NP-MRD: Showing NP-Card for (2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol (NP0172492)

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Record Information

Version

2.0

Created at

2022-09-03 09:25:44 UTC

Updated at

2022-09-03 09:25:44 UTC

NP-MRD ID

NP0172492

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Bidenoside C belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. (2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol is found in Bidens bipinnata and Carthamus tinctorius. (2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol was first documented in 2004 (PMID: 15056959). Based on a literature review a small amount of articles have been published on Bidenoside C (PMID: 32977609) (PMID: 28927288) (PMID: 27296281) (PMID: 24849034).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
    6.8119   -2.0224    1.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3871   -2.8778   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2621   -2.5980   -0.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931   -1.4766   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8317   -0.5211    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430    0.5817    0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3566    1.5312    0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5230    2.6624    1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8645    3.2875   -0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0065    2.2359   -0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9474    1.8345    0.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8040    0.8656   -0.3301 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0921    1.3880   -0.3762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0367    0.4909   -0.8068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1754    0.3482    0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7719    1.6198    0.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5026   -0.8312   -1.2400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0059   -0.6739   -2.5529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5139   -1.4523   -0.3232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0335   -2.4762    0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8430   -0.3769    0.4964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5925   -0.7642    0.9645 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6131   -2.5128    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9558   -1.7950    1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1860   -1.0355    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9890   -3.7122   -0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492   -3.2096   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250    3.4160    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7343    2.3017    1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6846    3.6363   -0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2511    4.1387    0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4157    2.6058   -1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6341    1.3273   -0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904    0.6584   -1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5271    0.9553   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9804   -0.2990   -0.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8497   -0.0678    1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2065    2.3012   -0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3652   -1.5280   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -1.3189   -3.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005   -1.9068   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2850   -2.9804    0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4655   -0.1788    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7232   -1.5710    1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  3  0
  5  6  1  0
  6  7  3  0
  7  8  1  0
  8  9  1  0
  9 10  1  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
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 12 34  1  6
 14 35  1  6
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  6
 18 40  1  0
 19 41  1  6
 20 42  1  0
 21 43  1  1
 22 44  1  0
M  END


  Mrv1652309032211252D          

 22 22  0  0  1  0            999 V2000
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    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  3  0  0  0  0
  5  6  1  0  0  0  0
  6  7  3  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0172492

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C/C#CC#CCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O6/c1-2-3-4-5-6-7-8-9-10-21-16-15(20)14(19)13(18)12(11-17)22-16/h2-3,12-20H,8-11H2,1H3/b3-2-/t12-,13-,14+,15-,16-/m1/s1

> <INCHI_KEY>
QIFYDSMWESCVBZ-JNDSXIQISA-N

> <FORMULA>
C16H22O6

> <MOLECULAR_WEIGHT>
310.346

> <EXACT_MASS>
310.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.97236258414753

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-[(8Z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
0.5093899630000003

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200256474083652

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210986866576546

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834105647066

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
81.99360000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-[(8Z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   12   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
8Z-Decaene-4,6-diyn-1-O-beta-D-glucopyranoside	MeSH

Chemical Formula

C₁₆H₂₂O₆

Average Mass

310.3460 Da

Monoisotopic Mass

310.14164 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-[(8Z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-[(8Z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

C\C=C/C#CC#CCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C16H22O6/c1-2-3-4-5-6-7-8-9-10-21-16-15(20)14(19)13(18)12(11-17)22-16/h2-3,12-20H,8-11H2,1H3/b3-2-/t12-,13-,14+,15-,16-/m1/s1

InChI Key

QIFYDSMWESCVBZ-JNDSXIQISA-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
Bidens bipinnata	LOTUS Database	35616633
Carthamus tinctorius	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	1.07	ALOGPS
logP	0.51	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	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	8	ChemAxon
Refractivity	81.99 m³·mol⁻¹	ChemAxon
Polarizability	33.97 Å³	ChemAxon
Number of Rings	1	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

C00031630

Chemspider ID

10187296

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21577069

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kim BR, Paudel SB, Nam JW, Jin CH, Lee IS, Han AR: Constituents of Coreopsis lanceolata Flower and Their Dipeptidyl Peptidase IV Inhibitory Effects. Molecules. 2020 Sep 23;25(19):4370. doi: 10.3390/molecules25194370. [PubMed:32977609 ]
Wang GK, Wang Z, Yu Y, Zhang N, Zhou ZY, Wang G, Liu JS: A new sesquiterpene from Kalimeris integrifolia. Nat Prod Res. 2018 May;32(9):1004-1009. doi: 10.1080/14786419.2017.1375917. Epub 2017 Sep 19. [PubMed:28927288 ]
Xu H, Ma Q, Ma J, Wu Z, Wang Y, Ma C: Hepato-protective effects and chemical constituents of a bioactive fraction of the traditional compound medicine-Gurigumu-7. BMC Complement Altern Med. 2016 Jun 13;16:179. doi: 10.1186/s12906-016-1156-3. [PubMed:27296281 ]
Li Y, Piao D, Zhang H, Kim T, Lee SH, Chang HW, Woo MH, Son JK: Quality evaluation of Carthami Flos by HPLC-UV. Arch Pharm Res. 2015;38(5):776-84. doi: 10.1007/s12272-014-0402-9. Epub 2014 May 22. [PubMed:24849034 ]
Li S, Kuang HX, Okada Y, Okuyama T: New acetylenic glucosides from Bidens bipinnata LINNE. Chem Pharm Bull (Tokyo). 2004 Apr;52(4):439-40. doi: 10.1248/cpb.52.439. [PubMed:15056959 ]
LOTUS database [Link]

Showing NP-Card for (2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol (NP0172492)

MOL for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0172492 ((2r,3r,4s,5s,6r)-2-[(8z)-dec-8-en-4,6-diyn-1-yloxy]-6-(hydroxymethyl)oxane-3,4,5-triol)