NP-MRD: Showing NP-Card for (3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one (NP0040856)

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Record Information

Version

2.0

Created at

2021-06-20 22:54:31 UTC

Updated at

2021-06-30 00:15:00 UTC

NP-MRD ID

NP0040856

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one

Provided By

JEOL Database JEOL Logo

Description

(3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one is found in Delitschia corticola. (3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one was first documented in 2011 (Sun, R., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100543D          

 31 32  0  0  0  0            999 V2000
    3.5072   -3.0432    2.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6761   -1.9430    1.1180 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3484   -1.3503    0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6246   -1.8880   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1382   -2.9591   -1.0413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -1.3581   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1565   -0.2577   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5437    0.2769    1.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.2696    1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    0.2189    2.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    1.4054    1.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614    1.8496    2.7811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034    1.9380    1.4271 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7103    1.7477   -0.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8903    2.6064   -0.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5001    0.2908   -0.4817 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6317    0.2279   -1.9038 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -2.6639    3.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -3.4532    2.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927   -3.8634    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3346   -1.1596    1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2016   -2.3403    0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439   -3.1870   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1562   -1.7927   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913    0.9600    2.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    1.4249    2.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    3.0067    1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    2.0391   -0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759    3.5284   -0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769   -0.3456   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753    1.0306   -2.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0  0  0  0
  7  6  2  0  0  0  0
  6  4  1  0  0  0  0
  4  3  2  0  0  0  0
  3  9  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16  7  1  0  0  0  0
  4  5  1  0  0  0  0
 13 14  1  0  0  0  0
  3  2  1  0  0  0  0
  8 11  1  0  0  0  0
  2  1  1  0  0  0  0
 11 13  1  0  0  0  0
  9 10  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  1  0  0  0  0
 14 28  1  1  0  0  0
 16 30  1  1  0  0  0
  6 24  1  0  0  0  0
 15 29  1  0  0  0  0
 17 31  1  0  0  0  0
  5 23  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 10 25  1  0  0  0  0
M  END

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    3.5072   -3.0432    2.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6761   -1.9430    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484   -1.3503    0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6246   -1.8880   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1382   -2.9591   -1.0413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -1.3581   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1565   -0.2577   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5437    0.2769    1.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.2696    1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    0.2189    2.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    1.4054    1.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614    1.8496    2.7811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034    1.9380    1.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    1.7477   -0.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8903    2.6064   -0.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5001    0.2908   -0.4817 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6317    0.2279   -1.9038 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -2.6639    3.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -3.4532    2.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927   -3.8634    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3346   -1.1596    1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2016   -2.3403    0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439   -3.1870   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1562   -1.7927   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913    0.9600    2.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    1.4249    2.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    3.0067    1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    2.0391   -0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759    3.5284   -0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769   -0.3456   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753    1.0306   -2.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  7  6  2  0
  6  4  1  0
  4  3  2  0
  3  9  1  0
  8  7  1  0
 11 12  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  7  1  0
  4  5  1  0
 13 14  1  0
  3  2  1  0
  8 11  1  0
  2  1  1  0
 11 13  1  0
  9 10  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  1
 16 30  1  1
  6 24  1  0
 15 29  1  0
 17 31  1  0
  5 23  1  0
  2 21  1  0
  2 22  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 10 25  1  0
M  END


  Mrv1652306212100543D          

 31 32  0  0  0  0            999 V2000
    3.5072   -3.0432    2.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6761   -1.9430    1.1180 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3484   -1.3503    0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6246   -1.8880   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1382   -2.9591   -1.0413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -1.3581   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1565   -0.2577   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5437    0.2769    1.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.2696    1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    0.2189    2.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    1.4054    1.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614    1.8496    2.7811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034    1.9380    1.4271 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7103    1.7477   -0.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8903    2.6064   -0.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5001    0.2908   -0.4817 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6317    0.2279   -1.9038 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -2.6639    3.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -3.4532    2.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927   -3.8634    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3346   -1.1596    1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2016   -2.3403    0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439   -3.1870   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1562   -1.7927   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913    0.9600    2.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    1.4249    2.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    3.0067    1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    2.0391   -0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759    3.5284   -0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769   -0.3456   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753    1.0306   -2.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0  0  0  0
  7  6  2  0  0  0  0
  6  4  1  0  0  0  0
  4  3  2  0  0  0  0
  3  9  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16  7  1  0  0  0  0
  4  5  1  0  0  0  0
 13 14  1  0  0  0  0
  3  2  1  0  0  0  0
  8 11  1  0  0  0  0
  2  1  1  0  0  0  0
 11 13  1  0  0  0  0
  9 10  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  1  0  0  0  0
 14 28  1  1  0  0  0
 16 30  1  1  0  0  0
  6 24  1  0  0  0  0
 15 29  1  0  0  0  0
 17 31  1  0  0  0  0
  5 23  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 10 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040856

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(O[H])=C2C(=O)C([H])([H])[C@@]([H])(O[H])[C@@]([H])(O[H])C2=C1[H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O5/c1-2-5-7(13)3-6-10(12(5)17)8(14)4-9(15)11(6)16/h3,9,11,13,15-17H,2,4H2,1H3/t9-,11+/m1/s1

> <INCHI_KEY>
RKLPYCWRKVHAMX-KOLCDFICSA-N

> <FORMULA>
C12H14O5

> <MOLECULAR_WEIGHT>
238.239

> <EXACT_MASS>
238.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.661261413853698

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-1,2,3,4-tetrahydronaphthalen-1-one

> <ALOGPS_LOGP>
-0.00

> <JCHEM_LOGP>
1.1321768653333328

> <ALOGPS_LOGS>
-1.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.585537449205633

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.044020971414868

> <JCHEM_PKA_STRONGEST_BASIC>
-3.306382626934691

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
60.6537

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydro-2H-naphthalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    3.5072   -3.0432    2.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6761   -1.9430    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484   -1.3503    0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6246   -1.8880   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1382   -2.9591   -1.0413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -1.3581   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1565   -0.2577   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5437    0.2769    1.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.2696    1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    0.2189    2.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    1.4054    1.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614    1.8496    2.7811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034    1.9380    1.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    1.7477   -0.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8903    2.6064   -0.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5001    0.2908   -0.4817 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6317    0.2279   -1.9038 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -2.6639    3.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -3.4532    2.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927   -3.8634    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3346   -1.1596    1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2016   -2.3403    0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439   -3.1870   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1562   -1.7927   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913    0.9600    2.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    1.4249    2.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    3.0067    1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    2.0391   -0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759    3.5284   -0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769   -0.3456   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753    1.0306   -2.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  7  6  2  0
  6  4  1  0
  4  3  2  0
  3  9  1  0
  8  7  1  0
 11 12  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  7  1  0
  4  5  1  0
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  3  2  1  0
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  2  1  1  0
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  9 10  1  0
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 14 28  1  1
 16 30  1  1
  6 24  1  0
 15 29  1  0
 17 31  1  0
  5 23  1  0
  2 21  1  0
  2 22  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 10 25  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       3.507  -3.043   2.155  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.676  -1.943   1.118  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.348  -1.350   0.705  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.625  -1.888  -0.365  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.138  -2.959  -1.041  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.392  -1.358  -0.746  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.157  -0.258  -0.066  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.544   0.277   1.028  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.788  -0.270   1.405  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.498   0.219   2.475  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.042   1.405   1.804  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.561   1.850   2.781  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.403   1.938   1.427  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.710   1.748  -0.044  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.890   2.606  -0.853  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.500   0.291  -0.482  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.632   0.228  -1.904  0.00  0.00           O+0
HETATM   18  H   UNK     0       3.028  -2.664   3.064  0.00  0.00           H+0
HETATM   19  H   UNK     0       4.483  -3.453   2.434  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.893  -3.863   1.769  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.335  -1.160   1.512  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.202  -2.340   0.241  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.544  -3.187  -1.775  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.156  -1.793  -1.580  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.991   0.960   2.875  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.146   1.425   2.048  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.417   3.007   1.670  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.746   2.039  -0.256  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.076   3.528  -0.596  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.277  -0.346  -0.041  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.175   1.031  -2.232  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    3    1   21   22                                             
CONECT    3    4    9    2                                                  
CONECT    4    6    3    5                                                  
CONECT    5    4   23                                                       
CONECT    6    7    4   24                                                  
CONECT    7    6    8   16                                                  
CONECT    8    9    7   11                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9   25                                                       
CONECT   11   12    8   13                                                  
CONECT   12   11                                                            
CONECT   13   14   11   26   27                                             
CONECT   14   15   16   13   28                                             
CONECT   15   14   29                                                       
CONECT   16   14   17    7   30                                             
CONECT   17   16   31                                                       
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    2                                                            
CONECT   23    5                                                            
CONECT   24    6                                                            
CONECT   25   10                                                            
CONECT   26   13                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   16                                                            
CONECT   31   17                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

RDKit          3D

31 32  0  0  0  0  0  0  0  0999 V2000
    3.5072   -3.0432    2.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6761   -1.9430    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484   -1.3503    0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6246   -1.8880   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1382   -2.9591   -1.0413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -1.3581   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1565   -0.2577   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5437    0.2769    1.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.2696    1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    0.2189    2.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    1.4054    1.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614    1.8496    2.7811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034    1.9380    1.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103    1.7477   -0.0437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8903    2.6064   -0.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5001    0.2908   -0.4817 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6317    0.2279   -1.9038 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -2.6639    3.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -3.4532    2.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927   -3.8634    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3346   -1.1596    1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2016   -2.3403    0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439   -3.1870   -1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1562   -1.7927   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913    0.9600    2.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    1.4249    2.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    3.0067    1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    2.0391   -0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759    3.5284   -0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769   -0.3456   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753    1.0306   -2.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  7  6  2  0
  6  4  1  0
  4  3  2  0
  3  9  1  0
  8  7  1  0
 11 12  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  7  1  0
  4  5  1  0
 13 14  1  0
  3  2  1  0
  8 11  1  0
  2  1  1  0
 11 13  1  0
  9 10  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  1
 16 30  1  1
  6 24  1  0
 15 29  1  0
 17 31  1  0
  5 23  1  0
  2 21  1  0
  2 22  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 10 25  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄O₅

Average Mass

238.2390 Da

Monoisotopic Mass

238.08412 Da

IUPAC Name

(3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-1,2,3,4-tetrahydronaphthalen-1-one

Traditional Name

(3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydro-2H-naphthalen-1-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C(O[H])=C2C(=O)C([H])([H])[C@@]([H])(O[H])[C@@]([H])(O[H])C2=C1[H])C([H])([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C12H14O5/c1-2-5-7(13)3-6-10(12(5)17)8(14)4-9(15)11(6)16/h3,9,11,13,15-17H,2,4H2,1H3/t9-,11+/m1/s1

InChI Key

RKLPYCWRKVHAMX-KOLCDFICSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Delitschia corticola	JEOL database	Sun, R., et al, Phyto. Lett. 4, 101 (2011)

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	ALOGPS
logP	1.13	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	8.04	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	60.65 m³·mol⁻¹	ChemAxon
Polarizability	23.66 Å³	ChemAxon
Number of Rings	2	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

Not Available

References

General References

Sun, R., et al. (2011). Sun, R., et al, Phyto. Lett. 4, 101 (2011). Phyto. Lett..

Showing NP-Card for (3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one (NP0040856)

MOL for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D MOL for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D SDF for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D-SDF for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

PDB for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D PDB for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

SMILES for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

INCHI for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

Structure for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D Structure for NP0040856 ((3R*,4S*)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

Showing NP-Card for (3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one (NP0040856)

MOL for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D MOL for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D SDF for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D-SDF for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

PDB for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D PDB for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

SMILES for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

INCHI for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

Structure for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)

3D Structure for NP0040856 ((3R,4S)-7-ethyl-3,4,6,8-tetrahydroxy-3,4-dihydronaphthalen-1 (2H)-one)