NP-MRD: Showing NP-Card for Sweroside (NP0057682)

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Record Information

Version

2.0

Created at

2022-04-28 03:05:38 UTC

Updated at

2022-04-28 03:05:38 UTC

NP-MRD ID

NP0057682

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sweroside

Description

(4AS,5S,6S)-5-ethenyl-6-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,4H,4aH,5H,6H-pyrano[3,4-c]pyran-1-one 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. Sweroside is found in Adina racemosa, Alangium lamarckii, Alstonia rostrata, Amsonia orientalis, Anthocleista ambesiaca, Anthocleista grandiflora, Anthocleista nobilis, Anthocleista vogelii , Bhesa paniculata, Catharanthus roseus , Centaurium erythraea , Cephaelis acuminata Karsten, Carapichea ipecacuanha, Chimarrhis turbinata, Chione venosa, Chione venosa (sw.) Urban var.venosa, Chironia baccifera, Citronella gongonha, Cornus officinalis , Curtia tenuifolia, Desfontainia spinosa, Dipsacus asperoides , Dipsacus laciniatus, Eucnide bartonioides, Fagraea auriculata, Fagraea fragrans, Fagraea gracilipes, Gentiana algida, Gentiana crassicaulis , Gentiana kurroo , Gentiana lawrencei, Gentiana loureirii, Gentiana lutea , Gentiana macrophylla , Gentiana manshurica , Gentiana officinalis , Gentiana olivieri, Gentiana rhodantha, Gentiana rigescens , Gentiana scabra , Gentiana septemfida, Gentiana siphonantha, Gentiana straminea , Gentiana thunbergii, Gentiana tibetica, Gentiana triflora, Gentiana verna, Gentianella bulgarica, Guettarda platypoda, Halenia elliptica, Hydrangea chinensis, Hydrangea macrophylla, Chelonanthus alatus, Lonicera angustifolia, Lonicera caerulea, Lonicera japonica Thunb. , Lonicera quinquelocularis, Mentzelia decapetala, Mitragyna africanus WILLD., Mitragyna inermis , Mitragyna speciosa, Nasa trianae, Neonauclea sessilifolia , Nyssa ogeche, Ophiorrhiza japonica, Ophiorrhiza kuroiwae, Ophiorrhiza liukiuensis, Pileostegia viburnoides var. glabrescens, Podophyllum hexandrum , Potalia amara, Radix gentianae, Scabiosa japonica, Schenkia spicata, Sertia mussotii, Sinoadina racemosa, Strychnos axillaris, Strychnos lucida, Strychnos spinosa , Swertia angustifolia , Swertia calycina, Swertia chinensis, Swertia chirayita, Swertia cincta, Swertia erythrosticta, Swertia fasciculata, Swertia franchetiana, Swertia japonica , Swertia mileensis, Swertia macrosperma, Swertia nervosa, Swertia pseudochinensis, Swertia pubescens, Swertia punicea, Tabernaemontana cymosa, Triplostegia grandiflora, Tripterospermum japonicum and Tripterospermum lanceolatum. Based on a literature review very few articles have been published on (4aS,5S,6S)-5-ethenyl-6-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,4H,4aH,5H,6H-pyrano[3,4-c]pyran-1-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -1.4789   -1.1333   -2.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2112   -0.1753   -1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903    0.7108   -0.5150 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7623    0.6593    0.2845 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0950   -0.5374    0.3545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2907   -0.3649    0.2311 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8361   -1.0990   -0.7626 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1903   -0.8362   -0.8459 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8000   -1.3114   -2.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1476   -1.0075   -2.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8513   -1.5032    0.3452 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2258   -1.4580    0.2278 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3685   -0.7682    1.5806 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7676   -1.5134    2.6946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842   -0.6583    1.5996 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3534   -1.8100    2.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0072    1.1052    1.6791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9917    2.0959    1.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348    1.8747    1.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2789    2.7525    1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3519    3.6513    2.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3258    2.6100    0.3386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1020    1.7129   -0.7758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5004    0.4477   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854    0.6273    0.4616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8208   -1.7097   -2.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5484   -1.4321   -1.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1795    0.0245   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0859    1.8065   -0.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0335    1.4976   -0.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4695    0.7307    0.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3725    0.2697   -0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3138   -0.7956   -2.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178   -2.4196   -2.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2637   -0.0273   -2.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5162   -2.5741    0.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6493   -1.4870    1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8428    0.2307    1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747   -2.4376    2.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5921    0.1850    2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9267   -2.0700    2.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8814    2.9757    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1188    1.4479   -1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4856    2.1790   -1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2195    0.1847    0.6558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5368   -0.4155   -0.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0284   -0.2348    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4 17  1  0
 17 18  1  0
 18 19  2  0
 19 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 25  3  1  0
  3  2  1  0
  2  1  2  3
  6 15  1  0
 15 16  1  0
 15 13  1  0
 13 14  1  0
 13 11  1  0
 11 12  1  0
 11  8  1  0
  3  4  1  0
 20 19  1  0
 10 35  1  0
  9 33  1  0
  9 34  1  0
  8 32  1  1
  6 31  1  6
  4 30  1  6
 18 42  1  0
 25 47  1  1
 24 45  1  0
 24 46  1  0
 23 43  1  0
 23 44  1  0
  3 29  1  6
  2 28  1  0
  1 26  1  0
  1 27  1  0
 15 40  1  1
 16 41  1  0
 13 38  1  1
 14 39  1  0
 11 36  1  1
 12 37  1  0
M  END


  Mrv1652304282205052D          

 25 27  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   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
    0.7145   -0.4125    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
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   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
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  1 11  1  0  0  0  0
  3 12  1  6  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  6  0  0  0
 17 20  1  6  0  0  0
 16 21  1  1  0  0  0
 15 22  1  6  0  0  0
 22 23  1  0  0  0  0
  2 24  1  6  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0057682

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](O[C@@H]2OC=C3[C@@H](CCOC3=O)[C@@H]2C=C)[C@@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8-,10+,11+,12-,13-,15-,16-/m0/s1

> <INCHI_KEY>
VSJGJMKGNMDJCI-LBSCNUBJSA-N

> <FORMULA>
C16H22O9

> <MOLECULAR_WEIGHT>
358.343

> <EXACT_MASS>
358.126382288

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.73975930370485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aS,5S,6S)-5-ethenyl-6-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,4H,4aH,5H,6H-pyrano[3,4-c]pyran-1-one

> <ALOGPS_LOGP>
-1.13

> <JCHEM_LOGP>
-1.129194730333333

> <ALOGPS_LOGS>
-1.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.198719032317623

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.20701619363978

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847615592513

> <JCHEM_POLAR_SURFACE_AREA>
134.91000000000003

> <JCHEM_REFRACTIVITY>
81.44800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.69e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aS,5S,6S)-5-ethenyl-6-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H,4H,4aH,5H,6H-pyrano[3,4-c]pyran-1-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       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -8.002   0.000   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2    6   11                                                  
CONECT    2    1    3   24                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    1                                                       
CONECT   12    3   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18                                                            
CONECT   20   17                                                            
CONECT   21   16                                                            
CONECT   22   15   23                                                       
CONECT   23   22                                                            
CONECT   24    2   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₂O₉

Average Mass

358.3430 Da

Monoisotopic Mass

358.12638 Da

IUPAC Name

(4aS,5S,6S)-5-ethenyl-6-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,4H,4aH,5H,6H-pyrano[3,4-c]pyran-1-one

Traditional Name

(4aS,5S,6S)-5-ethenyl-6-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H,4H,4aH,5H,6H-pyrano[3,4-c]pyran-1-one

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](O[C@@H]2OC=C3[C@@H](CCOC3=O)[C@@H]2C=C)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8-,10+,11+,12-,13-,15-,16-/m0/s1

InChI Key

VSJGJMKGNMDJCI-LBSCNUBJSA-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
Adina racemosa	Plant	KNApSAcK
Alangium lamarckii	Plant	KNApSAcK
Alstonia rostrata	LOTUS Database	35616633
Amsonia orientalis	LOTUS Database	35616633
Anthocleista ambesiaca	Plant	KNApSAcK
Anthocleista grandiflora	LOTUS Database	35616633
Anthocleista nobilis	LOTUS Database	35616633
Anthocleista vogelii	Plant	KNApSAcK
Bhesa paniculata	LOTUS Database	35616633
Catharanthus roseus	Plant	KNApSAcK
Centaurium erythraea	Plant	KNApSAcK
Cephaelis acuminata Karsten	Plant	KNApSAcK
Cephaelis ipecacuanha	LOTUS Database	35616633
Chimarrhis turbinata	LOTUS Database	35616633
Chione venosa	LOTUS Database	35616633
Chione venosa (sw.) Urban var.venosa	Plant	KNApSAcK
Chironia baccifera	LOTUS Database	35616633
Citronella gongonha	LOTUS Database	35616633
Cornus officinalis	Plant	KNApSAcK
Curtia tenuifolia	LOTUS Database	35616633
Desfontainia spinosa	LOTUS Database	35616633
Dipsacus asperoides	Plant	KNApSAcK
Dipsacus laciniatus	LOTUS Database	35616633
Eucnide bartonioides	LOTUS Database	35616633
Fagraea auriculata	LOTUS Database	35616633
Fagraea fragrans	LOTUS Database	35616633
Fagraea gracilipes	LOTUS Database	35616633
Gentiana algida	Plant	KNApSAcK
Gentiana crassicaulis	Plant	KNApSAcK
Gentiana kurroo	Plant	KNApSAcK
Gentiana lawrencei	Plant	KNApSAcK
Gentiana loureirii	Plant	KNApSAcK
Gentiana lutea	Plant	KNApSAcK
Gentiana macrophylla	Plant	KNApSAcK
Gentiana manshurica	Plant	KNApSAcK
Gentiana officinalis	Plant	KNApSAcK
Gentiana olivieri	LOTUS Database	35616633
Gentiana rhodantha	Plant	KNApSAcK
Gentiana rigescens	Plant	KNApSAcK
Gentiana scabra	Plant	KNApSAcK
Gentiana septemfida	LOTUS Database	35616633
Gentiana siphonantha	LOTUS Database	35616633
Gentiana straminea	Plant	KNApSAcK
Gentiana thunbergii	LOTUS Database	35616633
Gentiana tibetica	LOTUS Database	35616633
Gentiana triflora	LOTUS Database	35616633
Gentiana verna	LOTUS Database	35616633
Gentianella bulgarica	LOTUS Database	35616633
Guettarda platypoda	LOTUS Database	35616633
Halenia elliptica	LOTUS Database	35616633
Hydrangea chinensis	Plant	KNApSAcK
Hydrangea macrophylla	LOTUS Database	35616633
Irlbachia alata	LOTUS Database	35616633
Lonicera angustifolia	LOTUS Database	35616633
Lonicera caerulea	LOTUS Database	35616633
Lonicera japonica	Plant	KNApSAcK
Lonicera quinquelocularis	Plant	KNApSAcK
Mentzelia decapetala	LOTUS Database	35616633
Mitragyna africanus WILLD.	Plant	KNApSAcK
Mitragyna inermis	Plant	KNApSAcK
Mitragyna speciosa	Plant	KNApSAcK
Nasa trianae	LOTUS Database	35616633
Neonauclea sessilifolia	Plant	KNApSAcK
Nyssa ogeche	LOTUS Database	35616633
Ophiorrhiza japonica	LOTUS Database	35616633
Ophiorrhiza kuroiwai	LOTUS Database	35616633
Ophiorrhiza liukiuensis	Plant	KNApSAcK
Pileostegia viburnoides var. glabrescens	Plant	KNApSAcK
Podophyllum hexandrum	Plant	KNApSAcK
Potalia amara	LOTUS Database	35616633
Radix gentianae	-	KNApSAcK
Scabiosa japonica	Plant	KNApSAcK
Schenkia spicata	LOTUS Database	35616633
Sertia mussotii	-	KNApSAcK
Sinoadina racemosa	Plant	KNApSAcK
Strychnos axillaris	Plant	KNApSAcK
Strychnos lucida	Plant	KNApSAcK
Strychnos spinosa	Plant	KNApSAcK
Swertia angustifolia	Plant	KNApSAcK
Swertia calycina	Plant	KNApSAcK
Swertia chinensis	Plant	KNApSAcK
Swertia chirata	LOTUS Database	35616633
Swertia cincta	Plant	KNApSAcK
Swertia erythrosticata	Plant	KNApSAcK
Swertia fasciculata	Plant	KNApSAcK
Swertia franchetiana	Plant	KNApSAcK
Swertia japonica	Plant	KNApSAcK
Swertia leducii	Plant	KNApSAcK
Swertia macrosperma	Plant	KNApSAcK
Swertia nervosa	Plant	KNApSAcK
Swertia pseudochinensis	Plant	KNApSAcK
Swertia pubescens	Plant	KNApSAcK
Swertia punicea	Plant	KNApSAcK
Tabernaemontana cymosa	LOTUS Database	35616633
Triplostegia grandiflora	LOTUS Database	35616633
Tripterospermum japonicum	Plant	KNApSAcK
Tripterospermum lanceolatum	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
Delta_valerolactone
Delta valerolactone
Oxane
Monosaccharide
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-1.1	ALOGPS
logP	-1.1	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.45 m³·mol⁻¹	ChemAxon
Polarizability	34.74 Å³	ChemAxon
Number of Rings	3	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

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

154497536

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Sweroside (NP0057682)

MOL for NP0057682 (Sweroside)

3D MOL for NP0057682 (Sweroside)

3D SDF for NP0057682 (Sweroside)

3D-SDF for NP0057682 (Sweroside)

PDB for NP0057682 (Sweroside)

3D PDB for NP0057682 (Sweroside)

SMILES for NP0057682 (Sweroside)

INCHI for NP0057682 (Sweroside)

Structure for NP0057682 (Sweroside)

3D Structure for NP0057682 (Sweroside)