Np mrd loader

Showing NP-Card for Rubranine (NP0054823)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-28 01:03:07 UTC
Updated at2022-04-28 01:03:07 UTC
NP-MRD IDNP0054823
Secondary Accession NumbersNone
Natural Product Identification
Common NameRubranine
DescriptionRubranine belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, rubranine is considered to be a flavonoid. Rubranine is found in Aniba rosaeodora , Boesenbergia pandurata , Boesenbergia rotunda and Boesenbergia rotunda (L.) Mansf.Kulturpfl. . Based on a literature review very few articles have been published on Rubranine.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0054823 (Rubranine)


  Mrv1652304282203032D          

 29 33  0  0  1  0            999 V2000
    7.0702   -0.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8111    0.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3599    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1678    1.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4268    0.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8780   -0.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7442    1.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363    1.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6772    2.4993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875    1.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5591    1.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0827    0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2816   -0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1275   -0.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6763    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4879    0.1656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5481   -0.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710   -0.4870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9523    0.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120    0.7616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8019    1.3703    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0225    0.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    0.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    2.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413    2.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    2.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3010    2.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2789   -1.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 12 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 19 29  1  1  0  0  0
M  END
Download

3D MOL for NP0054823 (Rubranine)

Download
3D SDF for NP0054823 (Rubranine)

  Mrv1652304282203032D          

 29 33  0  0  1  0            999 V2000
    7.0702   -0.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8111    0.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3599    1.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1678    1.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4268    0.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8780   -0.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7442    1.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363    1.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6772    2.4993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3875    1.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5591    1.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0827    0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2816   -0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1275   -0.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6763    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4879    0.1656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5481   -0.7641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710   -0.4870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9523    0.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120    0.7616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8019    1.3703    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0225    0.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    0.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896    2.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413    2.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    2.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3010    2.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2789   -1.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 12 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 19 29  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0054823

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=C(C(=O)\C=C\C3=CC=CC=C3)C(O)=CC3=C2[C@H]2C[C@@](C)(CC[C@H]12)O3

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O4/c1-24(2)17-11-12-25(3)14-16(17)21-20(28-25)13-19(27)22(23(21)29-24)18(26)10-9-15-7-5-4-6-8-15/h4-10,13,16-17,27H,11-12,14H2,1-3H3/b10-9+/t16-,17-,25+/m0/s1

> <INCHI_KEY>
JBBGZRUAGCHOGS-PLZINWHGSA-N

> <FORMULA>
C25H26O4

> <MOLECULAR_WEIGHT>
390.479

> <EXACT_MASS>
390.183109317

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
46.20986477121318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-[(1R,4S,13S)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0^{4,13}.0^{7,12}]pentadeca-7,9,11-trien-8-yl]-3-phenylprop-2-en-1-one

> <ALOGPS_LOGP>
5.46

> <JCHEM_LOGP>
5.592864880333334

> <ALOGPS_LOGS>
-5.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.964048092482297

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.52487393901004

> <JCHEM_PKA_STRONGEST_BASIC>
-4.62268715094174

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
113.2183

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-1-[(1R,4S,13S)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0^{4,13}.0^{7,12}]pentadeca-7,9,11-trien-8-yl]-3-phenylprop-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0054823 (Rubranine)
Download
PDB for NP0054823 (Rubranine)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      13.198  -0.345   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.714   1.117   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.738   2.267   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.246   1.954   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.730   0.492   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.706  -0.658   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.206   1.429   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.722   2.891   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.214   3.203   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.731   4.665   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.190   2.053   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.644   2.427   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.754   1.128   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.126  -0.411   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.705  -0.596   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.729   0.586   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.244   0.309   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.756  -1.426   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.119  -0.909   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.644   0.108   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.316   1.422   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.364   2.558   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.909   1.838   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.797   0.170   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.274   3.899   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.864   3.846   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.017   4.789   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.295   5.439   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.387  -2.264   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    2    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13   26                                                  
CONECT   13   12   14   21                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16                                                            
CONECT   18   14   19                                                       
CONECT   19   18   20   24   29                                             
CONECT   20   19   21                                                       
CONECT   21   20   13   22                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   22   26   27   28                                             
CONECT   26   25   12                                                       
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   19                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

Download
3D PDB for NP0054823 (Rubranine)
Download
SMILES for NP0054823 (Rubranine)
CC1(C)OC2=C(C(=O)\C=C\C3=CC=CC=C3)C(O)=CC3=C2[C@H]2C[C@@](C)(CC[C@H]12)O3
Download
INCHI for NP0054823 (Rubranine)
InChI=1S/C25H26O4/c1-24(2)17-11-12-25(3)14-16(17)21-20(28-25)13-19(27)22(23(21)29-24)18(26)10-9-15-7-5-4-6-8-15/h4-10,13,16-17,27H,11-12,14H2,1-3H3/b10-9+/t16-,17-,25+/m0/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC25H26O4
Average Mass390.4790 Da
Monoisotopic Mass390.18311 Da
IUPAC Name(2E)-1-[(1R,4S,13S)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0^{4,13}.0^{7,12}]pentadeca-7,9,11-trien-8-yl]-3-phenylprop-2-en-1-one
Traditional Name(2E)-1-[(1R,4S,13S)-9-hydroxy-1,5,5-trimethyl-6,15-dioxatetracyclo[9.3.1.0^{4,13}.0^{7,12}]pentadeca-7,9,11-trien-8-yl]-3-phenylprop-2-en-1-one
CAS Registry NumberNot Available
SMILES
CC1(C)OC2=C(C(=O)\C=C\C3=CC=CC=C3)C(O)=CC3=C2[C@H]2C[C@@](C)(CC[C@H]12)O3
InChI Identifier
InChI=1S/C25H26O4/c1-24(2)17-11-12-25(3)14-16(17)21-20(28-25)13-19(27)22(23(21)29-24)18(26)10-9-15-7-5-4-6-8-15/h4-10,13,16-17,27H,11-12,14H2,1-3H3/b10-9+/t16-,17-,25+/m0/s1
InChI KeyJBBGZRUAGCHOGS-PLZINWHGSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aniba rosaeodoraPlant
Boesenbergia pandurataPlant
Boesenbergia rotundaLOTUS Database
Boesenbergia rotunda (L.) Mansf.Kulturpfl.Plant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassLinear 1,3-diarylpropanoids  
Sub ClassChalcones and dihydrochalcones  
Direct Parent2'-Hydroxychalcones  
Alternative Parents
Substituents
  • 2'-hydroxychalcone
    • 

  • Cinnamic acid or derivatives
    • 

  • 2,2-dimethyl-1-benzopyran
    • 

  • Chromane
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Aryl ketone
    • 

  • Styrene
    • 

  • Phenol
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Vinylogous acid
    • 

  • Alpha,beta-unsaturated ketone
    • 

  • Acryloyl-group
    • 

  • Enone
    • 

  • Ketone
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP5.46ALOGPS
logP5.59ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)7.52ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity113.22 m³·mol⁻¹ChemAxon
Polarizability46.21 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00007133  
Chemspider ID24846080  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound42607681  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available