NP-MRD: Showing NP-Card for (2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0271004)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 17:08:36 UTC

Updated at

2022-09-08 17:08:37 UTC

NP-MRD ID

NP0271004

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Lamiol belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. (2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Clinopodium vulgare, Lamium amplexicaule and Lamium purpureum. Based on a literature review very few articles have been published on Lamiol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309082219082D          

 26 28  0  0  1  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7079   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1368   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1154   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4782    1.6455    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  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  6  0  0  0
  5 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  6  0  0  0
 19 21  1  1  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -3.4032    2.2990    3.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4363    1.3147    2.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3494    0.9800    3.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4182    0.0689    2.6677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201   -0.2355    1.2751 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3742   -1.1786    0.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3871   -0.7349    0.0642 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5673   -1.3757   -1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4351   -0.6187   -1.9058 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5064   -1.1636   -3.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3861   -0.3685   -4.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8274   -0.5669   -1.3116 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6083    0.2330   -2.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6883    0.0669    0.0748 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9150    0.1691    0.7086 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177   -0.8111    0.8390 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5369   -0.3634    2.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9239   -0.5555    0.9323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2310   -0.7465   -0.5114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5879   -1.8842   -1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6345   -0.8973   -0.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    0.6207   -1.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123    1.5922    0.0236 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3614    2.4040   -0.4348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7422    0.7356    1.1874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0901    0.4237    1.0381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4056    3.1921    2.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4425    1.8878    3.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650    2.5382    4.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1691    1.4393    4.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2362    0.7382    0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    0.3500   -0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401    0.4171   -1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8746   -2.1920   -3.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5014   -1.0584   -3.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2508   -0.4904   -5.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2243   -1.5865   -1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8123    1.0902   -1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039    1.0543   -0.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6791   -0.0329    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1129   -1.8471    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310   -1.1676    2.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2964   -1.3644    1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9967   -2.4822   -0.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901   -1.5993   -2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3590   -2.5813   -1.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9276   -1.6859   -0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332    0.7451   -1.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8538    0.7297   -1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765    2.2717    0.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760    2.1707    0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4737    0.0560    1.8829 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  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
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  1
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  1
 25  2  1  0
 16  7  1  0
 25 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  5 31  1  6
  7 32  1  6
  9 33  1  6
 10 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  1
 13 38  1  0
 14 39  1  6
 15 40  1  0
 16 41  1  1
 17 42  1  0
 18 43  1  1
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  1
 24 51  1  0
 26 52  1  0
M  END

  Mrv1652309082219082D          

 26 28  0  0  1  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7079   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1368   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1154   -1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4782    1.6455    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  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  6  0  0  0
  5 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  6  0  0  0
 19 21  1  1  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
  2 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0271004

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2[C@@](C)(O)C[C@@H](O)[C@]12O

> <INCHI_IDENTIFIER>
InChI=1S/C16H26O10/c1-6-5-24-14(12-15(2,22)3-8(18)16(6,12)23)26-13-11(21)10(20)9(19)7(4-17)25-13/h5,7-14,17-23H,3-4H2,1-2H3/t7-,8-,9-,10+,11-,12-,13+,14+,15+,16-/m1/s1

> <INCHI_KEY>
IPTRSKQQZMUJQM-AEKJLLHFSA-N

> <FORMULA>
C16H26O10

> <MOLECULAR_WEIGHT>
378.374

> <EXACT_MASS>
378.152597037

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.67090087886869

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(1S,4aR,5R,7S,7aR)-4a,5,7-trihydroxy-4,7-dimethyl-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
-3.9679460083333327

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.71523870277024

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.093552096025855

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847602351602

> <JCHEM_POLAR_SURFACE_AREA>
169.29999999999998

> <JCHEM_REFRACTIVITY>
83.48589999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(1S,4aR,5R,7S,7aR)-4a,5,7-trihydroxy-4,7-dimethyl-1H,5H,6H,7aH-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.454   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.454  -4.620   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.788  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.788  -6.930   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.454  -7.700   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.122  -4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.455  -5.390   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.122  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.455  -2.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.788  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.949  -1.883   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.989  -1.246   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.846   3.481   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.626   3.072   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    7   17                                                  
CONECT   17   16                                                            
CONECT   18    5   19   25                                                  
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    2   18   26                                             
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₆O₁₀

Average Mass

378.3740 Da

Monoisotopic Mass

378.15260 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2[C@@](C)(O)C[C@@H](O)[C@]12O

InChI Identifier

InChI=1S/C16H26O10/c1-6-5-24-14(12-15(2,22)3-8(18)16(6,12)23)26-13-11(21)10(20)9(19)7(4-17)25-13/h5,7-14,17-23H,3-4H2,1-2H3/t7-,8-,9-,10+,11-,12-,13+,14+,15+,16-/m1/s1

InChI Key

IPTRSKQQZMUJQM-AEKJLLHFSA-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
Clinopodium vulgare	LOTUS Database	35616633
Lamium amplexicaule	LOTUS Database	35616633
Lamium purpureum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Iridoid O-glycosides

Alternative Parents

Substituents

Iridoid o-glycoside
Hexose monosaccharide
Glycosyl compound
Iridoid-skeleton
O-glycosyl compound
Bicyclic monoterpenoid
Monoterpenoid
Monosaccharide
Oxane
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00010596

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

15560023

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0271004)

MOL for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0271004 ((2s,3r,4s,5s,6r)-2-{[(1s,4ar,5r,7s,7ar)-4a,5,7-trihydroxy-4,7-dimethyl-1h,5h,6h,7ah-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)