NP-MRD: Showing NP-Card for (3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one (NP0142185)

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Record Information

Version

2.0

Created at

2022-09-01 20:40:40 UTC

Updated at

2022-09-01 20:40:40 UTC

NP-MRD ID

NP0142185

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one

Description

(+)-Applanatumol E belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. (3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one is found in Ganoderma applanatum. It was first documented in 1994 (PMID: 36044657). Based on a literature review a significant number of articles have been published on (+)-applanatumol E (PMID: 36045005) (PMID: 36045004) (PMID: 36045003) (PMID: 36045002).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309012222402D          

 26 28  0  0  1  0            999 V2000
    1.4991   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991   -2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    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
   -0.2549    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    1.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    1.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  3  1  6  0  0  0
  6  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
  6 11  1  0  0  0  0
 11 12  1  6  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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -2.4551    1.9756   -1.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5725    1.0310   -1.2989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1483   -0.0852   -0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9786   -1.1809   -1.5388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1219   -1.6579   -2.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7976   -0.2834    0.7051 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2884    0.9491    1.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2506    1.8786    1.2534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    1.2220    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9416    1.8835    0.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3371   -0.2104    1.0467 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5324   -1.1352    0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541   -1.0995    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3363   -1.6702    1.6212 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125   -0.5200   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463   -0.5827    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3868   -0.0348   -0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7042   -0.1158   -0.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1612    0.5994   -1.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857    0.6897   -2.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    0.1307   -1.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5922    0.2539   -1.9626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3719   -0.6474    2.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6213   -1.4870    2.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2663   -1.5530    1.3149 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6558   -1.6004    1.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0742    2.3602   -0.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1902    1.5697   -2.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9729    2.8303   -2.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629    0.1124   -0.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8264   -1.9613   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -0.9581   -2.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398   -2.6246   -2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325    0.7661    2.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2815    1.2696    1.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074   -1.0953   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1816   -2.1796    0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5814   -1.0756    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0349    0.6384    0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9884    1.0251   -2.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7113    1.1915   -3.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550    0.7126   -2.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4549    0.2940    3.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5256   -1.1388    2.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926   -2.5241    3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3098   -1.0763    3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -2.3907    0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9438   -1.0082    2.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  6  3  1  6
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 11 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 11  6  1  0
 21 15  1  0
 25  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  5 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
 12 36  1  0
 12 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 22 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  6
 26 48  1  0
M  END


  Mrv1652309012222402D          

 26 28  0  0  1  0            999 V2000
    1.4991   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991   -2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    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
   -0.2549    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    1.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    0.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9280    1.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  3  1  6  0  0  0
  6  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
  6 11  1  0  0  0  0
 11 12  1  6  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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0142185

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(OC)[C@]12COC(=O)[C@@]1(CC(=O)C1=CC(O)=CC=C1O)CC[C@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O8/c1-24-16(25-2)18-9-26-15(23)17(18,6-5-14(18)22)8-13(21)11-7-10(19)3-4-12(11)20/h3-4,7,14,16,19-20,22H,5-6,8-9H2,1-2H3/t14-,17+,18-/m1/s1

> <INCHI_KEY>
VCCZNZDGMFCWPD-FHLIZLRMSA-N

> <FORMULA>
C18H22O8

> <MOLECULAR_WEIGHT>
366.366

> <EXACT_MASS>
366.131467668

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.90479823489253

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aS,4R,6aR)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-hexahydro-1H-cyclopenta[c]furan-1-one

> <ALOGPS_LOGP>
1.11

> <JCHEM_LOGP>
1.3042504723333332

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.009677894383612

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.203117898617872

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0451299891676786

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000002

> <JCHEM_REFRACTIVITY>
88.9199

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aS,4R,6aR)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0       2.798  -5.866   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.798  -4.326   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.465  -3.556   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.131  -4.326   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.203  -3.556   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.905  -1.246   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.476   1.465   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.465   1.064   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.798   1.834   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.798   3.374   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.132   1.064   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.132  -0.476   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.466  -1.246   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.466  -2.786   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.799  -0.476   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.799   1.064   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.466   1.834   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.466   3.374   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.929  -0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.405  -3.956   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7   11   25                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    6   12   23                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21                                                            
CONECT   23   11   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    6   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

C₁₈H₂₂O₈

Average Mass

366.3660 Da

Monoisotopic Mass

366.13147 Da

IUPAC Name

(3aS,4R,6aR)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-hexahydro-1H-cyclopenta[c]furan-1-one

Traditional Name

(3aS,4R,6aR)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one

CAS Registry Number

Not Available

SMILES

COC(OC)[C@]12COC(=O)[C@@]1(CC(=O)C1=CC(O)=CC=C1O)CC[C@H]2O

InChI Identifier

InChI=1S/C18H22O8/c1-24-16(25-2)18-9-26-15(23)17(18,6-5-14(18)22)8-13(21)11-7-10(19)3-4-12(11)20/h3-4,7,14,16,19-20,22H,5-6,8-9H2,1-2H3/t14-,17+,18-/m1/s1

InChI Key

VCCZNZDGMFCWPD-FHLIZLRMSA-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
Ganoderma applanatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Aryl alkyl ketone
Hydroquinone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Gamma butyrolactone
Monocyclic benzene moiety
Vinylogous acid
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
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	1.11	ALOGPS
logP	1.3	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	9.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	88.92 m³·mol⁻¹	ChemAxon
Polarizability	35.9 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	Yes	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

78441249

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586728

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Levonorgestrel (Plan B One-Step(R)). 1994. [PubMed:36044657 ]
Keenan RA, Rogers RN, Winn CB: Carbon Dioxide, Oxygen, and Ammonia Levels in Mouse and Rat Disposable IVC Removed from Mechanical Ventilation. J Am Assoc Lab Anim Sci. 2022 Sep 1;61(5):432-440. doi: 10.30802/AALAS-JAALAS-22-000028. Epub 2022 Aug 31. [PubMed:36045005 ]
Bailey KT, Jantre SR, Lawrence FR, Hankenson FC, Del Valle JM: Evaluation of Active Warming and Surgical Draping for Perioperative Thermal Support in Laboratory Mice. J Am Assoc Lab Anim Sci. 2022 Sep 1;61(5):482-494. doi: 10.30802/AALAS-JAALAS-21-000036. Epub 2022 Aug 31. [PubMed:36045004 ]
McGugin RW, Sunday MA, Gauthier I: The neural correlates of domain-general visual ability. Cereb Cortex. 2022 Aug 31. pii: 6679448. doi: 10.1093/cercor/bhac342. [PubMed:36045003 ]
Bailey KM, Giordano BL, Kaas AL, Smith FW: Decoding sounds depicting hand-object interactions in primary somatosensory cortex. Cereb Cortex. 2022 Aug 31. pii: 6679450. doi: 10.1093/cercor/bhac296. [PubMed:36045002 ]
LOTUS database [Link]

Showing NP-Card for (3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one (NP0142185)

MOL for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)

3D MOL for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)

3D SDF for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)

3D-SDF for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)

PDB for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)

3D PDB for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)

SMILES for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)

INCHI for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)

Structure for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)

3D Structure for NP0142185 ((3as,4r,6ar)-6a-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-3a-(dimethoxymethyl)-4-hydroxy-tetrahydrocyclopenta[c]furan-1-one)