Np mrd loader

Showing NP-Card for BR-Xanthone A (NP0047615)

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Record Information
Version2.0
Created at2022-03-17 20:43:05 UTC
Updated at2022-03-17 20:43:05 UTC
NP-MRD IDNP0047615
Secondary Accession NumbersNone
Natural Product Identification
Common NameBR-Xanthone A
DescriptionBR-Xanthone A belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. BR-Xanthone A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, BR-xanthone a has been detected, but not quantified in, fruits and purple mangosteens. BR-Xanthone A is found in Garcinia dulcis . This could make BR-xanthone a a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047615 (BR-Xanthone A)


  Mrv1652309272007462D          

 29 33  0  0  0  0            999 V2000
 9999.6462 9998.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0767 9998.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.032910000.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.504710001.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.787610001.4492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9770 9999.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.5071 9998.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.643710001.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.929310001.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.929310000.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6437 9999.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.218410001.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.503910001.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.081310001.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366810001.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366810000.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0812 9999.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.504610000.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7901 9999.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7901 9998.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5046 9998.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2191 9998.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2191 9999.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.506610001.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.792110001.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.792110000.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5066 9999.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.221110000.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.221110001.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 11 16  1  0  0  0  0
  8 15  1  0  0  0  0
 17  2  1  0  0  0  0
 13  5  1  0  0  0  0
  1 11  2  0  0  0  0
 18 23  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20  7  1  0  0  0  0
 20  6  1  0  0  0  0
 13 18  2  0  0  0  0
 23 10  2  0  0  0  0
 29  4  1  0  0  0  0
 29  3  1  0  0  0  0
 25 14  2  0  0  0  0
 17 26  2  0  0  0  0
M  END
Download

3D MOL for NP0047615 (BR-Xanthone A)

Download
3D SDF for NP0047615 (BR-Xanthone A)

  Mrv1652309272007462D          

 29 33  0  0  0  0            999 V2000
 9999.6462 9998.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0767 9998.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.032910000.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.504710001.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.787610001.4492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9770 9999.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.5071 9998.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.643710001.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.929310001.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.929310000.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6437 9999.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.218410001.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.503910001.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.081310001.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366810001.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366810000.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0812 9999.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.504610000.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7901 9999.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7901 9998.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5046 9998.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2191 9998.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2191 9999.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.506610001.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.792110001.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.792110000.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5066 9999.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.221110000.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.221110001.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 11 16  1  0  0  0  0
  8 15  1  0  0  0  0
 17  2  1  0  0  0  0
 13  5  1  0  0  0  0
  1 11  2  0  0  0  0
 18 23  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20  7  1  0  0  0  0
 20  6  1  0  0  0  0
 13 18  2  0  0  0  0
 23 10  2  0  0  0  0
 29  4  1  0  0  0  0
 29  3  1  0  0  0  0
 25 14  2  0  0  0  0
 17 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0047615

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC2=C(O)C3=C(OC4=CC(O)=C5OC(C)(C)CCC5=C4C3=O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O6/c1-22(2)7-5-11-14(28-22)10-16-18(19(11)25)20(26)17-12-6-8-23(3,4)29-21(12)13(24)9-15(17)27-16/h9-10,24-25H,5-8H2,1-4H3

> <INCHI_KEY>
QFURCBFEIGTKCW-UHFFFAOYSA-N

> <FORMULA>
C23H24O6

> <MOLECULAR_WEIGHT>
396.4331

> <EXACT_MASS>
396.1572885

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.33818223086658

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10,22-dihydroxy-7,7,18,18-tetramethyl-8,13,17-trioxapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(14),3,9,11,15,21-hexaen-2-one

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
5.050384774333331

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.726990400328592

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.895090654833287

> <JCHEM_PKA_STRONGEST_BASIC>
-3.704840418112631

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
107.63969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10,22-dihydroxy-7,7,18,18-tetramethyl-8,13,17-trioxapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(14),3,9,11,15,21-hexaen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047615 (BR-Xanthone A)
Download
PDB for NP0047615 (BR-Xanthone A)
HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8666.0068664.751   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8668.6778664.751   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8674.1958668.333   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8673.2098670.048   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8660.6708669.372   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8659.1578665.021   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8660.1478663.303   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8666.0028669.371   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8664.6688668.601   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8664.6688667.061   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8666.0028666.291   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8663.3418669.370   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.0078668.601   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.6858669.371   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.3518668.601   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8667.3518667.061   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8668.6858666.291   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8662.0098667.061   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8660.6758666.291   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8660.6758664.751   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8662.0098663.981   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8663.3428664.751   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8663.3428666.291   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8671.3468669.371   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8670.0128668.601   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8670.0128667.061   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8671.3468666.291   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8672.6798667.061   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8672.6798668.601   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   17                                                            
CONECT    3   29                                                            
CONECT    4   29                                                            
CONECT    5   13                                                            
CONECT    6   20                                                            
CONECT    7   20                                                            
CONECT    8    9   15                                                       
CONECT    9   10    8   12                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   16    1                                                  
CONECT   12   13    9                                                       
CONECT   13   12    5   18                                                  
CONECT   14   15   25                                                       
CONECT   15   14   16    8                                                  
CONECT   16   15   17   11                                                  
CONECT   17   16    2   26                                                  
CONECT   18   23   19   13                                                  
CONECT   19   18   20                                                       
CONECT   20   21   19    7    6                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   18   22   10                                                  
CONECT   24   25   29                                                       
CONECT   25   26   24   14                                                  
CONECT   26   25   27   17                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24    4    3                                             
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

Download
3D PDB for NP0047615 (BR-Xanthone A)
Download
SMILES for NP0047615 (BR-Xanthone A)
CC1(C)CCC2=C(O)C3=C(OC4=CC(O)=C5OC(C)(C)CCC5=C4C3=O)C=C2O1
Download
INCHI for NP0047615 (BR-Xanthone A)
InChI=1S/C23H24O6/c1-22(2)7-5-11-14(28-22)10-16-18(19(11)25)20(26)17-12-6-8-23(3,4)29-21(12)13(24)9-15(17)27-16/h9-10,24-25H,5-8H2,1-4H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC23H24O6
Average Mass396.4331 Da
Monoisotopic Mass396.15729 Da
IUPAC Name10,22-dihydroxy-7,7,18,18-tetramethyl-8,13,17-trioxapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(14),3,9,11,15,21-hexaen-2-one
Traditional Name10,22-dihydroxy-7,7,18,18-tetramethyl-8,13,17-trioxapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(14),3,9,11,15,21-hexaen-2-one
CAS Registry Number112649-48-6
SMILES
CC1(C)CCC2=C(O)C3=C(OC4=CC(O)=C5OC(C)(C)CCC5=C4C3=O)C=C2O1
InChI Identifier
InChI=1S/C23H24O6/c1-22(2)7-5-11-14(28-22)10-16-18(19(11)25)20(26)17-12-6-8-23(3,4)29-21(12)13(24)9-15(17)27-16/h9-10,24-25H,5-8H2,1-4H3
InChI KeyQFURCBFEIGTKCW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Garcinia dulcisPlant
Garcinia mangostanaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentPyranoxanthones
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic 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
logP4.52ALOGPS
logP5.05ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)7.9ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area85.22 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity107.64 m³·mol⁻¹ChemAxon
Polarizability43.34 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033328  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011355  
KNApSAcK IDC00034808  
Chemspider ID23339342  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13964005  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available