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Showing NP-Card for abietadiene-diol (NP0334344)

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Record Information
Version2.0
Created at2024-09-09 23:15:18 UTC
Updated at2024-09-09 23:15:18 UTC
NP-MRD IDNP0334344
Secondary Accession NumbersNone
Natural Product Identification
Common Nameabietadiene-diol
DescriptionAbietadiene-diol is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Abietadiene-diol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Abietadiene-diol can be found in a number of food items such as tea leaf willow, peppermint, common oregano, and sea-buckthornberry, which makes abietadiene-diol a potential biomarker for the consumption of these food products.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0334344 (abietadiene-diol)


  Mrv2104 05252301472D          

 24 26  0  0  1  0            999 V2000
    4.5375    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2692    0.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877    0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4125    0.9355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3310   -0.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197    1.1837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.9355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.2211    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  2 13  1  0  0  0  0
 19  3  1  6  0  0  0
 20  4  1  6  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  6 14  1  0  0  0  0
  7  9  1  0  0  0  0
  7 15  2  0  0  0  0
 16  8  1  0  0  0  0
  9 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 16 15  1  0  0  0  0
 16 23  1  6  0  0  0
 16 19  1  0  0  0  0
 17 24  1  0  0  0  0
 19 17  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  1  1  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
M  END
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3D MOL for NP0334344 (abietadiene-diol)

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3D SDF for NP0334344 (abietadiene-diol)

  Mrv2104 05252301472D          

 24 26  0  0  1  0            999 V2000
    4.5375    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2692    0.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4125    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1877    0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4125    0.9355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3310   -0.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197    1.1837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.9355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.2211    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  2 13  1  0  0  0  0
 19  3  1  6  0  0  0
 20  4  1  6  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  6 14  1  0  0  0  0
  7  9  1  0  0  0  0
  7 15  2  0  0  0  0
 16  8  1  0  0  0  0
  9 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 16 15  1  0  0  0  0
 16 23  1  6  0  0  0
 16 19  1  0  0  0  0
 17 24  1  0  0  0  0
 19 17  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  1  1  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334344

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CCC(=CC1=CCC1([H])[C@](C)(CCC[C@@]21C)C(O)O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-18,21-22H,5-6,8-11H2,1-4H3/t16-,17?,19-,20-/m0/s1

> <INCHI_KEY>
CPTVDNMRGYWJCH-LYKJFQGKSA-N

> <FORMULA>
C20H32O2

> <MOLECULAR_WEIGHT>
304.474

> <EXACT_MASS>
304.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
36.90098881176305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,4aS,4bR)-1,4a-dimethyl-7-(propan-2-yl)-3,4,4a,4b,5,6,10,10a-octahydro-2H-phenanthren-1-yl]methanediol

> <JCHEM_LOGP>
4.115877363000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.857546692279405

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.915452136718857

> <JCHEM_PKA_STRONGEST_BASIC>
-4.016310715295746

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
92.30159999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,4aS,4bR)-7-isopropyl-1,4a-dimethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-1-yl]methanediol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0334344 (abietadiene-diol)
Download
PDB for NP0334344 (abietadiene-diol)
HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0       8.470   1.746   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.470   4.414   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   4.414   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.503   0.230   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770   4.414   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.390   4.414   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080   0.413   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.850   4.414   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.540   0.413   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.770   4.414   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.540   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.390   1.746   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.700   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.160   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.850   1.746   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.770   1.746   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.217   1.220   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.540   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.770   1.746   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.485  -0.297   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.397   2.210   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0       2.310   1.746   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.000   0.413   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   10   11                                                       
CONECT    6    8   14                                                       
CONECT    7    9   15                                                       
CONECT    8    6   16                                                       
CONECT    9    7   17                                                       
CONECT   10    5   19                                                       
CONECT   11    5   20                                                       
CONECT   12   14   15                                                       
CONECT   13    1    2   14                                                  
CONECT   14    6   12   13                                                  
CONECT   15    7   12   16                                                  
CONECT   16    8   15   23   19                                             
CONECT   17    9   24   19   20                                             
CONECT   18   20   21   22                                                  
CONECT   19    3   10   16   17                                             
CONECT   20    4   11   17   18                                             
CONECT   21   18                                                            
CONECT   22   18                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

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3D PDB for NP0334344 (abietadiene-diol)
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SMILES for NP0334344 (abietadiene-diol)
[H][C@]12CCC(=CC1=CCC1([H])[C@](C)(CCC[C@@]21C)C(O)O)C(C)C
Download
INCHI for NP0334344 (abietadiene-diol)
InChI=1S/C20H32O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-18,21-22H,5-6,8-11H2,1-4H3/t16-,17?,19-,20-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC20H32O2
Average Mass304.4740 Da
Monoisotopic Mass304.24023 Da
IUPAC Name[(1S,4aS,4bR)-1,4a-dimethyl-7-(propan-2-yl)-3,4,4a,4b,5,6,10,10a-octahydro-2H-phenanthren-1-yl]methanediol
Traditional Name[(1S,4aS,4bR)-7-isopropyl-1,4a-dimethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-1-yl]methanediol
CAS Registry NumberNot Available
SMILES
[H][C@]12CCC(=CC1=CCC1([H])[C@](C)(CCC[C@@]21C)C(O)O)C(C)C
InChI Identifier
InChI=1S/C20H32O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-18,21-22H,5-6,8-11H2,1-4H3/t16-,17?,19-,20-/m0/s1
InChI KeyCPTVDNMRGYWJCH-LYKJFQGKSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
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
logP4.12ChemAxon
pKa (Strongest Acidic)11.92ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity92.3 m³·mol⁻¹ChemAxon
Polarizability36.9 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
External LinksNot Available
References
General ReferencesNot Available