NP-MRD: Showing NP-Card for Angustin B (NP0138594)

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Record Information

Version

2.0

Created at

2022-06-29 17:36:47 UTC

Updated at

2022-06-29 17:36:48 UTC

NP-MRD ID

NP0138594

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Angustin B

Description

Angustin B belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. Angustin B is found in Swertia angustifolia. It was first documented in 2012 (PMID: 22296155). Based on a literature review very few articles have been published on Angustin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -3.1359    3.5948    1.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4021    2.2122    0.9410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4065    1.3065    0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1068    1.7265    0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205    0.7994    0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1147    1.1183   -0.1607 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    0.2769   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3560    0.7104   -0.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391    2.0740   -0.6087 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391    2.5532   -0.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3260   -0.1946   -1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800   -1.5498   -1.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7734   -1.9670   -0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4408   -3.3108   -0.9240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883   -1.0663   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5152   -1.4981   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1646   -2.7031   -0.3628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511   -0.5588    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7433   -0.9817    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1020   -2.3004    0.1744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0834   -3.2189    1.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073   -0.0477    0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9841   -0.4719    0.7805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9961   -0.6100   -0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205    3.7783    1.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0434    4.1438    1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8412    4.0237    0.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    2.7549    0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5638    2.3171    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4374    2.0948   -1.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9088    3.6662   -0.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3460    0.1217   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8584   -2.2454   -1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055   -4.0226   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8167   -4.2573    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -3.3250    1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350   -2.9093    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7583    0.2006   -0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5869   -0.6840   -1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5456   -1.5505    0.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 22  2  0
 22 23  1  0
 23 24  1  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 19 18  2  0
 18 16  1  0
 16 17  2  0
 16 15  1  0
 15 13  2  0
 13 14  1  0
 13 12  1  0
 12 11  2  0
 11  8  1  0
 15  7  1  0
 18  5  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
  4 28  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 14 34  1  0
 12 33  1  0
 11 32  1  0
M  END


  Mrv1652306292219362D          

 24 26  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  4 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138594

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2OC3=CC(OC)=C(OC)C(OC)=C3C(=O)C2=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O7/c1-20-9-6-5-8(18)12-14(19)13-10(24-15(9)12)7-11(21-2)16(22-3)17(13)23-4/h5-7,18H,1-4H3

> <INCHI_KEY>
INPVBAKWKVYAES-UHFFFAOYSA-N

> <FORMULA>
C17H16O7

> <MOLECULAR_WEIGHT>
332.308

> <EXACT_MASS>
332.089602855

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.07388100117029

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxy-1,2,3,5-tetramethoxy-9H-xanthen-9-one

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
2.675389836

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.855768666137704

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6942744270148666

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
84.65

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-1,2,3,5-tetramethoxyxanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17    4                                                       
CONECT   19   15   20                                                       
CONECT   20   19                                                            
CONECT   21   14   22                                                       
CONECT   22   21                                                            
CONECT   23   13   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₇

Average Mass

332.3080 Da

Monoisotopic Mass

332.08960 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

1415795-51-5

SMILES

COC1=C2OC3=CC(OC)=C(OC)C(OC)=C3C(=O)C2=C(O)C=C1

InChI Identifier

InChI=1S/C17H16O7/c1-20-9-6-5-8(18)12-14(19)13-10(24-15(9)12)7-11(21-2)16(22-3)17(13)23-4/h5-7,18H,1-4H3

InChI Key

INPVBAKWKVYAES-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Swertia angustifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Chromone
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous ester
Vinylogous acid
Ether
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00039511

Chemspider ID

30772610

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124545262

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhu BK, Zhe W, Duan YQ, Wang MF, Gao Y, Wei GZ, Liao TG: Two new xanthones from Swertia angustifolia. J Asian Nat Prod Res. 2012;14(2):154-8. doi: 10.1080/10286020.2011.641013. [PubMed:22296155 ]

Showing NP-Card for Angustin B (NP0138594)

MOL for NP0138594 (Angustin B)

3D MOL for NP0138594 (Angustin B)

3D SDF for NP0138594 (Angustin B)

3D-SDF for NP0138594 (Angustin B)

PDB for NP0138594 (Angustin B)

3D PDB for NP0138594 (Angustin B)

SMILES for NP0138594 (Angustin B)

INCHI for NP0138594 (Angustin B)

Structure for NP0138594 (Angustin B)

3D Structure for NP0138594 (Angustin B)