Np mrd loader

Showing NP-Card for Cincassiol B (NP0048608)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:59:10 UTC
Updated at2022-03-17 20:59:10 UTC
NP-MRD IDNP0048608
Secondary Accession NumbersNone
Natural Product Identification
Common NameCincassiol B
DescriptionCincassiol B belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Cincassiol B is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048608 (Cincassiol B)


  Mrv1652305221920292D          

 31 35  0  0  1  0            999 V2000
    6.4449    1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948    1.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6756   -1.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2445   -1.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2137   -0.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6092   -0.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250    0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518   -1.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002    0.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9160    0.4450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5468    0.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0887    0.5996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0612   -1.2300    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7931   -0.4482    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0206   -0.0896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7824   -0.7156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3786   -0.5544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2584   -1.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060    0.0786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5267    0.1913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3770   -0.2348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8978    1.4022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4911   -0.7222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9377   -1.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7606   -1.1009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -1.6129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2870    0.9807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9699   -0.6260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370    1.2214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730    1.2612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2797   -0.2030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
 10  1  1  1  0  0  0
 10  5  1  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  1  0  0  0
 13  8  1  0  0  0  0
 14  4  1  1  0  0  0
 15  9  1  0  0  0  0
 15 11  1  1  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 16 13  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  1  0  0  0  0
 18  8  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 19 16  1  0  0  0  0
 20 14  1  0  0  0  0
 20 17  1  0  0  0  0
 20 19  1  0  0  0  0
 21  7  1  0  0  0  0
 12 22  1  1  0  0  0
 15 23  1  6  0  0  0
 16 24  1  1  0  0  0
 17 25  1  1  0  0  0
 26 18  1  0  0  0  0
 20 27  1  1  0  0  0
 28 18  1  0  0  0  0
 19 28  1  6  0  0  0
 10 29  1  6  0  0  0
 30 11  1  0  0  0  0
 12 31  1  1  0  0  0
M  END
Download

3D MOL for NP0048608 (Cincassiol B)

Download
3D SDF for NP0048608 (Cincassiol B)

  Mrv1652305221920292D          

 31 35  0  0  1  0            999 V2000
    6.4449    1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948    1.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6756   -1.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2445   -1.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2137   -0.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6092   -0.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250    0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518   -1.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8002    0.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9160    0.4450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5468    0.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0887    0.5996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0612   -1.2300    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7931   -0.4482    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0206   -0.0896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7824   -0.7156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3786   -0.5544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2584   -1.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060    0.0786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5267    0.1913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3770   -0.2348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8978    1.4022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4911   -0.7222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9377   -1.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7606   -1.1009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -1.6129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2870    0.9807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9699   -0.6260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370    1.2214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730    1.2612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2797   -0.2030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
 10  1  1  1  0  0  0
 10  5  1  0  0  0  0
 11  2  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  1  0  0  0
 13  8  1  0  0  0  0
 14  4  1  1  0  0  0
 15  9  1  0  0  0  0
 15 11  1  1  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 16 13  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  1  0  0  0  0
 18  8  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 19 16  1  0  0  0  0
 20 14  1  0  0  0  0
 20 17  1  0  0  0  0
 20 19  1  0  0  0  0
 21  7  1  0  0  0  0
 12 22  1  1  0  0  0
 15 23  1  6  0  0  0
 16 24  1  1  0  0  0
 17 25  1  1  0  0  0
 26 18  1  0  0  0  0
 20 27  1  1  0  0  0
 28 18  1  0  0  0  0
 19 28  1  6  0  0  0
 10 29  1  6  0  0  0
 30 11  1  0  0  0  0
 12 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0048608

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C(C)(CO)[C@@]1(O)C[C@@]2(O)[C@@]3(C)CC4(O)O[C@@]5([C@]([H])(O)[C@@]([H])(C)CC[C@]35O)[C@@]2(O)[C@@]14C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O8/c1-10-5-6-16(24)13(3)8-18(26)14(4)15(23,11(2)7-21)9-17(13,25)20(14,27)19(16,28-18)12(10)22/h10-12,21-27H,5-9H2,1-4H3/t10-,11?,12+,13-,14-,15-,16-,17+,18?,19+,20+/m0/s1

> <INCHI_KEY>
LIGPZBKBGCJTGC-ZBTYPRQGSA-N

> <FORMULA>
C20H32O8

> <MOLECULAR_WEIGHT>
400.4633

> <EXACT_MASS>
400.209718

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
51.21667499979609

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3S,6S,7R,10R,11S,13R,14R)-11-(1-hydroxypropan-2-yl)-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0^{1,6}.0^{7,13}.0^{10,14}]pentadecane-2,6,9,11,13,14-hexol

> <ALOGPS_LOGP>
-0.77

> <JCHEM_LOGP>
-2.0981601860000003

> <ALOGPS_LOGS>
-0.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.110868410671635

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.317802200023737

> <JCHEM_PKA_STRONGEST_BASIC>
-2.628889854125979

> <JCHEM_POLAR_SURFACE_AREA>
150.84

> <JCHEM_REFRACTIVITY>
95.33739999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.93e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3S,6S,7R,10R,11S,13R,14R)-11-(1-hydroxypropan-2-yl)-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0^{1,6}.0^{7,13}.0^{10,14}]pentadecane-2,6,9,11,13,14-hexol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048608 (Cincassiol B)
Download
PDB for NP0048608 (Cincassiol B)
HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0      12.030   2.013   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.537   2.490   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.728  -3.324   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.190  -1.987   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.599  -0.628   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.471  -1.715   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.353   0.958   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.817  -3.662   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.227   0.363   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.043   0.831   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.887   1.094   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.499   1.119   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.581  -2.296   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.214  -0.837   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.772  -0.167   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.927  -1.336   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.307  -1.035   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.082  -2.252   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.224   0.147   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.583   0.357   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.704  -0.438   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.143   2.617   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.783  -1.348   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.217  -2.848   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.153  -2.055   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.742  -3.011   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.136   1.831   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.411  -1.169   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0      10.522   2.280   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.003   2.354   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       9.855  -0.379   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    6   10                                                       
CONECT    6    5   16                                                       
CONECT    7   11   21                                                       
CONECT    8   13   18                                                       
CONECT    9   15   17                                                       
CONECT   10    1    5   12   29                                             
CONECT   11    2    7   15   30                                             
CONECT   12   10   19   22   31                                             
CONECT   13    3    8   16   17                                             
CONECT   14    4   15   18   20                                             
CONECT   15    9   11   14   23                                             
CONECT   16    6   13   19   24                                             
CONECT   17    9   13   20   25                                             
CONECT   18    8   14   26   28                                             
CONECT   19   12   16   20   28                                             
CONECT   20   14   17   19   27                                             
CONECT   21    7                                                            
CONECT   22   12                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   20                                                            
CONECT   28   18   19                                                       
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

Download
3D PDB for NP0048608 (Cincassiol B)
Download
SMILES for NP0048608 (Cincassiol B)
[H]C(C)(CO)[C@@]1(O)C[C@@]2(O)[C@@]3(C)CC4(O)O[C@@]5([C@]([H])(O)[C@@]([H])(C)CC[C@]35O)[C@@]2(O)[C@@]14C
Download
INCHI for NP0048608 (Cincassiol B)
InChI=1S/C20H32O8/c1-10-5-6-16(24)13(3)8-18(26)14(4)15(23,11(2)7-21)9-17(13,25)20(14,27)19(16,28-18)12(10)22/h10-12,21-27H,5-9H2,1-4H3/t10-,11?,12+,13-,14-,15-,16-,17+,18?,19+,20+/m0/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC20H32O8
Average Mass400.4633 Da
Monoisotopic Mass400.20972 Da
IUPAC Name(1R,2R,3S,6S,7R,10R,11S,13R,14R)-11-(1-hydroxypropan-2-yl)-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0^{1,6}.0^{7,13}.0^{10,14}]pentadecane-2,6,9,11,13,14-hexol
Traditional Name(1R,2R,3S,6S,7R,10R,11S,13R,14R)-11-(1-hydroxypropan-2-yl)-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0^{1,6}.0^{7,13}.0^{10,14}]pentadecane-2,6,9,11,13,14-hexol
CAS Registry Number73599-13-0
SMILES
[H]C(C)(CO)[C@@]1(O)C[C@@]2(O)[C@@]3(C)CC4(O)O[C@@]5([C@]([H])(O)[C@@]([H])(C)CC[C@]35O)[C@@]2(O)[C@@]14C
InChI Identifier
InChI=1S/C20H32O8/c1-10-5-6-16(24)13(3)8-18(26)14(4)15(23,11(2)7-21)9-17(13,25)20(14,27)19(16,28-18)12(10)22/h10-12,21-27H,5-9H2,1-4H3/t10-,11?,12+,13-,14-,15-,16-,17+,18?,19+,20+/m0/s1
InChI KeyLIGPZBKBGCJTGC-ZBTYPRQGSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cinnamomum aromaticumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentDiterpenoids  
Alternative Parents
Substituents
  • Ryanodane diterpenoid
    • 

  • Diterpenoid
    • 

  • Oxepane
    • 

  • Oxane
    • 

  • Monosaccharide
    • 

  • Tetrahydrofuran
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Hemiacetal
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • 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
logP-0.77ALOGPS
logP-2.1ChemAxon
logS-0.91ALOGPS
pKa (Strongest Acidic)11.32ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area150.84 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity95.34 m³·mol⁻¹ChemAxon
Polarizability51.22 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015809  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available