NP-MRD: Showing NP-Card for Methyllinderatin (NP0055377)

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Record Information

Version

2.0

Created at

2022-04-28 01:26:41 UTC

Updated at

2022-04-28 01:26:41 UTC

NP-MRD ID

NP0055377

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Methyllinderatin

Description

Methyllinderatin belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, methyllinderatin is considered to be a flavonoid. Methyllinderatin is found in Lindera umbellata , Piper aduncum and Piper hostmannianum. Methyllinderatin was first documented in 2007 (PMID: 17397884). Based on a literature review a small amount of articles have been published on Methyllinderatin (PMID: 34961034) (PMID: 25860504).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282203262D          

 30 32  0  0  1  0            999 V2000
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  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
    0.0000    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  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
    2.6283   -1.0799    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
   -0.7145    1.2375    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
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 15  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 20 27  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  0  0  0  0
 12 30  1  0  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
   -1.2644    3.9276   -1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5900    2.6838   -1.0839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399    1.8152   -0.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6749    2.1031   -0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737    1.1921   -0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9249    1.5631   -0.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1563   -0.0021    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1613   -1.0318    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813   -2.0949    1.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5746   -0.9311    0.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4878   -0.6104    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9032   -0.5520    0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4687    0.6044    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7733    0.6381    0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5117   -0.5108    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9612   -1.6744    0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6473   -1.7054    0.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2182   -0.2862    0.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7100   -1.4337    0.9157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1381    0.6308   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671    0.2975   -0.3503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4531   -1.1196   -0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2172   -2.1237   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0002   -3.4762   -1.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3944   -1.9909    0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0082   -1.0464    1.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4211    0.2300    0.8849 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5384    1.2814    0.7373 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4238    1.0797   -0.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3490    1.2944    1.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0954    4.3192   -2.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2943    4.0133   -2.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1980    4.6401   -0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0531    3.0458   -1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2235    2.4426   -0.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -1.9944    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8023   -0.3660   -0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2093    0.3322    2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4372   -1.4379    2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9058    1.5280    0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2179    1.5486   -0.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5372   -0.5266   -0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5162   -2.5939    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2473   -2.6370    1.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3482   -2.2123    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0477    0.9013   -1.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5981   -1.2862   -1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7283   -3.6191   -2.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9670   -3.6589   -1.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2843   -4.2376   -0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2516   -1.6642   -0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6971   -2.9356    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3354   -1.6116    2.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9240   -0.8649    1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853    0.6338    1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0829    2.2956    0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8189    2.0985   -0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3682    0.5317   -0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9789    0.6820   -1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2660    0.6576    1.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7829    2.3203    2.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8557    0.9036    2.8867 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  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 20  3  1  0
 27 21  1  0
 17 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 19 45  1  0
 21 46  1  6
 22 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  1
 28 56  1  6
 29 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
M  END


  Mrv1652304282203262D          

 30 32  0  0  1  0            999 V2000
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  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
    0.0000    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  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
    2.6283   -1.0799    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
   -0.7145    1.2375    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
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 15  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 20 27  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  1  0  0  0  0
 12 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0055377

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1[C@H]1C=C(C)CC[C@@H]1C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O4/c1-16(2)19-12-10-17(3)14-20(19)24-23(30-4)15-22(28)25(26(24)29)21(27)13-11-18-8-6-5-7-9-18/h5-9,14-16,19-20,28-29H,10-13H2,1-4H3/t19-,20+/m1/s1

> <INCHI_KEY>
OJZQYJGQIQVZMQ-UXHICEINSA-N

> <FORMULA>
C26H32O4

> <MOLECULAR_WEIGHT>
408.538

> <EXACT_MASS>
408.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
46.941705357674465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{2,6-dihydroxy-4-methoxy-3-[(1R,6R)-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-yl]phenyl}-3-phenylpropan-1-one

> <ALOGPS_LOGP>
5.32

> <JCHEM_LOGP>
7.360035626

> <ALOGPS_LOGS>
-5.04

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.079955530015651

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.751466881815498

> <JCHEM_PKA_STRONGEST_BASIC>
-4.661512070186142

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
121.4971

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyllinderatin

> <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       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.906  -2.016   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    2    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13   30                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   28                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   11   17                                                  
CONECT   17   16                                                            
CONECT   18   15   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   20                                                            
CONECT   28   14   29                                                       
CONECT   29   28                                                            
CONECT   30   12                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₂O₄

Average Mass

408.5380 Da

Monoisotopic Mass

408.23006 Da

IUPAC Name

1-{2,6-dihydroxy-4-methoxy-3-[(1R,6R)-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-yl]phenyl}-3-phenylpropan-1-one

Traditional Name

methyllinderatin

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1[C@H]1C=C(C)CC[C@@H]1C(C)C

InChI Identifier

InChI=1S/C26H32O4/c1-16(2)19-12-10-17(3)14-20(19)24-23(30-4)15-22(28)25(26(24)29)21(27)13-11-18-8-6-5-7-9-18/h5-9,14-16,19-20,28-29H,10-13H2,1-4H3/t19-,20+/m1/s1

InChI Key

OJZQYJGQIQVZMQ-UXHICEINSA-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
Lindera umbellata	Plant	KNApSAcK
Piper aduncum	Plant	KNApSAcK
Piper hostmannianum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxy-dihydrochalcones

Alternative Parents

Substituents

2'-hydroxy-dihydrochalcone
Cinnamylphenol
Alkyl-phenylketone
Butyrophenone
Methoxyphenol
Monocyclic monoterpenoid
Monoterpenoid
Aromatic monoterpenoid
P-menthane monoterpenoid
Phenylketone
Phenoxy compound
Benzoyl
Phenol ether
Resorcinol
Anisole
Methoxybenzene
Aryl ketone
Aryl alkyl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120503 )

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	5.32	ALOGPS
logP	7.36	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.75	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	121.5 m³·mol⁻¹	ChemAxon
Polarizability	46.94 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

C00008016

Chemspider ID

24958880

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42607684

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Portet B, Fabre N, Roumy V, Gornitzka H, Bourdy G, Chevalley S, Sauvain M, Valentin A, Moulis C: Activity-guided isolation of antiplasmodial dihydrochalcones and flavanones from Piper hostmannianum var. berbicense. Phytochemistry. 2007 May;68(9):1312-20. doi: 10.1016/j.phytochem.2007.02.006. Epub 2007 Mar 29. [PubMed:17397884 ]
Cardenas-Laverde D, Barbosa-Cornelio R, Coy-Barrera E: Antifungal Activity against Fusarium oxysporum of Botanical End-Products: An Integration of Chemical Composition and Antifungal Activity Datasets to Identify Antifungal Bioactives. Plants (Basel). 2021 Nov 24;10(12). pii: plants10122563. doi: 10.3390/plants10122563. [PubMed:34961034 ]
Dethe DH, Dherange BD: Enantioselective total syntheses of (+)-hostmanin A, (-)-linderol A, (+)-methyllinderatin and structural reassignment of adunctin E. J Org Chem. 2015 May 1;80(9):4526-31. doi: 10.1021/acs.joc.5b00331. Epub 2015 Apr 17. [PubMed:25860504 ]

Showing NP-Card for Methyllinderatin (NP0055377)

MOL for NP0055377 (Methyllinderatin)

3D MOL for NP0055377 (Methyllinderatin)

3D SDF for NP0055377 (Methyllinderatin)

3D-SDF for NP0055377 (Methyllinderatin)

PDB for NP0055377 (Methyllinderatin)

3D PDB for NP0055377 (Methyllinderatin)

SMILES for NP0055377 (Methyllinderatin)

INCHI for NP0055377 (Methyllinderatin)

Structure for NP0055377 (Methyllinderatin)

3D Structure for NP0055377 (Methyllinderatin)