Np mrd loader

Showing NP-Card for 19-Hydroxyroyleanone (NP0047016)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:33:15 UTC
Updated at2022-03-17 20:33:15 UTC
NP-MRD IDNP0047016
Secondary Accession NumbersNone
Natural Product Identification
Common Name19-Hydroxyroyleanone
Description19-Hydroxyroyleanone belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 19-Hydroxyroyleanone is found in Salvia chinopeplica and Salvia chionopeplica. 19-Hydroxyroyleanone is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047016 (19-Hydroxyroyleanone)


  Mrv0541 02241212582D          

 24 26  0  0  0  0            999 V2000
   -4.1545    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -1.4438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4400   -1.0313    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4400   -0.2062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7255    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670   -2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8390   -2.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7346   -0.1230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2598    1.3468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1323    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1702   -2.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  2  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 13 14  1  0  0  0  0
  4 15  1  1  0  0  0
  4 16  1  6  0  0  0
  6 17  1  1  0  0  0
 13 18  2  0  0  0  0
 12 19  2  0  0  0  0
 11 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 15 24  1  0  0  0  0
M  END
Download

3D MOL for NP0047016 (19-Hydroxyroyleanone)

Download
3D SDF for NP0047016 (19-Hydroxyroyleanone)

  Mrv0541 02241212582D          

 24 26  0  0  0  0            999 V2000
   -4.1545    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1545   -1.4438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4400   -1.0313    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4400   -0.2062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7255    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7255    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670   -2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8390   -2.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7346   -0.1230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2598    1.3468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1323    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1702   -2.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
  7 10  2  0  0  0  0
 12  7  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 13 14  1  0  0  0  0
  4 15  1  1  0  0  0
  4 16  1  6  0  0  0
  6 17  1  1  0  0  0
 13 18  2  0  0  0  0
 12 19  2  0  0  0  0
 11 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 15 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047016

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C(O)C(=O)C2=C(CC[C@H]3[C@@](C)(CO)CCC[C@]23C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O4/c1-11(2)14-16(22)12-6-7-13-19(3,10-21)8-5-9-20(13,4)15(12)18(24)17(14)23/h11,13,21,23H,5-10H2,1-4H3/t13-,19+,20-/m0/s1

> <INCHI_KEY>
DXYPTVWSUNHLCG-SVIJTADQSA-N

> <FORMULA>
C20H28O4

> <MOLECULAR_WEIGHT>
332.4339

> <EXACT_MASS>
332.198759384

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
37.261523381093035

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4bS,8S,8aR)-3-hydroxy-8-(hydroxymethyl)-4b,8-dimethyl-2-(propan-2-yl)-1,4,4b,5,6,7,8,8a,9,10-decahydrophenanthrene-1,4-dione

> <ALOGPS_LOGP>
2.63

> <JCHEM_LOGP>
3.454898586333334

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.65206893502094

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.672811291382052

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2013850464406617

> <JCHEM_POLAR_SURFACE_AREA>
74.60000000000001

> <JCHEM_REFRACTIVITY>
94.38739999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4bS,8S,8aR)-3-hydroxy-8-(hydroxymethyl)-2-isopropyl-4b,8-dimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047016 (19-Hydroxyroyleanone)
Download
PDB for NP0047016 (19-Hydroxyroyleanone)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.755   0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.089  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.089  -1.925   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.755  -2.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.421  -1.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.421  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.088   0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.088  -2.695   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.754  -1.925   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.754  -0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.754   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.088   1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.420   0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.420   1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.525  -4.029   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.166  -3.796   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.421   1.155   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.371  -0.230   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -6.085   2.514   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.754   4.235   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.087   2.695   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.247   1.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.087   4.235   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -9.651  -4.029   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   15   16                                             
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5   17                                             
CONECT    7    6   10   12                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13    7                                                  
CONECT   11   12   14   20                                                  
CONECT   12    7   11   19                                                  
CONECT   13   10   14   18                                                  
CONECT   14   11   13   21                                                  
CONECT   15    4   24                                                       
CONECT   16    4                                                            
CONECT   17    6                                                            
CONECT   18   13                                                            
CONECT   19   12                                                            
CONECT   20   11                                                            
CONECT   21   14   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   15                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

Download
3D PDB for NP0047016 (19-Hydroxyroyleanone)
Download
SMILES for NP0047016 (19-Hydroxyroyleanone)
CC(C)C1=C(O)C(=O)C2=C(CC[C@H]3[C@@](C)(CO)CCC[C@]23C)C1=O
Download
INCHI for NP0047016 (19-Hydroxyroyleanone)
InChI=1S/C20H28O4/c1-11(2)14-16(22)12-6-7-13-19(3,10-21)8-5-9-20(13,4)15(12)18(24)17(14)23/h11,13,21,23H,5-10H2,1-4H3/t13-,19+,20-/m0/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC20H28O4
Average Mass332.4339 Da
Monoisotopic Mass332.19876 Da
IUPAC Name(4bS,8S,8aR)-3-hydroxy-8-(hydroxymethyl)-4b,8-dimethyl-2-(propan-2-yl)-1,4,4b,5,6,7,8,8a,9,10-decahydrophenanthrene-1,4-dione
Traditional Name(4bS,8S,8aR)-3-hydroxy-8-(hydroxymethyl)-2-isopropyl-4b,8-dimethyl-5,6,7,8a,9,10-hexahydrophenanthrene-1,4-dione
CAS Registry NumberNot Available
SMILES
CC(C)C1=C(O)C(=O)C2=C(CC[C@H]3[C@@](C)(CO)CCC[C@]23C)C1=O
InChI Identifier
InChI=1S/C20H28O4/c1-11(2)14-16(22)12-6-7-13-19(3,10-21)8-5-9-20(13,4)15(12)18(24)17(14)23/h11,13,21,23H,5-10H2,1-4H3/t13-,19+,20-/m0/s1
InChI KeyDXYPTVWSUNHLCG-SVIJTADQSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Salvia chinopeplicaPlant
Salvia chionopeplicaLOTUS Database
Salvia officinalisFooDB
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
  • Diterpenoid
    • 

  • Abietane diterpenoid
    • 

  • Phenanthrene
    • 

  • Hydrophenanthrene
    • 

  • Vinylogous acid
    • 

  • Ketone
    • 

  • Enol
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP2.63ALOGPS
logP3.45ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)8.67ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity94.39 m³·mol⁻¹ChemAxon
Polarizability37.26 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB006998  
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