NP-MRD: Showing NP-Card for 3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one (NP0235002)

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Record Information

Version

2.0

Created at

2022-09-06 17:23:20 UTC

Updated at

2022-09-06 17:23:20 UTC

NP-MRD ID

NP0235002

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one

Description

3,9-Dihydroxy-6,6,8-trimethyl-1H,3H,5H,6H,7H,7aH,8H,9H-azuleno[5,6-c]furan-1-one belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. 3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one is found in Lactifluus subvellereus. Based on a literature review very few articles have been published on 3,9-dihydroxy-6,6,8-trimethyl-1H,3H,5H,6H,7H,7aH,8H,9H-azuleno[5,6-c]furan-1-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062219232D          

 19 21  0  0  0  0            999 V2000
    2.7580    1.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1159    0.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9409    0.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2989    1.7113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4553    0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -0.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5284   -0.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851   -0.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -0.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -0.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9808   -1.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7351    0.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    0.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6016    0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9800   -0.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0539   -1.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6013   -0.3617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2770    0.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7001    1.1052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
  2 14  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0235002

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2CC(C)(C)CC2=CC2=C(C1O)C(=O)OC2O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O4/c1-7-10-6-15(2,3)5-8(10)4-9-11(12(7)16)14(18)19-13(9)17/h4,7,10,12-13,16-17H,5-6H2,1-3H3

> <INCHI_KEY>
YTGWVJSSFKXOEQ-UHFFFAOYSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.321

> <EXACT_MASS>
264.136159124

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.404774476262503

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,9-dihydroxy-6,6,8-trimethyl-1H,3H,5H,6H,7H,7aH,8H,9H-azuleno[5,6-c]furan-1-one

> <JCHEM_LOGP>
1.5518129496666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.010274458648983

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.53733221918202

> <JCHEM_PKA_STRONGEST_BASIC>
-3.232257100303073

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
70.67399999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3,9-dihydroxy-6,6,8-trimethyl-3H,5H,7H,7aH,8H,9H-azuleno[5,6-c]furan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       5.148   3.194   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.816   1.807   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.356   1.807   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.025   3.194   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.317   0.603   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.974  -0.898   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.586  -1.567   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.199  -0.898   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.877  -1.688   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.717  -0.675   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.831  -1.934   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.372   0.075   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.322   0.741   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.856   0.603   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.296  -1.688   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.434  -3.222   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      10.456  -0.675   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.850   0.741   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.640   2.063   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   18                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13    8    2                                                  
CONECT   15    6   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17    5   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₄

Average Mass

264.3210 Da

Monoisotopic Mass

264.13616 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1C2CC(C)(C)CC2=CC2=C(C1O)C(=O)OC2O

InChI Identifier

InChI=1S/C15H20O4/c1-7-10-6-15(2,3)5-8(10)4-9-11(12(7)16)14(18)19-13(9)17/h4,7,10,12-13,16-17H,5-6H2,1-3H3

InChI Key

YTGWVJSSFKXOEQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lactifluus subvellereus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

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

162882789

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one (NP0235002)

MOL for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)

3D MOL for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)

3D SDF for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)

3D-SDF for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)

PDB for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)

3D PDB for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)

SMILES for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)

INCHI for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)

Structure for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)

3D Structure for NP0235002 (3,9-dihydroxy-6,6,8-trimethyl-3h,5h,7h,7ah,8h,9h-azuleno[5,6-c]furan-1-one)