NP-MRD: Showing NP-Card for (-)-Osmanthuside H (NP0071575)

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Record Information

Version

2.0

Created at

2022-04-28 16:56:11 UTC

Updated at

2022-04-28 16:56:11 UTC

NP-MRD ID

NP0071575

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Osmanthuside H

Description

Osmanthuside H 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. (-)-Osmanthuside H is found in Adina polycephala Benth, Tabebuia impetiginosa , Holmskioldia sanguinea, Ipomoea nil, Miliusa balansae, Phellodendron amurense and Sargentodoxa cuneata. (-)-Osmanthuside H was first documented in 2004 (PMID: 15280007). Based on a literature review a small amount of articles have been published on Osmanthuside H (PMID: 20575386) (PMID: 20617678) (PMID: 20707194) (PMID: 19086636).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218562D          

 30 32  0  0  1  0            999 V2000
    2.7053   -8.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1902   -9.5456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0107   -9.4594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4956  -10.1268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1600  -10.8805    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3396  -10.9667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8546  -10.2993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0342  -10.3855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0040  -11.7204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6450  -11.5479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161  -10.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8010  -10.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6215  -10.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1064  -11.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9269  -11.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118  -11.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763  -12.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2558  -12.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7709  -12.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5612  -13.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0408   -8.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -7.4570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7309   -7.4570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760   -6.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8109   -6.6724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5955   -6.4175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7384   -5.4687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5484   -5.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284   -4.7586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  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  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  6  0  0  0
  6  9  1  1  0  0  0
  5 10  1  6  0  0  0
  4 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
  1 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 28  1  1  0  0  0
 25 29  1  6  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
   -7.4294   -2.9009   -0.4554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5388   -2.3494    0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2286   -2.1191   -0.2506 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6874   -3.2835   -0.7545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3190   -1.0446   -1.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3617   -0.0993   -1.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4096   -0.6537   -0.1952 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6583    0.3021    0.4412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221    0.0694    0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4098    1.1055    0.8182 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8550    0.8046    0.4716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7337    1.8320    0.2839 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9363    1.3771   -0.1865 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9395    1.7044    0.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3018    1.2242    0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3608   -0.2353    0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0362   -0.7851   -1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826   -2.1653   -1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -2.9837   -0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4989   -4.3626   -0.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7838   -2.4562    0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7288   -1.0733    1.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744    2.8023   -0.7081 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9732    3.6668   -1.2693 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0370    3.4953    0.1599 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5526    4.5670   -0.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9447    2.4423    0.5651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6354    2.9509    1.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2384   -1.5034    0.7445 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4782   -2.4736    1.3739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3309   -2.5250   -0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3800   -2.9691    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8951   -1.3483    0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6995   -3.3023   -0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2552   -1.4948   -2.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3197   -0.5433   -1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7865   -1.3695   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0266   -0.9638    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2023    0.1348   -0.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5306    0.8751    1.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8740    2.3490    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0404    2.7892    0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7266    1.2016    1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5245    1.7832   -0.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0368    1.5442    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7421   -0.1357   -1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8252   -2.5867   -2.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2620   -4.7604   -1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0759   -3.0655    1.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9847   -0.6532    2.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4762    2.2189   -1.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377    3.3639   -2.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560    3.8575    1.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792    5.1567   -0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7357    2.4223   -0.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485    3.8290    1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278   -0.8793    1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894   -2.7834    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  0
  6  7  1  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
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 12 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
  7 29  1  0
 29 30  1  0
 29  3  1  0
 27 10  1  0
 22 16  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  6
  9 38  1  0
  9 39  1  0
 10 40  1  1
 12 41  1  1
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  6
 24 52  1  0
 25 53  1  1
 26 54  1  0
 27 55  1  6
 28 56  1  0
 29 57  1  1
 30 58  1  0
M  END


  Mrv1652304282218562D          

 30 32  0  0  1  0            999 V2000
    2.7053   -8.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1902   -9.5456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0107   -9.4594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4956  -10.1268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1600  -10.8805    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3396  -10.9667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8546  -10.2993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0342  -10.3855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0040  -11.7204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6450  -11.5479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161  -10.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8010  -10.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6215  -10.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1064  -11.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9269  -11.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118  -11.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763  -12.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2558  -12.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7709  -12.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5612  -13.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0408   -8.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -7.4570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7309   -7.4570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760   -6.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8109   -6.6724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5955   -6.4175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7384   -5.4687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5484   -5.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284   -4.7586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  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  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  6  0  0  0
  6  9  1  1  0  0  0
  5 10  1  6  0  0  0
  4 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
  1 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 28  1  1  0  0  0
 25 29  1  6  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0071575

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@@H](OCCC3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O11/c20-8-19(26)9-29-18(16(19)25)28-7-12-13(22)14(23)15(24)17(30-12)27-6-5-10-1-3-11(21)4-2-10/h1-4,12-18,20-26H,5-9H2/t12-,13-,14+,15-,16+,17-,18-,19-/m1/s1

> <INCHI_KEY>
IVRQZYXJBVMHCW-OTCFHACESA-N

> <FORMULA>
C19H28O11

> <MOLECULAR_WEIGHT>
432.422

> <EXACT_MASS>
432.163161722

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.520911791398234

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6R)-2-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.44

> <JCHEM_LOGP>
-1.856342773666667

> <ALOGPS_LOGS>
-1.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.715271102109416

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.188822260830854

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1423790163389214

> <JCHEM_POLAR_SURFACE_AREA>
178.53

> <JCHEM_REFRACTIVITY>
98.69330000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R,6R)-2-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       5.050 -16.573   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.955 -17.818   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.487 -17.657   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.392 -18.903   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.765 -20.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.234 -20.471   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.329 -19.225   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.797 -19.386   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.607 -21.878   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.671 -21.556   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       9.923 -18.742   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.829 -19.988   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.360 -19.827   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.265 -21.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.797 -20.912   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.702 -22.158   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.076 -23.565   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.544 -23.726   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.639 -22.480   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      15.981 -24.811   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.676 -15.166   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.771 -13.920   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.231 -13.920   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.755 -12.455   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.247 -12.455   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.712 -11.979   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.245 -10.208   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.757 -10.208   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.973  -8.883   0.000  0.00  0.00           O+0
CONECT    1    2   21                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    6                                                            
CONECT   10    5                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17                                                            
CONECT   21    1   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   28   29                                             
CONECT   26   25   22   27                                                  
CONECT   27   26                                                            
CONECT   28   25                                                            
CONECT   29   25   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
2-(4-Hydroxyphenyl)ethyl-beta-D-apiosyl-(1-6)-beta-D-glucopyranoside	MeSH

Chemical Formula

C₁₉H₂₈O₁₁

Average Mass

432.4220 Da

Monoisotopic Mass

432.16316 Da

IUPAC Name

(2R,3S,4S,5R,6R)-2-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxane-3,4,5-triol

Traditional Name

(2R,3S,4S,5R,6R)-2-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@@H](OCCC3=CC=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O

InChI Identifier

InChI=1S/C19H28O11/c20-8-19(26)9-29-18(16(19)25)28-7-12-13(22)14(23)15(24)17(30-12)27-6-5-10-1-3-11(21)4-2-10/h1-4,12-18,20-26H,5-9H2/t12-,13-,14+,15-,16+,17-,18-,19-/m1/s1

InChI Key

IVRQZYXJBVMHCW-OTCFHACESA-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 polycephala Benth	Plant	KNApSAcK
Handroanthus impetiginosus	Plant	KNApSAcK
Holmskioldia sanguinea	LOTUS Database	35616633
Ipomoea nil	LOTUS Database	35616633
Miliusa balansae	LOTUS Database	35616633
Phellodendron amurense	LOTUS Database	35616633
Sargentodoxa cuneata	Plant	KNApSAcK

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

Disaccharide
O-glycosyl compound
Tyrosol derivative
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Monocyclic benzene moiety
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Organoheterocyclic compound
Acetal
Polyol
Oxacycle
Primary alcohol
Hydrocarbon derivative
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	-1.4	ALOGPS
logP	-1.9	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	10.19	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	178.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	98.69 m³·mol⁻¹	ChemAxon
Polarizability	42.52 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00030899

Chemspider ID

167023

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

192437

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Huang X, Yin Z, Ye W, Shen W: [Chemical constituents from fruits of Ligustrum lucidum]. Zhongguo Zhong Yao Za Zhi. 2010 Apr;35(7):861-4. doi: 10.4268/cjcmm20100712. [PubMed:20575386 ]
Lin S, Liu M, Wang S, Li S, Yang Y, Shi J: [Phenolic and phenylethanoidal glycosides from branch of Fraxinus sieboldiana]. Zhongguo Zhong Yao Za Zhi. 2010 Apr;35(8):992-6. doi: 10.4268/cjcmm20100811. [PubMed:20617678 ]
Zhang Y, Gan M, Li S, Wang S, Zhu C, Yang Y, Hu J, Chen N, Shi J: [Chemical constituents of stems and branches of Adina polycephala]. Zhongguo Zhong Yao Za Zhi. 2010 May;35(10):1261-71. doi: 10.4268/cjcmm20101010. [PubMed:20707194 ]
Ma ZJ, Zhao ZJ: [Studies on chemical constituents from stem barks of Fraxinus paxiana]. Zhongguo Zhong Yao Za Zhi. 2008 Aug;33(16):1990-3. [PubMed:19086636 ]
Warashina T, Nagatani Y, Noro T: Constituents from the bark of Tabebuia impetiginosa. Phytochemistry. 2004 Jul;65(13):2003-11. doi: 10.1016/j.phytochem.2004.06.012. [PubMed:15280007 ]

Showing NP-Card for (-)-Osmanthuside H (NP0071575)

MOL for NP0071575 ((-)-Osmanthuside H)

3D MOL for NP0071575 ((-)-Osmanthuside H)

3D SDF for NP0071575 ((-)-Osmanthuside H)

3D-SDF for NP0071575 ((-)-Osmanthuside H)

PDB for NP0071575 ((-)-Osmanthuside H)

3D PDB for NP0071575 ((-)-Osmanthuside H)

SMILES for NP0071575 ((-)-Osmanthuside H)

INCHI for NP0071575 ((-)-Osmanthuside H)

Structure for NP0071575 ((-)-Osmanthuside H)

3D Structure for NP0071575 ((-)-Osmanthuside H)