NP-MRD: Showing NP-Card for Ribisin D (NP0011331)

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Record Information

Version

2.0

Created at

2021-01-05 21:03:33 UTC

Updated at

2021-07-15 17:08:37 UTC

NP-MRD ID

NP0011331

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ribisin D

Provided By

NPAtlas

Description

Ribisin D is found in Phellinus ribis and Phylloporia ribis. Ribisin D was first documented in 2012 (PMID: 23215538). Based on a literature review very few articles have been published on (4S,5R,6R)-6,10-dihydroxy-4,5-dimethoxy-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(9),2(7),10,12-tetraen-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306242116563D          

 34 36  0  0  0  0            999 V2000
   -3.4704   -2.2124    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888   -1.4282    1.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7341   -0.9557   -0.0162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3138   -1.4168   -0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352   -2.6176    0.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -0.4495   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607    0.7801   -0.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    1.4421   -0.9281 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5852    0.7303   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9367    0.9853   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077    2.2200   -0.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7593    0.0180    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -1.2084    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -1.4567    0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1038   -0.5060   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9610    1.0396   -1.2066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1919    2.3611   -1.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7961    0.5598   -0.0365 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1099    0.9478   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.7513    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352   -1.5429    0.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1409   -3.0801    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0664   -2.5883    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2224   -1.3108   -0.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4103    2.3852   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8248    0.2532    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006   -1.9151    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -2.4050    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2312    0.3558   -2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3761    2.4015   -2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012    0.9638    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049    2.0796    0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8198    2.6386    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3434    1.1801    1.9178 H   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  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
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18  3  1  0  0  0  0
 15  6  1  0  0  0  0
 15  9  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  6  0  0  0
 11 25  1  0  0  0  0
 12 26  1  0  0  0  0
 13 27  1  0  0  0  0
 14 28  1  0  0  0  0
 16 29  1  6  0  0  0
 17 30  1  0  0  0  0
 18 31  1  1  0  0  0
 20 32  1  0  0  0  0
 20 33  1  0  0  0  0
 20 34  1  0  0  0  0
M  END

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.4704   -2.2124    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888   -1.4282    1.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7341   -0.9557   -0.0162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3138   -1.4168   -0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352   -2.6176    0.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -0.4495   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607    0.7801   -0.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    1.4421   -0.9281 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5852    0.7303   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9367    0.9853   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077    2.2200   -0.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7593    0.0180    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -1.2084    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -1.4567    0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1038   -0.5060   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9610    1.0396   -1.2066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1919    2.3611   -1.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7961    0.5598   -0.0365 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1099    0.9478   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.7513    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352   -1.5429    0.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1409   -3.0801    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0664   -2.5883    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2224   -1.3108   -0.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4103    2.3852   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8248    0.2532    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006   -1.9151    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -2.4050    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2312    0.3558   -2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3761    2.4015   -2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012    0.9638    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049    2.0796    0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8198    2.6386    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3434    1.1801    1.9178 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18  3  1  0
 15  6  1  0
 15  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  6
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  6
 17 30  1  0
 18 31  1  1
 20 32  1  0
 20 33  1  0
 20 34  1  0
M  END

  Mrv1652306242116563D          

 34 36  0  0  0  0            999 V2000
   -3.4704   -2.2124    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888   -1.4282    1.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7341   -0.9557   -0.0162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3138   -1.4168   -0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352   -2.6176    0.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -0.4495   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607    0.7801   -0.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    1.4421   -0.9281 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5852    0.7303   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9367    0.9853   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077    2.2200   -0.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7593    0.0180    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -1.2084    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -1.4567    0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1038   -0.5060   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9610    1.0396   -1.2066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1919    2.3611   -1.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7961    0.5598   -0.0365 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1099    0.9478   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.7513    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352   -1.5429    0.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1409   -3.0801    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0664   -2.5883    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2224   -1.3108   -0.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4103    2.3852   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8248    0.2532    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006   -1.9151    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -2.4050    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2312    0.3558   -2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3761    2.4015   -2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012    0.9638    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049    2.0796    0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8198    2.6386    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3434    1.1801    1.9178 H   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  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
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18  3  1  0  0  0  0
 15  6  1  0  0  0  0
 15  9  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  6  0  0  0
 11 25  1  0  0  0  0
 12 26  1  0  0  0  0
 13 27  1  0  0  0  0
 14 28  1  0  0  0  0
 16 29  1  6  0  0  0
 17 30  1  0  0  0  0
 18 31  1  1  0  0  0
 20 32  1  0  0  0  0
 20 33  1  0  0  0  0
 20 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011331

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2OC3=C(C2=C([H])C([H])=C1[H])C(=O)[C@@]([H])(OC([H])([H])[H])[C@]([H])(OC([H])([H])[H])[C@@]3([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O6/c1-18-13-9(16)8-6-4-3-5-7(15)11(6)20-12(8)10(17)14(13)19-2/h3-5,10,13-15,17H,1-2H3/t10-,13+,14+/m0/s1

> <INCHI_KEY>
SMLKYYVQXIKCAM-ZLKJLUDKSA-N

> <FORMULA>
C14H14O6

> <MOLECULAR_WEIGHT>
278.26

> <EXACT_MASS>
278.079038171

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.062020001930932

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S,5R,6R)-6,10-dihydroxy-4,5-dimethoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2(7),9,11-tetraen-3-one

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
0.47797120366666646

> <ALOGPS_LOGS>
-1.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.153434331929478

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.48774022284658

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1081470206212383

> <JCHEM_POLAR_SURFACE_AREA>
89.13000000000001

> <JCHEM_REFRACTIVITY>
68.58980000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R,6R)-6,10-dihydroxy-4,5-dimethoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2(7),9,11-tetraen-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.4704   -2.2124    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888   -1.4282    1.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7341   -0.9557   -0.0162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3138   -1.4168   -0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352   -2.6176    0.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -0.4495   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607    0.7801   -0.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    1.4421   -0.9281 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5852    0.7303   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9367    0.9853   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077    2.2200   -0.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7593    0.0180    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -1.2084    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -1.4567    0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1038   -0.5060   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9610    1.0396   -1.2066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1919    2.3611   -1.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7961    0.5598   -0.0365 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1099    0.9478   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.7513    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352   -1.5429    0.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1409   -3.0801    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0664   -2.5883    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2224   -1.3108   -0.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4103    2.3852   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8248    0.2532    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006   -1.9151    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -2.4050    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2312    0.3558   -2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3761    2.4015   -2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012    0.9638    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049    2.0796    0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8198    2.6386    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3434    1.1801    1.9178 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18  3  1  0
 15  6  1  0
 15  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  6
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  6
 17 30  1  0
 18 31  1  1
 20 32  1  0
 20 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.470  -2.212   0.707  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.389  -1.428   1.117  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.734  -0.956  -0.016  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.314  -1.417  -0.074  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.035  -2.618   0.062  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.743  -0.450  -0.291  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.461   0.780  -0.850  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.586   1.442  -0.928  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.585   0.730  -0.458  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.937   0.985  -0.327  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.408   2.220  -0.757  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.759   0.018   0.218  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.296  -1.208   0.646  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.945  -1.457   0.513  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104  -0.506  -0.029  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.961   1.040  -1.207  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.192   2.361  -1.516  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.796   0.560  -0.037  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.110   0.948  -0.138  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.459   1.751   0.962  0.00  0.00           C+0
HETATM   21  H   UNK     0      -4.135  -1.543   0.098  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.141  -3.080   0.087  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.066  -2.588   1.542  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.222  -1.311  -0.947  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.410   2.385  -0.651  0.00  0.00           H+0
HETATM   26  H   UNK     0       5.825   0.253   0.307  0.00  0.00           H+0
HETATM   27  H   UNK     0       5.001  -1.915   1.062  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.543  -2.405   0.836  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.231   0.356  -2.065  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.376   2.401  -2.507  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.301   0.964   0.887  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.505   2.080   0.913  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.820   2.639   0.923  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.343   1.180   1.918  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   18   24                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   25                                                       
CONECT   12   10   13   26                                                  
CONECT   13   12   14   27                                                  
CONECT   14   13   15   28                                                  
CONECT   15   14    6    9                                                  
CONECT   16    7   17   18   29                                             
CONECT   17   16   30                                                       
CONECT   18   16   19    3   31                                             
CONECT   19   18   20                                                       
CONECT   20   19   32   33   34                                             
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   16                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
CONECT   32   20                                                            
CONECT   33   20                                                            
CONECT   34   20                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

RDKit          3D

34 36  0  0  0  0  0  0  0  0999 V2000
   -3.4704   -2.2124    0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888   -1.4282    1.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7341   -0.9557   -0.0162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3138   -1.4168   -0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352   -2.6176    0.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7431   -0.4495   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607    0.7801   -0.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860    1.4421   -0.9281 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5852    0.7303   -0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9367    0.9853   -0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077    2.2200   -0.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7593    0.0180    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956   -1.2084    0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9449   -1.4567    0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1038   -0.5060   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9610    1.0396   -1.2066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1919    2.3611   -1.5155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7961    0.5598   -0.0365 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1099    0.9478   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.7513    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352   -1.5429    0.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1409   -3.0801    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0664   -2.5883    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2224   -1.3108   -0.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4103    2.3852   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8248    0.2532    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006   -1.9151    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -2.4050    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2312    0.3558   -2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3761    2.4015   -2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3012    0.9638    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049    2.0796    0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8198    2.6386    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3434    1.1801    1.9178 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18  3  1  0
 15  6  1  0
 15  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  6
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 16 29  1  6
 17 30  1  0
 18 31  1  1
 20 32  1  0
 20 33  1  0
 20 34  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₄H₁₄O₆

Average Mass

278.2600 Da

Monoisotopic Mass

278.07904 Da

IUPAC Name

(4S,5R,6R)-6,10-dihydroxy-4,5-dimethoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2(7),9,11-tetraen-3-one

Traditional Name

(4S,5R,6R)-6,10-dihydroxy-4,5-dimethoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2(7),9,11-tetraen-3-one

CAS Registry Number

Not Available

SMILES

CO[C@@H]1[C@@H](O)C2=C(C3=C(O2)C(O)=CC=C3)C(=O)[C@H]1OC

InChI Identifier

InChI=1S/C14H14O6/c1-18-13-9(16)8-6-4-3-5-7(15)11(6)20-12(8)10(17)14(13)19-2/h3-5,10,13-15,17H,1-2H3/t10-,13+,14+/m0/s1

InChI Key

SMLKYYVQXIKCAM-ZLKJLUDKSA-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Phellinus ribis	NPAtlas	23215538
Phylloporia ribis	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	0.79	ALOGPS
logP	0.48	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	7.49	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	89.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.59 m³·mol⁻¹	ChemAxon
Polarizability	28.06 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

NPAtlas ID

NPA009677

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28646089

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71459812

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liu Y, Kubo M, Fukuyama Y: Nerve growth factor-potentiating benzofuran derivatives from the medicinal fungus Phellinus ribis. J Nat Prod. 2012 Dec 28;75(12):2152-7. doi: 10.1021/np300566y. Epub 2012 Dec 10. [PubMed:23215538 ]

Showing NP-Card for Ribisin D (NP0011331)

MOL for NP0011331 (Ribisin D)

3D MOL for NP0011331 (Ribisin D)

3D SDF for NP0011331 (Ribisin D)

3D-SDF for NP0011331 (Ribisin D)

PDB for NP0011331 (Ribisin D)

3D PDB for NP0011331 (Ribisin D)

SMILES for NP0011331 (Ribisin D)

INCHI for NP0011331 (Ribisin D)

Structure for NP0011331 (Ribisin D)

3D Structure for NP0011331 (Ribisin D)