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Showing NP-Card for Blennin A (NP0047347)

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Record Information
Version2.0
Created at2022-03-17 20:38:41 UTC
Updated at2022-03-17 20:38:42 UTC
NP-MRD IDNP0047347
Secondary Accession NumbersNone
Natural Product Identification
Common NameBlennin A
DescriptionBlennin A, also known as lactarorufin N, belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Blennin A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Blennin A has been detected, but not quantified in, mushrooms. Blennin A is found in Lactarius blennius, Lactarius circellatus, Lactarius controversus, Lactarius piperatus and Lentinellus cochleatus. This could make blennin a a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047347 (Blennin A)


  Mrv0541 05061306132D          

 18 20  0  0  0  0            999 V2000
    2.1276   -0.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505    1.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9048    2.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9446    0.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8086    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696    0.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4302    0.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2840    0.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3914    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299    1.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571    2.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146    0.2154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7157    1.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  8  4  1  0  0  0  0
  9  4  2  0  0  0  0
 10  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18  7  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
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3D MOL for NP0047347 (Blennin A)

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3D SDF for NP0047347 (Blennin A)

  Mrv0541 05061306132D          

 18 20  0  0  0  0            999 V2000
    2.1276   -0.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1505    1.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9048    2.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9446    0.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8086    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696    0.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4302    0.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2840    0.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6138    1.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3914    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299    1.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571    2.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146    0.2154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7157    1.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  8  4  1  0  0  0  0
  9  4  2  0  0  0  0
 10  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18  7  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047347

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C=C2C(COC2=O)C(O)C2CC(C)(C)CC12

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-8-4-9-12(7-18-14(9)17)13(16)11-6-15(2,3)5-10(8)11/h4,8,10-13,16H,5-7H2,1-3H3

> <INCHI_KEY>
WAZRIBIDVKNFFE-UHFFFAOYSA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.3334

> <EXACT_MASS>
250.15689457

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.00791147610443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-6,6,8-trimethyl-1H,3H,3aH,4H,4aH,5H,6H,7H,7aH,8H-azuleno[5,6-c]furan-1-one

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
2.172969734333333

> <ALOGPS_LOGS>
-2.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.522223154009978

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0077795924360355

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
69.19290000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-6,6,8-trimethyl-3H,3aH,4H,4aH,5H,7H,7aH,8H-azuleno[5,6-c]furan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0047347 (Blennin A)
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PDB for NP0047347 (Blennin A)
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       3.972  -0.729   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.748   2.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.289   4.400   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.763   0.658   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.797   1.724   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.243   4.153   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.176   4.153   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.303   0.658   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.803   1.862   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.263   1.862   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.921   3.364   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.146   3.364   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.533   4.032   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.731   1.724   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.402   3.140   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.533   5.572   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.521   0.402   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.336   3.140   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    8    9                                                       
CONECT    5   10   15                                                       
CONECT    6   11   15                                                       
CONECT    7   12   18                                                       
CONECT    8    1    4   10                                                  
CONECT    9    4   12   14                                                  
CONECT   10    5    8   11                                                  
CONECT   11    6   10   13                                                  
CONECT   12    7    9   13                                                  
CONECT   13   11   12   16                                                  
CONECT   14    9   17   18                                                  
CONECT   15    2    3    5    6                                             
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18    7   14                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

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3D PDB for NP0047347 (Blennin A)
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SMILES for NP0047347 (Blennin A)
CC1C=C2C(COC2=O)C(O)C2CC(C)(C)CC12
Download
INCHI for NP0047347 (Blennin A)
InChI=1S/C15H22O3/c1-8-4-9-12(7-18-14(9)17)13(16)11-6-15(2,3)5-10(8)11/h4,8,10-13,16H,5-7H2,1-3H3
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View in JSmol
Synonyms
ValueSource
Lactarorufin NHMDB
Chemical FormulaC15H22O3
Average Mass250.3334 Da
Monoisotopic Mass250.15689 Da
IUPAC Name4-hydroxy-6,6,8-trimethyl-1H,3H,3aH,4H,4aH,5H,6H,7H,7aH,8H-azuleno[5,6-c]furan-1-one
Traditional Name4-hydroxy-6,6,8-trimethyl-3H,3aH,4H,4aH,5H,7H,7aH,8H-azuleno[5,6-c]furan-1-one
CAS Registry Number62860-40-6
SMILES
CC1C=C2C(COC2=O)C(O)C2CC(C)(C)CC12
InChI Identifier
InChI=1S/C15H22O3/c1-8-4-9-12(7-18-14(9)17)13(16)11-6-15(2,3)5-10(8)11/h4,8,10-13,16H,5-7H2,1-3H3
InChI KeyWAZRIBIDVKNFFE-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Lactarius blenniusFungi
Lactarius circellatusLOTUS Database
Lactarius controversusLOTUS Database
Lactarius piperatusLOTUS Database
Lentinellus cochleatusLOTUS Database
Pleurotus ostreatusFooDB
    • 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 terpene lactones. These are prenol lipids containing a lactone ring.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTerpene lactones  
Direct ParentTerpene lactones  
Alternative Parents
Substituents
  • Terpene lactone
    • 

  • Sesquiterpenoid
    • 

  • Lactarane sesquiterpenoid
    • 

  • Gamma butyrolactone
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Tetrahydrofuran
    • 

  • Carboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Lactone
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.69ALOGPS
logP2.17ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)14.52ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity69.19 m³·mol⁻¹ChemAxon
Polarizability28.01 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031901  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008588  
KNApSAcK IDC00021525  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14109863  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References