NP-MRD: Showing NP-Card for Heliettin (NP0051448)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 22:48:40 UTC

Updated at

2022-04-27 22:48:40 UTC

NP-MRD ID

NP0051448

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Heliettin

Description

CHEMBL67815 belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Heliettin is found in Clausena anisata, Clausena lansium, Helietta apiculata, Helietta longifoliata, Pilocarpus spicatus, Ruta chalepensis , Ruta graveolens and Ruta montana. Based on a literature review very few articles have been published on CHEMBL67815.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    6.2942    1.3162    0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330    0.7723   -0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4532   -0.2863    0.3207 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4581   -0.1840    1.8157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0362   -1.6514   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0456   -0.2233   -0.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9867   -0.0039    0.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.0423    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715    0.2602    0.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6557    0.3044    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8781    0.1370   -0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7597   -0.0806   -1.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5070   -0.1273   -1.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603   -0.3368   -1.9994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769   -0.3863   -1.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7282   -0.5898   -2.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2414    0.2266   -1.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9076    0.7046   -0.0538 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1651   -0.1342    0.1251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8485    0.3734    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0825    0.0208   -1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8369   -1.4743    0.2798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9490    0.5204    1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6062    0.9915    1.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8675    2.0988   -0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9522    1.1176   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7998   -0.9957    2.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4728   -0.4149    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1012    0.8012    2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4159   -1.6513   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324   -1.8627    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -2.4077    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1648    0.1287    1.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2085    0.3933    2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353   -0.2113   -2.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1443    1.7730   -0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8501    1.4670    1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8724   -0.0001    1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1881    0.0886    2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1814   -0.9134   -1.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1005    0.3139   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7202    0.8262   -1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2561   -1.7929   -0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157   -0.3798    1.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8792    1.4299    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 21  1  0
 19 22  1  1
 19 18  1  0
 18 23  1  0
 23 10  1  0
 10 11  2  0
 11 17  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  6  3  1  0
  3  4  1  1
  3  5  1  0
  3  2  1  0
  2  1  2  3
 17 18  1  0
  8 13  1  0
  9 10  1  0
 20 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 18 36  1  6
 23 44  1  0
 23 45  1  0
 12 35  1  0
  7 33  1  0
  9 34  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  5 32  1  0
  2 26  1  0
  1 24  1  0
  1 25  1  0
M  END


  Mrv1652304282200482D          

 23 25  0  0  1  0            999 V2000
    2.8579    0.0000    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
    2.1434    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
    1.4289    0.0000    0.0000 C   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
    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 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   -0.4125    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9524    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9524   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9524    1.2375    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
  5  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
  4 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 12 15  1  0  0  0  0
 12 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  1 19  1  0  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051448

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)[C@H]1CC2=C(O1)C=C1OC(=O)C(=CC1=C2)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O4/c1-6-18(2,3)13-8-11-7-12-9-16(19(4,5)21)22-14(12)10-15(11)23-17(13)20/h6-8,10,16,21H,1,9H2,2-5H3/t16-/m1/s1

> <INCHI_KEY>
JCDLLLXYAICSQV-MRXNPFEDSA-N

> <FORMULA>
C19H22O4

> <MOLECULAR_WEIGHT>
314.381

> <EXACT_MASS>
314.151809188

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.05997707656571

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-(2-hydroxypropan-2-yl)-6-(2-methylbut-3-en-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.300159656333334

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.296805394678913

> <JCHEM_PKA_STRONGEST_BASIC>
-3.106377320367444

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
88.96780000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-(2-hydroxypropan-2-yl)-6-(2-methylbut-3-en-2-yl)-2H,3H-furo[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.564  -2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.104   0.564   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.799   2.016   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.705   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.799  -0.476   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.245   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.785   0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.245  -0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.245   2.310   0.000  0.00  0.00           C+0
CONECT    1    2    6   19                                                  
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    4                                                       
CONECT   12    8   13   15   16                                             
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16   12                                                            
CONECT   17    2   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18    1                                                       
CONECT   20   18   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₄

Average Mass

314.3810 Da

Monoisotopic Mass

314.15181 Da

IUPAC Name

(2R)-2-(2-hydroxypropan-2-yl)-6-(2-methylbut-3-en-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one

Traditional Name

(2R)-2-(2-hydroxypropan-2-yl)-6-(2-methylbut-3-en-2-yl)-2H,3H-furo[3,2-g]chromen-7-one

CAS Registry Number

Not Available

SMILES

CC(C)(O)[C@H]1CC2=C(O1)C=C1OC(=O)C(=CC1=C2)C(C)(C)C=C

InChI Identifier

InChI=1S/C19H22O4/c1-6-18(2,3)13-8-11-7-12-9-16(19(4,5)21)22-14(12)10-15(11)23-17(13)20/h6-8,10,16,21H,1,9H2,2-5H3/t16-/m1/s1

InChI Key

JCDLLLXYAICSQV-MRXNPFEDSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Clausena anisata	LOTUS Database	35616633
Clausena lansium	LOTUS Database	35616633
Helietta apiculata	LOTUS Database	35616633
Helietta longifoliata	Plant	KNApSAcK
Pilocarpus spicatus	LOTUS Database	35616633
Ruta chalepensis	Plant	KNApSAcK
Ruta graveolens	LOTUS Database	35616633
Ruta montana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Benzopyran
1-benzopyran
Coumaran
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen 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	3.54	ALOGPS
logP	3.3	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	14.3	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.97 m³·mol⁻¹	ChemAxon
Polarizability	35.06 Å³	ChemAxon
Number of Rings	3	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

17753871

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Heliettin (NP0051448)

MOL for NP0051448 (Heliettin)

3D MOL for NP0051448 (Heliettin)

3D SDF for NP0051448 (Heliettin)

3D-SDF for NP0051448 (Heliettin)

PDB for NP0051448 (Heliettin)

3D PDB for NP0051448 (Heliettin)

SMILES for NP0051448 (Heliettin)

INCHI for NP0051448 (Heliettin)

Structure for NP0051448 (Heliettin)

3D Structure for NP0051448 (Heliettin)