NP-MRD: Showing NP-Card for antirrhinoside (NP0161579)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 19:47:28 UTC

Updated at

2022-09-02 19:47:28 UTC

NP-MRD ID

NP0161579

Secondary Accession Numbers

None

Natural Product Identification

Common Name

antirrhinoside

Description

Antirrhinoside belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. antirrhinoside is found in Antirrhinum majus, Chaenorhinum minus, Cymbalaria muralis, Kickxia abhaica, Kickxia spuria, Linaria bipartita, Linaria flava, Linaria genistifolia, Linaria japonica, Physostegia virginiana and Plantago major. antirrhinoside was first documented in 2004 (PMID: 15143834). Based on a literature review a significant number of articles have been published on Antirrhinoside (PMID: 35408655) (PMID: 31447207) (PMID: 30468078) (PMID: 29239523) (PMID: 24489951) (PMID: 20614804).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 50  0  0  0  0  0  0  0  0999 V2000
   -2.8247   -0.5342    2.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030    0.5664    1.5089 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7327    1.9039    1.8983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8533    1.4080    1.2662 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0085    1.5111   -0.2222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3123    2.6544   -0.6331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2453    0.3220   -0.7233 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9747    0.4531   -2.0535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914   -0.9684   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974   -2.0295   -0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7591   -1.8070   -0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937   -0.7760    0.0047 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0865   -0.3892   -0.6218 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -0.6663    0.1026 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9110    0.5241    0.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2754    0.3261    0.4456 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8933    1.6626    0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2764    1.5290    0.9807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412   -0.1540   -0.8211 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9456   -1.0552   -0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9456   -0.9448   -1.6417 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2795   -0.0696   -2.4697 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431   -1.6623   -0.6814 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7978   -2.4851    0.1266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9948    0.3826    0.1533 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0057   -0.0841    3.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0248   -1.2590    2.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7769   -1.0734    2.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7321    1.2728    1.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0447    1.5662   -0.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9233    2.5295   -1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -0.4257   -2.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9436   -1.0552   -0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4918   -3.0389   -0.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7698   -1.2306    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9768   -1.1579    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4910   -0.3570    1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7721    2.4000   -0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019    2.1319    1.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5255    0.6309    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3527    0.6731   -1.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4772   -1.2871   -1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4447   -1.6986   -2.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8992    0.6553   -2.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3546   -2.2955   -1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1159   -3.2407   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4697    1.3262   -0.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12 25  1  0
  4  2  1  0
 25  7  1  0
 25  2  1  0
 23 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  1
  5 30  1  1
  6 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 12 35  1  1
 14 36  1  1
 16 37  1  1
 17 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  6
 20 42  1  0
 21 43  1  6
 22 44  1  0
 23 45  1  6
 24 46  1  0
 25 47  1  6
M  END


  Mrv1652309022221472D          

 25 28  0  0  1  0            999 V2000
    2.3547    1.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.7042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467    0.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415   -0.0595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0118   -0.5924    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0727   -1.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -0.1581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1989   -0.9756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182   -0.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186    0.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9107    1.2138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1070    2.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111    2.5858    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7074    3.3871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1115    3.9577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3078    4.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0999    4.9897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    3.7270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2764    4.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768    2.9257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6689    2.6950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810    2.3550    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4772    1.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.6432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  6  0  0  0
 12 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25  2  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0161579

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12O[C@H]1[C@@H](O)[C@]1(O)C=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]21

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O10/c1-14-9-13(22-3-2-15(9,21)10(20)11(14)25-14)24-12-8(19)7(18)6(17)5(4-16)23-12/h2-3,5-13,16-21H,4H2,1H3/t5-,6-,7+,8-,9-,10-,11+,12+,13+,14-,15+/m1/s1

> <INCHI_KEY>
UBAIOTDKPLIEDD-RNCITLLOSA-N

> <FORMULA>
C15H22O10

> <MOLECULAR_WEIGHT>
362.331

> <EXACT_MASS>
362.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.99932564998128

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(1S,2R,4S,5R,6S,10S)-5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-3.8156250880000013

> <ALOGPS_LOGS>
-0.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.61787973583154

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.044442980726425

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847602352135

> <JCHEM_POLAR_SURFACE_AREA>
161.6

> <JCHEM_REFRACTIVITY>
76.79090000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.07e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(1S,2R,4S,5R,6S,10S)-5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       4.395   2.854   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.348   1.314   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.874   1.107   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.931  -0.111   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.755  -1.106   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.869  -2.642   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.446  -0.295   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.238  -1.821   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.967  -0.726   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.145   0.339   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.221   1.835   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.700   2.266   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.066   3.762   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.954   4.827   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.320   6.323   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.208   7.388   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.575   8.883   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.053   9.314   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.270   6.957   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.383   8.022   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.637   5.461   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.115   5.031   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.524   4.396   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.891   2.900   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.812   1.201   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   25                                             
CONECT    3    2    4                                                       
CONECT    4    3    2    5                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   25                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   14   24                                                  
CONECT   24   23                                                            
CONECT   25   12    7    2                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₁₀

Average Mass

362.3310 Da

Monoisotopic Mass

362.12130 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[(1S,2R,4S,5R,6S,10S)-5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-{[(1S,2R,4S,5R,6S,10S)-5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

C[C@]12O[C@H]1[C@@H](O)[C@]1(O)C=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]21

InChI Identifier

InChI=1S/C15H22O10/c1-14-9-13(22-3-2-15(9,21)10(20)11(14)25-14)24-12-8(19)7(18)6(17)5(4-16)23-12/h2-3,5-13,16-21H,4H2,1H3/t5-,6-,7+,8-,9-,10-,11+,12+,13+,14-,15+/m1/s1

InChI Key

UBAIOTDKPLIEDD-RNCITLLOSA-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
Antirrhinum majus	LOTUS Database	35616633
Chaenorhinum minus	LOTUS Database	35616633
Cymbalaria muralis	LOTUS Database	35616633
Kickxia abhaica	LOTUS Database	35616633
Kickxia spuria	LOTUS Database	35616633
Linaria bipartita	LOTUS Database	35616633
Linaria flava	LOTUS Database	35616633
Linaria genistifolia	LOTUS Database	35616633
Linaria japonica	LOTUS Database	35616633
Physostegia virginiana	LOTUS Database	35616633
Plantago major	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Monosaccharide
Oxane
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Oxirane
Dialkyl ether
Polyol
Primary alcohol
Hydrocarbon derivative
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

glycoside (CHEBI:2765 )
Iridoids (C09768 )

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	-1.8	ALOGPS
logP	-3.8	ChemAxon
logS	-0.24	ALOGPS
pKa (Strongest Acidic)	12.04	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	161.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	76.79 m³·mol⁻¹	ChemAxon
Polarizability	34 Å³	ChemAxon
Number of Rings	4	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

C00003071

Chemspider ID

390858

KEGG Compound ID

C09768

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442418

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sut S, Tahmasebi A, Ferri N, Ferrarese I, Rossi I, Panighel G, Lupo MG, Maggi F, Karami A, Dall'Acqua S: NMR, LC-MS Characterization of Rydingia michauxii Extracts, Identification of Natural Products Acting as Modulators of LDLR and PCSK9. Molecules. 2022 Mar 30;27(7):2256. doi: 10.3390/molecules27072256. [PubMed:35408655 ]
Mahran E, Morlock GE, Keusgen M: Guided isolation of new iridoid glucosides from Anarrhinum pubescens by high-performance thin-layer chromatography-acetylcholinesterase assay. J Chromatogr A. 2020 Jan 4;1609:460438. doi: 10.1016/j.chroma.2019.460438. Epub 2019 Aug 7. [PubMed:31447207 ]
Mahran E, Hosny M, El-Hela A, Boroujerdi A: New iridoid glycosides from Anarrhinum pubescens. Nat Prod Res. 2019 Nov;33(21):3057-3064. doi: 10.1080/14786419.2018.1516659. Epub 2018 Nov 23. [PubMed:30468078 ]
Venditti A, Frezza C, Serafini I, Ciccola A, Sciubba F, Serafini M, Bianco A: Iridoids of Chemotaxonomy Relevance, a New Antirrhinoside Ester and Other Constituents from Kickxia spuria subsp. integrifolia (Brot.) R.Fern. Chem Biodivers. 2018 Feb;15(2). doi: 10.1002/cbdv.201700473. Epub 2018 Jan 22. [PubMed:29239523 ]
Lohaus G, Schwerdtfeger M: Comparison of sugars, iridoid glycosides and amino acids in nectar and phloem sap of Maurandya barclayana, Lophospermum erubescens, and Brassica napus. PLoS One. 2014 Jan 29;9(1):e87689. doi: 10.1371/journal.pone.0087689. eCollection 2014. [PubMed:24489951 ]
Aydogdu I, Zihnioglu F, Karayildirim T, Gulcemal D, Alankus-Caliskan O, Bedir E: Alpha-glucosidase inhibitory constituents of Linaria kurdica subsp. eriocalyx. Nat Prod Commun. 2010 Jun;5(6):841-4. [PubMed:20614804 ]
Jamieson MA, Bowers MD: Iridoid glycoside variation in the invasive plant Dalmatian toadflax, Linaria dalmatica (Plantaginaceae), and sequestration by the biological control agent, Calophasia lunula. J Chem Ecol. 2010 Jan;36(1):70-9. doi: 10.1007/s10886-009-9728-z. [PubMed:20077129 ]
Beninger CW, Cloutier RR, Grodzinski B: A comparison of antirrhinoside distribution in the organs of two related Plantaginaceae species with different reproductive strategies. J Chem Ecol. 2009 Nov;35(11):1363-72. doi: 10.1007/s10886-009-9715-4. Epub 2009 Dec 1. [PubMed:19949840 ]
Beninger CW, Cloutier RR, Grodzinski B: The iridoid glucoside, antirrhinoside, from Antirrhinum majus L. has differential effects on two generalist insect herbivores. J Chem Ecol. 2008 May;34(5):591-600. doi: 10.1007/s10886-008-9445-z. Epub 2008 Apr 15. [PubMed:18414950 ]
Beninger CW, Cloutier RR, Monteiro MA, Grodzinski B: The distribution of two major Iridoids in different organs of Antirrhinum majus L. at selected stages of development. J Chem Ecol. 2007 Apr;33(4):731-47. doi: 10.1007/s10886-007-9253-x. Epub 2007 Mar 2. [PubMed:17334922 ]
Voitsekhovskaja OV, Koroleva OA, Batashev DR, Knop C, Tomos AD, Gamalei YV, Heldt HW, Lohaus G: Phloem loading in two Scrophulariaceae species. What can drive symplastic flow via plasmodesmata? Plant Physiol. 2006 Jan;140(1):383-95. doi: 10.1104/pp.105.068312. Epub 2005 Dec 23. [PubMed:16377750 ]
Bianco A, Guiso M, Ballero M, Foddai S, Nicoletti M, Piccin A, Serafini M, Tomassini L: Glycosidic monoterpenes from Linaria capraria. Nat Prod Res. 2004 Jun;18(3):241-6. doi: 10.1080/1478641031000111589. [PubMed:15143834 ]
LOTUS database [Link]

Showing NP-Card for antirrhinoside (NP0161579)

MOL for NP0161579 (antirrhinoside)

3D MOL for NP0161579 (antirrhinoside)

3D SDF for NP0161579 (antirrhinoside)

3D-SDF for NP0161579 (antirrhinoside)

PDB for NP0161579 (antirrhinoside)

3D PDB for NP0161579 (antirrhinoside)

SMILES for NP0161579 (antirrhinoside)

INCHI for NP0161579 (antirrhinoside)

Structure for NP0161579 (antirrhinoside)

3D Structure for NP0161579 (antirrhinoside)