NP-MRD: Showing NP-Card for Cajasan (NP0341837)

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Record Information

Version

2.0

Created at

2024-09-24 23:47:22 UTC

Updated at

2025-06-12 01:07:58 UTC

NP-MRD ID

NP0341837

Natural Product DOI

https://doi.org/10.57994/3323

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cajasan

Description

Cajasan belongs to the class of organic compounds known as coumaronochromenes. These are isoflavonoids with a structure characterized by the presence of a benzopyran and a benzofuran, with the particularity that the pyran and the furan ring are fused to each other. Based on a literature review very few articles have been published on Cajasan.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 06092302192D          

 26 29  0  0  0  0            999 V2000
   -2.4172   -5.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611   -5.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5825   -5.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2835   -4.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4622   -4.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9846   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1632   -3.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143   -3.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1338   -3.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -3.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903   -4.5466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5347   -3.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6973   -2.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4791   -2.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0982   -2.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800   -2.6835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9356   -3.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -4.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912   -4.8283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0782   -2.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -2.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5774   -1.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509   -2.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3285   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1498   -3.0563    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
  6 25  2  0  0  0  0
 25 26  1  0  0  0  0
M  END


  Mrv2104 06092302192D          

 26 29  0  0  0  0            999 V2000
   -2.4172   -5.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611   -5.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5825   -5.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2835   -4.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4622   -4.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9846   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1632   -3.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143   -3.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1338   -3.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -3.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903   -4.5466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5347   -3.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6973   -2.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4791   -2.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0982   -2.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800   -2.6835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9356   -3.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1538   -4.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912   -4.8283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0782   -2.1202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -2.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5774   -1.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509   -2.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3285   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1498   -3.0563    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
  6 25  2  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0341837

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C(O)C=C2OC3=C(C2=C1)C(=O)C1=C(O3)C=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O6/c1-9(2)3-4-10-5-12-15(8-13(10)22)25-20-17(12)19(24)18-14(23)6-11(21)7-16(18)26-20/h3,5-8,21-23H,4H2,1-2H3

> <INCHI_KEY>
ZZZBVIUGAHMIRC-UHFFFAOYSA-N

> <FORMULA>
C20H16O6

> <MOLECULAR_WEIGHT>
352.342

> <EXACT_MASS>
352.094688235

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
37.108202461250215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7,14-trihydroxy-13-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-1(10),3(8),4,6,11,13,15-heptaen-9-one

> <JCHEM_LOGP>
4.675925664000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.375363562800942

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.415268018541368

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0303750267523153

> <JCHEM_POLAR_SURFACE_AREA>
100.13000000000001

> <JCHEM_REFRACTIVITY>
95.09620000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5,7,14-trihydroxy-13-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-1(10),3(8),4,6,11,13,15-heptaen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-JUN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUN-23         0                                  
HETATM    1  C   UNK     0      -4.512 -11.016   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.154  -9.616   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.687  -9.472   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.263  -8.361   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.729  -8.505   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.838  -7.249   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.305  -7.393   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.587  -6.137   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.116  -5.959   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.272  -6.977   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.969  -8.487   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.731  -6.485   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.035  -4.975   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.494  -4.483   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.650  -5.501   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.109  -5.009   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.346  -7.011   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.887  -7.503   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.584  -9.013   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.879  -3.958   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.420  -4.450   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.078  -3.694   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.055  -4.737   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.588  -4.593   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.480  -5.849   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.013  -5.705   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   18                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12   19                                                  
CONECT   19   18                                                            
CONECT   20   13   21                                                       
CONECT   21   20    9   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22    8   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24    6   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₆O₆

Average Mass

352.3420 Da

Monoisotopic Mass

352.09469 Da

IUPAC Name

5,7,14-trihydroxy-13-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-1(10),3(8),4,6,11,13,15-heptaen-9-one

Traditional Name

5,7,14-trihydroxy-13-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-1(10),3(8),4,6,11,13,15-heptaen-9-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(O)C=C2OC3=C(C2=C1)C(=O)C1=C(O3)C=C(O)C=C1O

InChI Identifier

InChI=1S/C20H16O6/c1-9(2)3-4-10-5-12-15(8-13(10)22)25-20-17(12)19(24)18-14(23)6-11(21)7-16(18)26-20/h3,5-8,21-23H,4H2,1-2H3

InChI Key

ZZZBVIUGAHMIRC-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, experimental)	gaurav.gajurel@smail.astate.edu	Arkansas State University	Fabricio Medina-Bolivar	2024-09-24	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	gaurav.gajurel@smail.astate.edu	Arkansas State University	Fabricio Medina-Bolivar	2024-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C2D6OS, experimental)	gaurav.gajurel@smail.astate.edu	Arkansas State University	Fabricio Medina-Bolivar	2024-09-24	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	gaurav.gajurel@smail.astate.edu	Arkansas State University	Fabricio Medina-Bolivar	2024-09-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	gaurav.gajurel@smail.astate.edu	Arkansas State University	Fabricio Medina-Bolivar	2024-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, experimental)	gaurav.gajurel@smail.astate.edu	Arkansas State University	Fabricio Medina-Bolivar	2024-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C2D6OS, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400, C2D6OS, simulated)	gaurav.gajurel@smail.astate.edu	Arkansas State University	Gaurav Gajurel	2024-09-24	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Cajanus cajan		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as coumaronochromenes. These are isoflavonoids with a structure characterized by the presence of a benzopyran and a benzofuran, with the particularity that the pyran and the furan ring are fused to each other.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Coumaronochromenes

Direct Parent

Coumaronochromenes

Alternative Parents

Substituents

Coumaronochromene
Chromone
1-benzopyran
Benzopyran
Furopyran
Benzofuran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Alpha-branched alpha,beta-unsaturated-ketone
Benzenoid
Pyran
Beta-hydroxy ketone
Heteroaromatic compound
Vinylogous acid
Alpha,beta-unsaturated ketone
Furan
Enone
Dihydrofuran
Acryloyl-group
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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
logP	4.68	ChemAxon
pKa (Strongest Acidic)	7.42	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.1 m³·mol⁻¹	ChemAxon
Polarizability	37.11 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 Cajasan (NP0341837)

MOL for NP0341837 (Cajasan)

3D MOL for NP0341837 (Cajasan)

3D SDF for NP0341837 (Cajasan)

3D-SDF for NP0341837 (Cajasan)

PDB for NP0341837 (Cajasan)

3D PDB for NP0341837 (Cajasan)

SMILES for NP0341837 (Cajasan)

INCHI for NP0341837 (Cajasan)

Structure for NP0341837 (Cajasan)

3D Structure for NP0341837 (Cajasan)