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747   -0.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747    0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243    0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5993    0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3490    0.2995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236   -2.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1740   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4990   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4990   -2.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 22  1  0  0  0  0
  2  3  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  3 25  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
  6 10  1  0  0  0  0
  6 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 32  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  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 30  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 27  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END


  Mrv0541 02241210152D          

 33 36  0  0  0  0            999 V2000
   -0.7500    1.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -0.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003   -1.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493   -0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742   -0.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493    0.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    1.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3490   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6740   -0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3490    2.0243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5993    1.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243    2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747    1.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    2.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747   -0.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747    0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243    0.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5993    0.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3490    0.2995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236   -2.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1740   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4990   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4990   -2.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 22  1  0  0  0  0
  2  3  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  3 25  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
  6 10  1  0  0  0  0
  6 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 32  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  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 30  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 27  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049146

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(C)CC(O)C(C)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H46O5/c1-15(2)16(3)11-22(29)17(4)18-8-10-28(33)20-12-23(30)21-13-24(31)25(32)14-26(21,5)19(20)7-9-27(18,28)6/h12,15-19,21-22,24-25,29,31-33H,7-11,13-14H2,1-6H3

> <INCHI_KEY>
UPQHDDLJIDVNJE-UHFFFAOYSA-N

> <FORMULA>
C28H46O5

> <MOLECULAR_WEIGHT>
462.6618

> <EXACT_MASS>
462.334524582

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
53.5209490035552

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5,11-trihydroxy-14-(3-hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-8-one

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
3.4493420210000005

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.124982241542885

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.52909701136317

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6837132614343154

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
130.13719999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5,11-trihydroxy-14-(3-hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.400   2.939   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.400   1.399   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.799   0.559   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.799  -0.979   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.400  -1.679   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.001  -0.979   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.001  -2.519   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.139  -3.779   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.399  -2.938   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.399  -1.399   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.379  -0.141   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.399   1.119   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.001   0.559   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.001   2.240   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.118  -3.779   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.858  -2.938   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.858  -1.399   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -8.118   3.779   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.719   2.939   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.459   3.779   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.059   2.939   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.799   3.779   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.799   5.319   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.059  -0.141   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.059   1.399   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.459   0.559   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.719   1.399   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -8.118   0.559   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.457  -5.319   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.457  -3.779   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.058  -2.938   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.798  -3.779   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.798  -5.319   0.000  0.00  0.00           O+0
CONECT    1    2   22                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10   13                                             
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    8   10   32                                                  
CONECT   10    6    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    2    6   12   14                                             
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   15   17   30                                                  
CONECT   17   16                                                            
CONECT   18   19                                                            
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22    1   21   23                                                  
CONECT   23   22                                                            
CONECT   24   25                                                            
CONECT   25    3   21   24   26                                             
CONECT   26   25   27                                                       
CONECT   27   19   26   28                                                  
CONECT   28   27                                                            
CONECT   29   30                                                            
CONECT   30   16   29   31                                                  
CONECT   31   30   32                                                       
CONECT   32    9   31   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₆O₅

Average Mass

462.6618 Da

Monoisotopic Mass

462.33452 Da

IUPAC Name

4,5,11-trihydroxy-14-(3-hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-8-one

Traditional Name

4,5,11-trihydroxy-14-(3-hydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-8-one

CAS Registry Number

141360-93-2

SMILES

CC(C)C(C)CC(O)C(C)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C

InChI Identifier

InChI=1S/C28H46O5/c1-15(2)16(3)11-22(29)17(4)18-8-10-28(33)20-12-23(30)21-13-24(31)25(32)14-26(21,5)19(20)7-9-27(18,28)6/h12,15-19,21-22,24-25,29,31-33H,7-11,13-14H2,1-6H3

InChI Key

UPQHDDLJIDVNJE-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agaricus bisporus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Pleurotus ostreatus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Polyporus umbellatus	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Tetrahydroxy bile acids, alcohols and derivatives

Alternative Parents

Not Available

Substituents

Not Available

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	3.09	ALOGPS
logP	3.45	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	13.53	ChemAxon
pKa (Strongest Basic)	-0.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.14 m³·mol⁻¹	ChemAxon
Polarizability	53.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0038499

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017872

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

73085406

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Polyporusterone F (NP0049146)

MOL for NP0049146 (Polyporusterone F)

3D MOL for NP0049146 (Polyporusterone F)

3D SDF for NP0049146 (Polyporusterone F)

3D-SDF for NP0049146 (Polyporusterone F)

PDB for NP0049146 (Polyporusterone F)

3D PDB for NP0049146 (Polyporusterone F)

SMILES for NP0049146 (Polyporusterone F)

INCHI for NP0049146 (Polyporusterone F)

Structure for NP0049146 (Polyporusterone F)

3D Structure for NP0049146 (Polyporusterone F)