NP-MRD: Showing NP-Card for Secologanic acid (NP0074072)

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Record Information

Version

2.0

Created at

2022-04-28 19:15:37 UTC

Updated at

2022-04-28 19:15:37 UTC

NP-MRD ID

NP0074072

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Secologanic acid

Description

Secologanic acid is found in Acicarpha tribuloides, Adina racemosa, Fontanesia fortunei Carr., Fontanesia phillyreoides Labill., Sinoadina racemosa, Sphenoclea zeylanica and Strychnos spinosa .

Structure

MOL 3D MOL SDF PDB SMILES InChI

 
  Mrv1533006081518302D          
 
 28 29  0  0  1  0            999 V2000
   15.6013   -9.1509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.6013   -8.3203    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3152   -9.5715    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.8873   -9.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3152   -7.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8873   -7.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9090  -10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0363   -9.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1769   -9.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0363   -8.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3117   -7.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1769   -8.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8557  -11.0347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0256   -6.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5942   -6.6768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4665   -7.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1419  -10.6211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8557  -11.8547    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4278  -11.0347    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1419  -12.2717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.5732  -12.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4278  -11.8547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7211  -10.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1419  -13.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7211  -12.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0884  -11.1513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6013   -9.9709    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6013   -7.4933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  1  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  2  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
 13  7  1  1  0  0  0
 11 14  1  0  0  0  0
 11 15  2  0  0  0  0
 12 16  2  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  6  0  0  0
 19 22  1  0  0  0  0
 19 23  1  1  0  0  0
 20 24  1  1  0  0  0
 22 25  1  6  0  0  0
 23 26  1  0  0  0  0
  8 10  1  0  0  0  0
 20 22  1  0  0  0  0
  1 27  1  1  0  0  0
  2 28  1  1  0  0  0
M  END

     RDKit          3D

 48 49  0  0  0  0  0  0  0  0999 V2000
   -1.9466   -2.1034   -1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309   -0.9910   -1.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1592   -0.8706    0.1108 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9273   -0.6280    0.9836 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1818   -1.2975    0.5320 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2335   -0.4916    0.1709 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5852   -0.7029   -1.1724 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6357    0.1511   -1.4918 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8074    0.3514   -2.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884    1.2242   -3.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8543   -0.3271   -0.7717 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0258    0.2630   -1.1682 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078   -0.0643    0.7202 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7003   -0.4173    1.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3927   -0.8528    1.1006 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9666   -0.6516    2.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3185   -0.9691    2.2863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3671   -0.2016    2.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2355    0.3317    1.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3498    1.1501    2.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1611    1.6458    1.6967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4434    1.3310    3.8264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1818    0.1646    0.4404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8736    1.4689   -0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9146    1.5014   -1.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5822    0.6576   -2.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331   -2.2163   -3.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444   -2.9320   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1974   -0.1924   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6105   -1.8554    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063    0.4477    0.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0233    0.5893    0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3610    1.1438   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389   -0.5655   -3.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9057    0.9104   -3.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516    1.8990   -2.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8905   -1.4527   -0.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4056   -0.2827   -1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3862    1.0144    0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5368   -1.2112    2.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5995   -1.9458    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -1.4778    2.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5146   -0.0101    3.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5646    2.2298    4.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2017   -0.1355    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8482    1.8485    0.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492    2.2918    0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3876    2.2306   -2.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 23 19  1  0
 19 18  2  0
 18 17  1  0
 17  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 19 20  1  0
 20 22  1  0
 20 21  2  0
  3 23  1  0
 15  6  1  0
 23 45  1  6
 24 46  1  0
 24 47  1  0
 25 48  1  0
 18 43  1  0
  4 31  1  1
  6 32  1  6
  8 33  1  1
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  1
 12 38  1  0
 13 39  1  6
 14 40  1  0
 15 41  1  1
 16 42  1  0
  3 30  1  1
  2 29  1  0
  1 27  1  0
  1 28  1  0
 22 44  1  0
M  END

 
  Mrv1533006081518302D          
 
 28 29  0  0  1  0            999 V2000
   15.6013   -9.1509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.6013   -8.3203    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3152   -9.5715    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.8873   -9.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3152   -7.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8873   -7.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9090  -10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0363   -9.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1769   -9.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0363   -8.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3117   -7.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1769   -8.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8557  -11.0347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0256   -6.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5942   -6.6768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4665   -7.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1419  -10.6211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8557  -11.8547    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4278  -11.0347    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1419  -12.2717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.5732  -12.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4278  -11.8547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7211  -10.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1419  -13.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7211  -12.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0884  -11.1513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6013   -9.9709    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6013   -7.4933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  1  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  2  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
 13  7  1  1  0  0  0
 11 14  1  0  0  0  0
 11 15  2  0  0  0  0
 12 16  2  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  6  0  0  0
 19 22  1  0  0  0  0
 19 23  1  1  0  0  0
 20 24  1  1  0  0  0
 22 25  1  6  0  0  0
 23 26  1  0  0  0  0
  8 10  1  0  0  0  0
 20 22  1  0  0  0  0
  1 27  1  1  0  0  0
  2 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0074072

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC=O)C(=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@]1([H])C=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O10/c1-2-7-8(3-4-17)9(14(22)23)6-24-15(7)26-16-13(21)12(20)11(19)10(5-18)25-16/h2,4,6-8,10-13,15-16,18-21H,1,3,5H2,(H,22,23)/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1

> <INCHI_KEY>
PUEUIRDVQIKCCG-ZASXJUAOSA-N

> <FORMULA>
C16H22O10

> <MOLECULAR_WEIGHT>
374.342

> <EXACT_MASS>
374.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.19357517472725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S)-3-ethenyl-4-(2-oxoethyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

> <ALOGPS_LOGP>
-1.14

> <JCHEM_LOGP>
-2.0691785890000003

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.206985027853547

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.235719868024868

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847615592584

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
83.75150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
secologanate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      29.122 -17.082   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.122 -15.531   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.455 -17.867   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.790 -17.847   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.455 -14.759   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.790 -14.759   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      31.563 -19.648   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.801 -17.082   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      26.464 -17.068   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.801 -15.531   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.449 -13.229   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.464 -15.531   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.597 -20.598   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      31.781 -12.457   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      29.109 -12.463   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      25.138 -14.759   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      28.265 -19.826   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      29.597 -22.129   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      26.932 -20.598   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.265 -22.907   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      30.937 -22.907   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      26.932 -22.129   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.613 -19.826   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      28.265 -24.438   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      25.613 -22.907   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      24.432 -20.816   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0      29.122 -18.612   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      29.122 -13.987   0.000  0.00  0.00           H+0
CONECT    1    2    3    4   27                                             
CONECT    2    1    5    6   28                                             
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13                                                       
CONECT    8    3   10                                                       
CONECT    9    4                                                            
CONECT   10    5    8                                                       
CONECT   11    5   14   15                                                  
CONECT   12    6   16                                                       
CONECT   13    7   17   18                                                  
CONECT   14   11                                                            
CONECT   15   11                                                            
CONECT   16   12                                                            
CONECT   17   13   19                                                       
CONECT   18   13   20   21                                                  
CONECT   19   17   22   23                                                  
CONECT   20   18   24   22                                                  
CONECT   21   18                                                            
CONECT   22   19   25   20                                                  
CONECT   23   19   26                                                       
CONECT   24   20                                                            
CONECT   25   22                                                            
CONECT   26   23                                                            
CONECT   27    1                                                            
CONECT   28    2                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₂O₁₀

Average Mass

374.3420 Da

Monoisotopic Mass

374.12130 Da

IUPAC Name

(2S,3R,4S)-3-ethenyl-4-(2-oxoethyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

Traditional Name

secologanate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC=O)C(=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@]1([H])C=C)C(O)=O

InChI Identifier

InChI=1S/C16H22O10/c1-2-7-8(3-4-17)9(14(22)23)6-24-15(7)26-16-13(21)12(20)11(19)10(5-18)25-16/h2,4,6-8,10-13,15-16,18-21H,1,3,5H2,(H,22,23)/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1

InChI Key

PUEUIRDVQIKCCG-ZASXJUAOSA-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
Acicarpha tribuloides	Plant	KNApSAcK
Adina racemosa	Plant	KNApSAcK
Fontanesia fortunei Carr.	Plant	KNApSAcK
Fontanesia phillyreoides Labill.	Plant	KNApSAcK
Sinoadina racemosa	LOTUS Database	35616633
Sphenoclea zeylanica	LOTUS Database	35616633
Strychnos spinosa	Plant	KNApSAcK

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
O-glycosyl compound
Secoiridoid-skeleton
Glycosyl compound
Monoterpenoid
Monocyclic monoterpenoid
Sugar acid
Oxane
Monosaccharide
Vinylogous ester
Alpha-hydrogen aldehyde
Secondary alcohol
1,2-diol
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

terpene glycoside (CHEBI:9075 )
Secoiridoids (C01957 )

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	-1.1	ALOGPS
logP	-2.1	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	4.24	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	83.75 m³·mol⁻¹	ChemAxon
Polarizability	35.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

388688

KEGG Compound ID

C01957

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439612

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Secologanic acid (NP0074072)

MOL for NP0074072 (Secologanic acid)

3D MOL for NP0074072 (Secologanic acid)

3D SDF for NP0074072 (Secologanic acid)

3D-SDF for NP0074072 (Secologanic acid)

PDB for NP0074072 (Secologanic acid)

3D PDB for NP0074072 (Secologanic acid)

SMILES for NP0074072 (Secologanic acid)

INCHI for NP0074072 (Secologanic acid)

Structure for NP0074072 (Secologanic acid)

3D Structure for NP0074072 (Secologanic acid)