NP-MRD: Showing NP-Card for Hydroxystrobilurin D (NP0048059)

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Record Information

Version

2.0

Created at

2022-03-17 20:50:26 UTC

Updated at

2022-03-17 20:50:26 UTC

NP-MRD ID

NP0048059

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hydroxystrobilurin D

Description

Hydroxystrobilurin D belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Hydroxystrobilurin D is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Hydroxystrobilurin D has been detected, but not quantified in, mushrooms. Hydroxystrobilurin D is found in Mycena sanguinolenta. This could make hydroxystrobilurin D a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061308032D          

 33 34  0  0  0  0            999 V2000
    7.0279    0.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7904   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1743    2.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    3.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951   -0.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228    2.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7904    1.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9654    1.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    2.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517    0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3662    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    1.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2029    0.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517    1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3662    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279    1.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0807    1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    2.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373   -0.1184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951    1.5316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0807    2.7691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0807    0.2941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529    1.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    1.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    2.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 13 12  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18 12  2  0  0  0  0
 19  8  1  0  0  0  0
 19 10  1  0  0  0  0
 19 14  2  0  0  0  0
 20  9  2  0  0  0  0
 20 15  1  0  0  0  0
 21 16  2  0  0  0  0
 21 20  1  0  0  0  0
 22 11  1  0  0  0  0
 23 14  1  0  0  0  0
 23 22  2  0  0  0  0
 24 17  1  0  0  0  0
 25 21  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 24  1  0  0  0  0
 27 15  1  0  0  0  0
 28 25  2  0  0  0  0
 29  5  1  0  0  0  0
 29 16  1  0  0  0  0
 30  6  1  0  0  0  0
 30 25  1  0  0  0  0
 31 13  1  0  0  0  0
 31 24  1  0  0  0  0
 32 17  1  0  0  0  0
 32 22  1  0  0  0  0
 33 23  1  0  0  0  0
 33 26  1  0  0  0  0
M  END


  Mrv0541 05061308032D          

 33 34  0  0  0  0            999 V2000
    7.0279    0.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7904   -0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1743    2.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    3.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951   -0.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228    2.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7904    1.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9654    1.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062    2.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517    0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3662    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    1.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2029    0.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517    1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3662    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279    1.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0807    1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    2.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373   -0.1184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951    1.5316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0807    2.7691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0807    0.2941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529    1.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    1.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656    2.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 13 12  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18 12  2  0  0  0  0
 19  8  1  0  0  0  0
 19 10  1  0  0  0  0
 19 14  2  0  0  0  0
 20  9  2  0  0  0  0
 20 15  1  0  0  0  0
 21 16  2  0  0  0  0
 21 20  1  0  0  0  0
 22 11  1  0  0  0  0
 23 14  1  0  0  0  0
 23 22  2  0  0  0  0
 24 17  1  0  0  0  0
 25 21  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 24  1  0  0  0  0
 27 15  1  0  0  0  0
 28 25  2  0  0  0  0
 29  5  1  0  0  0  0
 29 16  1  0  0  0  0
 30  6  1  0  0  0  0
 30 25  1  0  0  0  0
 31 13  1  0  0  0  0
 31 24  1  0  0  0  0
 32 17  1  0  0  0  0
 32 22  1  0  0  0  0
 33 23  1  0  0  0  0
 33 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048059

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO\C=C(/C(=O)OC)\C(\CO)=C/C=C\C1=CC2=C(OCC(OCC=C(C)C)C(C)(C)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O7/c1-18(2)12-13-31-24-17-32-22-11-10-19(14-23(22)33-26(24,3)4)8-7-9-20(15-27)21(16-29-5)25(28)30-6/h7-12,14,16,24,27H,13,15,17H2,1-6H3/b8-7-,20-9-,21-16-

> <INCHI_KEY>
NONWIHHDNSSAAO-HUGQQNFDSA-N

> <FORMULA>
C26H34O7

> <MOLECULAR_WEIGHT>
458.544

> <EXACT_MASS>
458.230453442

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
50.89819888066697

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2Z,3E,5Z)-6-{4,4-dimethyl-3-[(3-methylbut-2-en-1-yl)oxy]-3,4-dihydro-2H-1,5-benzodioxepin-7-yl}-3-(hydroxymethyl)-2-(methoxymethylidene)hexa-3,5-dienoate

> <ALOGPS_LOGP>
4.76

> <JCHEM_LOGP>
3.6479873936666656

> <ALOGPS_LOGS>
-5.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.040627140789066

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7810296886188617

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
129.78169999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2Z,3E,5Z)-6-{4,4-dimethyl-3-[(3-methylbut-2-en-1-yl)oxy]-2,3-dihydro-1,5-benzodioxepin-7-yl}-3-(hydroxymethyl)-2-(methoxymethylidene)hexa-3,5-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      13.119   0.962   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.809  -0.372   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.792   5.359   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.291   6.556   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.084   4.399   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.084  -0.221   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.750   4.399   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.416   5.169   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.750   2.859   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.918   2.859   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.252   2.089   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.809   2.295   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.269   2.295   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.252   5.169   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.083   0.549   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.417   4.399   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.291   2.241   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.579   0.962   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.918   4.399   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.083   2.089   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.417   2.859   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.585   2.859   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.585   4.399   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.959   3.629   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.751   2.089   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.291   5.016   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.750  -0.221   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -7.084   2.859   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -5.751   5.169   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -5.751   0.549   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.499   3.629   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.789   1.899   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.789   5.359   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   29                                                            
CONECT    6   30                                                            
CONECT    7    8    9                                                       
CONECT    8    7   19                                                       
CONECT    9    7   20                                                       
CONECT   10   11   19                                                       
CONECT   11   10   22                                                       
CONECT   12   13   18                                                       
CONECT   13   12   31                                                       
CONECT   14   19   23                                                       
CONECT   15   20   27                                                       
CONECT   16   21   29                                                       
CONECT   17   24   32                                                       
CONECT   18    1    2   12                                                  
CONECT   19    8   10   14                                                  
CONECT   20    9   15   21                                                  
CONECT   21   16   20   25                                                  
CONECT   22   11   23   32                                                  
CONECT   23   14   22   33                                                  
CONECT   24   17   26   31                                                  
CONECT   25   21   28   30                                                  
CONECT   26    3    4   24   33                                             
CONECT   27   15                                                            
CONECT   28   25                                                            
CONECT   29    5   16                                                       
CONECT   30    6   25                                                       
CONECT   31   13   24                                                       
CONECT   32   17   22                                                       
CONECT   33   23   26                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Value	Source
Methyl (3E,5Z)-6-{4,4-dimethyl-3-[(3-methylbut-2-en-1-yl)oxy]-3,4-dihydro-2H-1,5-benzodioxepin-7-yl}-3-(hydroxymethyl)-2-(methoxymethylidene)hexa-3,5-dienoic acid	Generator

Chemical Formula

C₂₆H₃₄O₇

Average Mass

458.5440 Da

Monoisotopic Mass

458.23045 Da

IUPAC Name

methyl (2Z,3E,5Z)-6-{4,4-dimethyl-3-[(3-methylbut-2-en-1-yl)oxy]-3,4-dihydro-2H-1,5-benzodioxepin-7-yl}-3-(hydroxymethyl)-2-(methoxymethylidene)hexa-3,5-dienoate

Traditional Name

methyl (2Z,3E,5Z)-6-{4,4-dimethyl-3-[(3-methylbut-2-en-1-yl)oxy]-2,3-dihydro-1,5-benzodioxepin-7-yl}-3-(hydroxymethyl)-2-(methoxymethylidene)hexa-3,5-dienoate

CAS Registry Number

113489-65-9

SMILES

CO\C=C(/C(=O)OC)\C(\CO)=C/C=C\C1=CC2=C(OCC(OCC=C(C)C)C(C)(C)O2)C=C1

InChI Identifier

InChI=1S/C26H34O7/c1-18(2)12-13-31-24-17-32-22-11-10-19(14-23(22)33-26(24,3)4)8-7-9-20(15-27)21(16-29-5)25(28)30-6/h7-12,14,16,24,27H,13,15,17H2,1-6H3/b8-7-,20-9-,21-16-

InChI Key

NONWIHHDNSSAAO-HUGQQNFDSA-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...
Mycena sanguinolenta	Fungi	KNApSAcK
Pleurotus ostreatus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Styrene
Alkyl aryl ether
Fatty acid ester
Benzenoid
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Primary alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.76	ALOGPS
logP	3.65	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	15.04	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	129.78 m³·mol⁻¹	ChemAxon
Polarizability	50.9 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0034760

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013307

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

131751621

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Hydroxystrobilurin D (NP0048059)

MOL for NP0048059 (Hydroxystrobilurin D)

3D MOL for NP0048059 (Hydroxystrobilurin D)

3D SDF for NP0048059 (Hydroxystrobilurin D)

3D-SDF for NP0048059 (Hydroxystrobilurin D)

PDB for NP0048059 (Hydroxystrobilurin D)

3D PDB for NP0048059 (Hydroxystrobilurin D)

SMILES for NP0048059 (Hydroxystrobilurin D)

INCHI for NP0048059 (Hydroxystrobilurin D)

Structure for NP0048059 (Hydroxystrobilurin D)

3D Structure for NP0048059 (Hydroxystrobilurin D)