NP-MRD: Showing NP-Card for 6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal (NP0323484)

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Record Information

Version

2.0

Created at

2022-09-12 02:56:25 UTC

Updated at

2022-09-12 02:56:26 UTC

NP-MRD ID

NP0323484

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal

Description

6,7-Dihydroxy-2,6,10-trimethyl-12-oxo-12-(1H-pyrrol-2-yl)dodeca-2,8,10-trienal belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on 6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1H-pyrrol-2-yl)dodeca-2,8,10-trienal.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122204562D          

 24 24  0  0  0  0            999 V2000
   -0.8612    7.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    8.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    8.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    9.3643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    7.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    6.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    6.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    5.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4007    5.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7507    5.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5757    4.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    4.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   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  2  0  0  0  0
  2  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 11  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323484

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C=O)=CCCC(C)(O)C(O)C=CC(C)=CC(=O)C1=CC=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO4/c1-14(12-17(22)16-7-5-11-20-16)8-9-18(23)19(3,24)10-4-6-15(2)13-21/h5-9,11-13,18,20,23-24H,4,10H2,1-3H3

> <INCHI_KEY>
UUEGKBXDGVAPLG-UHFFFAOYSA-N

> <FORMULA>
C19H25NO4

> <MOLECULAR_WEIGHT>
331.412

> <EXACT_MASS>
331.178358289

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.872723305303424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1H-pyrrol-2-yl)dodeca-2,8,10-trienal

> <JCHEM_LOGP>
2.0010734636666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.091035780818181

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.363626064133278

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2403240904618817

> <JCHEM_POLAR_SURFACE_AREA>
90.38999999999999

> <JCHEM_REFRACTIVITY>
97.3305

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1H-pyrrol-2-yl)dodeca-2,8,10-trienal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.608  14.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.941  15.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.941  16.710   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.608  17.480   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.275  14.400   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.275  12.860   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.941  12.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.941  10.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.481  10.550   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.401  10.550   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.941   9.010   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.275   8.240   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.608   8.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.608   6.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.274   5.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.060   6.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   20                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₅NO₄

Average Mass

331.4120 Da

Monoisotopic Mass

331.17836 Da

IUPAC Name

6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1H-pyrrol-2-yl)dodeca-2,8,10-trienal

Traditional Name

6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1H-pyrrol-2-yl)dodeca-2,8,10-trienal

CAS Registry Number

Not Available

SMILES

CC(C=O)=CCCC(C)(O)C(O)C=CC(C)=CC(=O)C1=CC=CN1

InChI Identifier

InChI=1S/C19H25NO4/c1-14(12-17(22)16-7-5-11-20-16)8-9-18(23)19(3,24)10-4-6-15(2)13-21/h5-9,11-13,18,20,23-24H,4,10H2,1-3H3

InChI Key

UUEGKBXDGVAPLG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Aryl ketone
Substituted pyrrole
Heteroaromatic compound
Alpha,beta-unsaturated ketone
Tertiary alcohol
Pyrrole
Enone
Enal
Alpha,beta-unsaturated aldehyde
Acryloyl-group
Secondary alcohol
Ketone
1,2-diol
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aldehyde
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2	ChemAxon
pKa (Strongest Acidic)	13.36	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.39 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	97.33 m³·mol⁻¹	ChemAxon
Polarizability	36.87 Å³	ChemAxon
Number of Rings	1	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

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

162903071

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal (NP0323484)

MOL for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)

3D MOL for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)

3D SDF for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)

3D-SDF for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)

PDB for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)

3D PDB for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)

SMILES for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)

INCHI for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)

Structure for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)

3D Structure for NP0323484 (6,7-dihydroxy-2,6,10-trimethyl-12-oxo-12-(1h-pyrrol-2-yl)dodeca-2,8,10-trienal)