NP-MRD: Showing NP-Card for (3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate (NP0151536)

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Record Information

Version

2.0

Created at

2022-09-02 07:51:42 UTC

Updated at

2022-09-02 07:51:43 UTC

NP-MRD ID

NP0151536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate

Description

Ledebouriellol belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety. (3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate is found in Saposhnikovia divaricata. (3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate was first documented in 2010 (PMID: 20815209). Based on a literature review a small amount of articles have been published on Ledebouriellol (PMID: 26833192) (PMID: 22532346).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022209512D          

 27 29  0  0  1  0            999 V2000
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 O   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
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    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
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7240   -0.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113   -0.0288    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  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
 15 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  2  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    5.9786   -1.1750   -1.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1062   -0.7276   -0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0643   -0.3129    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3072    0.1176    1.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7274   -0.2794   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5359   -0.6451   -1.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    0.1503    0.4679 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3131    0.1872   -0.0874 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3905   -0.7647    0.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0328   -0.5189    0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443    0.8122    0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614    1.1433    0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7213    0.1471    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9940    0.4550   -0.1033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9566   -0.4227   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3780    0.0318   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6795    0.1820   -1.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6438   -1.7681   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3183   -2.1502   -0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -3.3407    0.0403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3504   -1.1775    0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9992   -1.4947    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538   -2.8167    0.3575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4376    1.7591    0.5153 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8340    1.6055   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    2.4862    0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8448    2.1831   -1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6321   -0.3577   -2.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9631   -1.4917   -2.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368   -2.0826   -1.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1020   -0.7395    0.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3416    0.3994    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6212    0.9968    1.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9305   -0.6589    2.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4095   -0.1809   -1.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6276   -0.6541    1.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -1.8094    0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0713    2.1767    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0913   -0.6625    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4395    1.0513    0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7957    1.1452   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4320   -2.5051   -0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569   -3.2075    0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    1.8779    1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2512    3.3687    1.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628    2.7623    0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0432    1.9236   -2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231    1.7085   -1.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0681    3.2730   -1.4806 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 25  8  1  0
 21 13  1  0
 22 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  4 32  1  0
  4 33  1  0
  4 34  1  0
  8 35  1  6
  9 36  1  0
  9 37  1  0
 26 44  1  0
 26 45  1  0
 26 46  1  0
 27 47  1  0
 27 48  1  0
 27 49  1  0
 12 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 23 43  1  0
M  END


  Mrv1652309022209512D          

 27 29  0  0  1  0            999 V2000
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 O   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
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    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
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    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
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7240   -0.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113   -0.0288    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  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
 15 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  2  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0151536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(\C)C(=O)O[C@H]1CC2=C(OC1(C)C)C=C1OC(CO)=CC(=O)C1=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O7/c1-5-10(2)19(24)26-16-7-12-14(27-20(16,3)4)8-15-17(18(12)23)13(22)6-11(9-21)25-15/h5-6,8,16,21,23H,7,9H2,1-4H3/b10-5-/t16-/m0/s1

> <INCHI_KEY>
KKDRQZCQNSHBHY-AVFOEOQDSA-N

> <FORMULA>
C20H22O7

> <MOLECULAR_WEIGHT>
374.389

> <EXACT_MASS>
374.136553048

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.38165711505013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S)-9-hydroxy-13-(hydroxymethyl)-5,5-dimethyl-11-oxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),9,12-tetraen-6-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.20

> <JCHEM_LOGP>
3.3330492073333327

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.089907529041145

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.182490721398707

> <JCHEM_PKA_STRONGEST_BASIC>
-3.083479075551968

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
99.25389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-9-hydroxy-13-(hydroxymethyl)-5,5-dimethyl-11-oxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),9,12-tetraen-6-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.669  -0.000   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.818  -1.306   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.541  -0.054   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   13   22                                                  
CONECT   22   21   10   23                                                  
CONECT   23   22                                                            
CONECT   24   11   25                                                       
CONECT   25   24    8   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₇

Average Mass

374.3890 Da

Monoisotopic Mass

374.13655 Da

IUPAC Name

(6S)-9-hydroxy-13-(hydroxymethyl)-5,5-dimethyl-11-oxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),9,12-tetraen-6-yl (2Z)-2-methylbut-2-enoate

Traditional Name

(6S)-9-hydroxy-13-(hydroxymethyl)-5,5-dimethyl-11-oxo-4,14-dioxatricyclo[8.4.0.0^{3,8}]tetradeca-1,3(8),9,12-tetraen-6-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

C\C=C(\C)C(=O)O[C@H]1CC2=C(OC1(C)C)C=C1OC(CO)=CC(=O)C1=C2O

InChI Identifier

InChI=1S/C20H22O7/c1-5-10(2)19(24)26-16-7-12-14(27-20(16,3)4)8-15-17(18(12)23)13(22)6-11(9-21)25-15/h5-6,8,16,21,23H,7,9H2,1-4H3/b10-5-/t16-/m0/s1

InChI Key

KKDRQZCQNSHBHY-AVFOEOQDSA-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
Saposhnikovia divaricata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranochromenes

Alternative Parents

Substituents

Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid ester
Pyranone
Fatty acyl
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid derivative
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
Primary alcohol
Aromatic alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.2	ALOGPS
logP	3.33	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	99.25 m³·mol⁻¹	ChemAxon
Polarizability	39.38 Å³	ChemAxon
Number of Rings	3	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

Not Available

Chemspider ID

4477394

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318962

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kamino T, Shimokura T, Morita Y, Tezuka Y, Nishizawa M, Tanaka K: Comparative analysis of the constituents in Saposhnikoviae Radix and Glehniae Radix cum Rhizoma by monitoring inhibitory activity of nitric oxide production. J Nat Med. 2016 Apr;70(2):253-9. doi: 10.1007/s11418-016-0969-1. Epub 2016 Feb 1. [PubMed:26833192 ]
Skalicka-Wozniak K, Mroczek T, Garrard I, Glowniak K: Isolation of the minor and rare constituents from fruits of Peucedanum alsaticum L. using high-performance counter-current chromatography. J Sep Sci. 2012 Apr;35(7):790-7. doi: 10.1002/jssc.201100815. [PubMed:22532346 ]
Zhao B, Yang X, Yang X, Zhang L: [Chemical constituents of roots of Saposhnikovia divaricata]. Zhongguo Zhong Yao Za Zhi. 2010 Jun;35(12):1569-72. doi: 10.4268/cjcmm20101214. [PubMed:20815209 ]
LOTUS database [Link]

Showing NP-Card for (3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate (NP0151536)

MOL for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)

3D MOL for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)

3D SDF for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)

3D-SDF for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)

PDB for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)

3D PDB for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)

SMILES for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)

INCHI for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)

Structure for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)

3D Structure for NP0151536 ((3s)-5-hydroxy-8-(hydroxymethyl)-2,2-dimethyl-6-oxo-3h,4h-pyrano[3,2-g]chromen-3-yl (2z)-2-methylbut-2-enoate)