NP-MRD: Showing NP-Card for (-)-Podorhizol (NP0054882)

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Record Information

Version

1.0

Created at

2022-04-28 01:05:34 UTC

Updated at

2022-04-28 01:05:34 UTC

NP-MRD ID

NP0054882

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Podorhizol

Description

Podorhizol belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. (-)-Podorhizol is found in Condea verticillata, Hernandia ovigera , Hernandia sonora, Hyptis verticillata , Juniperus sabina and Juniperus thurifera. It was first documented in 2000 (PMID: 35476376). Based on a literature review a significant number of articles have been published on podorhizol (PMID: 14987061) (PMID: 35477185) (PMID: 31851898) (PMID: 12612407).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282203052D          

 30 33  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7342   -0.6120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4793   -1.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9642   -2.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543   -1.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993   -0.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5188   -0.3570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1319   -0.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9165   -0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5296   -1.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3581   -2.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5735   -2.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9604   -1.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4020   -3.0751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6173   -3.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9712   -2.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7558   -2.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142   -0.9512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9273   -1.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6903    0.4499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  2 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  6  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.2268   -0.0150    3.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9308    0.1126    2.5429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1915   -0.0129    1.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236   -0.2525    1.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1228   -0.3713    0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -0.6228    0.2099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3151   -1.6218   -0.7149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    0.5728   -0.0809 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1259    1.5664    1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6196    2.5965    1.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.1593    1.9651 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639    0.1128    1.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6181    0.1056   -0.0324 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5092    1.0327   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196    0.5850   -0.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4006   -0.3467   -1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7084   -0.7785   -1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6060   -0.2948   -0.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1733    0.6218    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8488    1.0383    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2843    0.9093    0.9717 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2074   -0.1753    0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9633   -0.5547   -0.5206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7918   -0.2500   -0.9860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1593   -0.0102   -1.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8083    0.1076   -2.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0589   -0.0195   -3.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8382    0.1046    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1941    0.3422    0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0583   -0.7817    0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917   -0.9966    3.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8891    0.1542    4.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234    0.7735    3.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -0.3384    2.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3837   -1.0187    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -1.1735   -1.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    1.0273   -1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8980    0.3520    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -0.8647    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6060   -0.9285   -0.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1723    1.2521   -1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4620    2.0289   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7364   -0.7479   -2.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0160   -1.5086   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680    1.7627    0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8501   -1.0013    1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2417    0.1237    1.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2813   -0.3361   -1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6853    0.1436   -4.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294   -1.0164   -3.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2454    0.7387   -3.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8862   -1.3092   -0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1332   -0.4763    0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8347   -1.5006    0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 29 30  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  2  0
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  2  0
 28  3  1  0
  9  8  1  0
 20 15  1  0
 19 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
 24 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
  6 35  1  1
  7 36  1  0
  8 37  1  6
 13 40  1  6
 14 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 22 46  1  0
 22 47  1  0
 20 45  1  0
 12 38  1  0
 12 39  1  0
M  END


  Mrv1652304282203052D          

 30 33  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7342   -0.6120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4793   -1.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9642   -2.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543   -1.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993   -0.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5188   -0.3570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1319   -0.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9165   -0.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5296   -1.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3581   -2.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5735   -2.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9604   -1.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4020   -3.0751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6173   -3.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9712   -2.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7558   -2.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142   -0.9512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9273   -1.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6903    0.4499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  2 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0054882

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)[C@@H](O)[C@@H]1[C@@H](CC2=CC=C3OCOC3=C2)COC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O8/c1-25-17-8-13(9-18(26-2)21(17)27-3)20(23)19-14(10-28-22(19)24)6-12-4-5-15-16(7-12)30-11-29-15/h4-5,7-9,14,19-20,23H,6,10-11H2,1-3H3/t14-,19-,20+/m0/s1

> <INCHI_KEY>
UNWCWBJEKCTIML-PNHOKKKMSA-N

> <FORMULA>
C22H24O8

> <MOLECULAR_WEIGHT>
416.426

> <EXACT_MASS>
416.147117733

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.09284040005777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-3-[(S)-hydroxy(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.2895717493333327

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.861850081686761

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2966267742702104

> <JCHEM_POLAR_SURFACE_AREA>
92.68000000000002

> <JCHEM_REFRACTIVITY>
105.2642

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
podorhizol

> <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       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.591   1.303   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.591  -0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.837  -1.142   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.361  -2.607   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.266  -3.853   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.821  -2.607   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.345  -1.142   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.302  -0.666   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.446  -1.697   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.911  -1.221   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.055  -2.252   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.735  -3.758   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.270  -4.234   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.126  -3.203   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.950  -5.740   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.486  -6.216   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.880  -4.788   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      16.344  -4.312   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      15.520  -1.776   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.664  -2.806   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.622   0.840   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    2   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   11                                                       
CONECT   17   12   18   30                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   21   27                                                       
CONECT   27   26                                                            
CONECT   28   20   29                                                       
CONECT   29   28                                                            
CONECT   30   17                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
Podorhizol, (3alpha(s*),4beta)-(+-)-isomer	MeSH

Chemical Formula

C₂₂H₂₄O₈

Average Mass

416.4260 Da

Monoisotopic Mass

416.14712 Da

IUPAC Name

(3S,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-3-[(S)-hydroxy(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one

Traditional Name

podorhizol

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)[C@@H](O)[C@@H]1[C@@H](CC2=CC=C3OCOC3=C2)COC1=O

InChI Identifier

InChI=1S/C22H24O8/c1-25-17-8-13(9-18(26-2)21(17)27-3)20(23)19-14(10-28-22(19)24)6-12-4-5-15-16(7-12)30-11-29-15/h4-5,7-9,14,19-20,23H,6,10-11H2,1-3H3/t14-,19-,20+/m0/s1

InChI Key

UNWCWBJEKCTIML-PNHOKKKMSA-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
Condea verticillata	LOTUS Database	35616633
Hernandia ovigera	Plant	KNApSAcK
Hernandia sonora	LOTUS Database	35616633
Hyptis verticillata	Plant	KNApSAcK
Juniperus sabina	Plant	KNApSAcK
Juniperus thurifera	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

Dibenzylbutyrolactone lignans

Alternative Parents

Substituents

Dibenzylbutyrolactone
Lignan lactone
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Gamma butyrolactone
Benzenoid
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Lactone
Ether
Oxacycle
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Aromatic alcohol
Alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:37394 )
secondary alcohol (CHEBI:37394 )
benzyl alcohols (CHEBI:37394 )
benzodioxoles (CHEBI:37394 )
gamma-lactone (CHEBI:37394 )

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	2.68	ALOGPS
logP	2.29	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	92.68 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.26 m³·mol⁻¹	ChemAxon
Polarizability	43.09 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00002598

Chemspider ID

8107345

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9931715

PDB ID

Not Available

ChEBI ID

37394

Good Scents ID

Not Available

References

General References

Pettit GR, Meng Y, Gearing RP, Herald DL, Pettit RK, Doubek DL, Chapuis JC, Tackett LP: Antineoplastic agents. 522. Hernandia peltata (Malaysia) and Hernandia nymphaeifolia (Republic of Maldives). J Nat Prod. 2004 Feb;67(2):214-20. doi: 10.1021/np030125s. [PubMed:14987061 ]
Nagendra L, Boro H, Mannar V: Bacterial Infections in Diabetes. 2000. [PubMed:35476376 ]
Mungmunpuntipantip R, Wiwanitkit V: Antineutrophil cytoplasmic antibody, glomerulonephritis and inactivated SARS-CoV-2 vaccine: comment on the article by Garcia et al. ACR Open Rheumatol. 2022 Apr 27. doi: 10.1002/acr2.11438. [PubMed:35477185 ]
Liu C, Zhang C, He T, Sun L, Wang Q, Han S, Wang W, Kong J, Yuan F, Huang J: Study on potential toxic material base and mechanisms of hepatotoxicity induced by Dysosma versipellis based on toxicological evidence chain (TEC) concept. Ecotoxicol Environ Saf. 2020 Mar 1;190:110073. doi: 10.1016/j.ecoenv.2019.110073. Epub 2019 Dec 15. [PubMed:31851898 ]
Zhao C, Nagatsu A, Hatano K, Shirai N, Kato S, Ogihara Y: New lignan glycosides from Chinese medicinal plant, Sinopodophillum emodi. Chem Pharm Bull (Tokyo). 2003 Mar;51(3):255-61. doi: 10.1248/cpb.51.255. [PubMed:12612407 ]

Showing NP-Card for (-)-Podorhizol (NP0054882)

MOL for NP0054882 ((-)-Podorhizol)

3D MOL for NP0054882 ((-)-Podorhizol)

3D SDF for NP0054882 ((-)-Podorhizol)

3D-SDF for NP0054882 ((-)-Podorhizol)

PDB for NP0054882 ((-)-Podorhizol)

3D PDB for NP0054882 ((-)-Podorhizol)

SMILES for NP0054882 ((-)-Podorhizol)

INCHI for NP0054882 ((-)-Podorhizol)

Structure for NP0054882 ((-)-Podorhizol)

3D Structure for NP0054882 ((-)-Podorhizol)