NP-MRD: Showing NP-Card for Calancardin A (NP0350600)

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Record Information

Version

2.0

Created at

2025-01-13 08:45:17 UTC

Updated at

2025-07-09 01:00:39 UTC

NP-MRD ID

NP0350600

Natural Product DOI

https://doi.org/10.57994/3578

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Calancardin A

Description

Based on a literature review very few articles have been published on Calancardin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04122308532D          

 36 41  0  0  0  0            999 V2000
    0.5526   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -2.3941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -0.9651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -0.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651   -2.3941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6349   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 21 27  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  2  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  2  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END


  Mrv2104 04122308532D          

 36 41  0  0  0  0            999 V2000
    0.5526   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -2.3941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -0.9651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -0.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651   -2.3941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6349   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 21 27  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  2  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  2  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(O)=C1)C1=C(CC2)C=C(O)C(=C1)C1=C(O)C=C(OC)C2=C1CCC1=C2C=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H26O6/c1-35-19-10-17-4-3-16-11-24(32)23(13-22(16)28(17)25(33)12-19)29-21-7-5-15-9-18(31)6-8-20(15)30(21)27(36-2)14-26(29)34/h6,8-14,31-34H,3-5,7H2,1-2H3

> <INCHI_KEY>
QFNCLXDVKNPDBF-UHFFFAOYSA-N

> <FORMULA>
C30H26O6

> <MOLECULAR_WEIGHT>
482.532

> <EXACT_MASS>
482.172938557

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
52.87599530194467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,7'-dimethoxy-9H,9'H,10H,10'H-[1,3'-biphenanthrene]-2,2',5',7-tetrol

> <JCHEM_LOGP>
6.511551836

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.362525697686706

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.754022749118404

> <JCHEM_PKA_STRONGEST_BASIC>
-4.544896716374946

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
138.87699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4,7'-dimethoxy-9H,9'H,10H,10'H-[1,3'-biphenanthrene]-2,2',5',7-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-23         0                                  
HETATM    1  O   UNK     0       1.032  -8.470   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.508  -8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.278  -9.804   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.818  -9.804   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.588 -11.137   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.128 -11.137   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.588  -8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.818  -7.136   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.278  -7.136   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.508  -5.803   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.278  -4.469   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.818  -4.469   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.508  -3.135   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.032  -3.135   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.802  -1.802   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.342  -1.802   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.802  -4.469   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.032  -5.803   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.802  -7.136   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.342  -7.136   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.112  -5.803   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.342  -4.469   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.112  -3.135   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.652  -3.135   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.422  -4.469   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.962  -4.469   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.652  -5.803   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.128  -8.470   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.898  -9.804   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.438  -9.804   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.208  -8.470   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -9.748  -8.470   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0     -10.518  -9.804   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -7.438  -7.136   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.898  -7.136   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -5.128  -5.803   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5   29                                                       
CONECT    7    4    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8    2   10                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   22                                                  
CONECT   18   17   10   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   17   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   21                                                       
CONECT   28    7   29   35                                                  
CONECT   29   28    6   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35                                                       
CONECT   35   34   28   36                                                  
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₆O₆

Average Mass

482.5320 Da

Monoisotopic Mass

482.17294 Da

IUPAC Name

4,7'-dimethoxy-9H,9'H,10H,10'H-[1,3'-biphenanthrene]-2,2',5',7-tetrol

Traditional Name

4,7'-dimethoxy-9H,9'H,10H,10'H-[1,3'-biphenanthrene]-2,2',5',7-tetrol

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(O)=C1)C1=C(CC2)C=C(O)C(=C1)C1=C(O)C=C(OC)C2=C1CCC1=C2C=CC(O)=C1

InChI Identifier

InChI=1S/C30H26O6/c1-35-19-10-17-4-3-16-11-24(32)23(13-22(16)28(17)25(33)12-19)29-21-7-5-15-9-18(31)6-8-20(15)30(21)27(36-2)14-26(29)34/h6,8-14,31-34H,3-5,7H2,1-2H3

InChI Key

QFNCLXDVKNPDBF-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	Not Available	Chulalongkorn University	Chattarika Pengdee	2025-01-13	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	Not Available	Chulalongkorn University	Chattarika Pengdee	2025-01-13	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	Not Available	Chulalongkorn University	Chattarika Pengdee	2025-01-13	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	Not Available	Chulalongkorn University	Chattarika Pengdee	2025-01-13	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C3D6O, experimental)	Not Available	Chulalongkorn University	Chattarika Pengdee	2025-01-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C3D6O, experimental)	Not Available	Chulalongkorn University	Chattarika Pengdee	2025-01-13	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C3D6O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400, C3D6O, simulated)	Chattarikapeng@hotmail.com	Chulalongkorn University	Chattarika Pengdee	2025-01-13	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Calanthe cardioglossa		Not Available

Chemical Taxonomy

Classification

Not classified

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
logP	6.51	ChemAxon
pKa (Strongest Acidic)	8.75	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	138.88 m³·mol⁻¹	ChemAxon
Polarizability	52.88 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Calancardin A (NP0350600)

MOL for NP0350600 (Calancardin A)

3D MOL for NP0350600 (Calancardin A)

3D SDF for NP0350600 (Calancardin A)

3D-SDF for NP0350600 (Calancardin A)

PDB for NP0350600 (Calancardin A)

3D PDB for NP0350600 (Calancardin A)

SMILES for NP0350600 (Calancardin A)

INCHI for NP0350600 (Calancardin A)

Structure for NP0350600 (Calancardin A)

3D Structure for NP0350600 (Calancardin A)