NP-MRD: Showing NP-Card for (2R,3S)-sulfated pterosin C (NP0036206)

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Record Information

Version

2.0

Created at

2021-06-20 19:26:26 UTC

Updated at

2021-06-30 00:07:44 UTC

NP-MRD ID

NP0036206

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2R,3S)-sulfated pterosin C

Provided By

JEOL Database JEOL Logo

Description

(2R,3S)-sulfated pterosin C is found in Ircinia sp. (2R,3S)-sulfated pterosin C was first documented in 2011 (Uddin, S. J., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121263D          

 38 39  0  0  0  0            999 V2000
    0.0942    0.8651    0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344    0.1812   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -1.0956    0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401   -1.7515   -0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -1.1462   -2.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7104    0.1295   -2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9337    0.7162   -3.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    0.7956   -1.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3788    2.1707   -1.6851 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3443    3.3055   -1.3473 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6939    4.5518   -1.5257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    5.3220   -0.1935 S   0  0  2  0  0  6  0  0  0  0  0  0
   -0.5839    6.4585   -0.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    5.6676    0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6795    4.3228    0.4740 O   0  5  0  0  0  1  0  0  0  0  0  0
    2.9402   -2.0893   -3.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -1.9343   -4.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -3.2617   -2.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2563   -4.5815   -2.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6163   -3.1329   -0.8808 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5801   -4.1023   -0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399    1.8388    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630    0.9847    0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416    0.2776    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -1.5711    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707    0.5682   -4.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7746    1.7959   -3.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598    0.2471   -4.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324    2.2663   -2.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    2.2772   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.2039   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031    3.2857   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804   -3.0762   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -4.7320   -3.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937   -4.6060   -3.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403   -5.4228   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2794   -3.2485   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -3.6447   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 15  1  1  0  0  0
 11 12  1  0  0  0  0
  8  2  2  0  0  0  0
 12 13  2  0  0  0  0
  4 20  1  0  0  0  0
 20 18  1  0  0  0  0
 18 16  1  0  0  0  0
 16  5  1  0  0  0  0
  2  3  1  0  0  0  0
  6  7  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
 16 17  2  0  0  0  0
  5  6  2  0  0  0  0
 18 19  1  0  0  0  0
  6  8  1  0  0  0  0
 20 21  1  0  0  0  0
  5  4  1  0  0  0  0
  8  9  1  0  0  0  0
 12 14  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 25  1  0  0  0  0
 20 37  1  1  0  0  0
 18 33  1  1  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 21 38  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
M  CHG  1  15  -1
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    0.0942    0.8651    0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344    0.1812   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -1.0956    0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401   -1.7515   -0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -1.1462   -2.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7104    0.1295   -2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9337    0.7162   -3.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    0.7956   -1.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3788    2.1707   -1.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3443    3.3055   -1.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939    4.5518   -1.5257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    5.3220   -0.1935 S   0  0  2  0  0  6  0  0  0  0  0  0
   -0.5839    6.4585   -0.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    5.6676    0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6795    4.3228    0.4740 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.9402   -2.0893   -3.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -1.9343   -4.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -3.2617   -2.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2563   -4.5815   -2.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6163   -3.1329   -0.8808 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5801   -4.1023   -0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399    1.8388    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630    0.9847    0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416    0.2776    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -1.5711    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707    0.5682   -4.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7746    1.7959   -3.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598    0.2471   -4.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324    2.2663   -2.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    2.2772   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.2039   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031    3.2857   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804   -3.0762   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -4.7320   -3.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937   -4.6060   -3.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403   -5.4228   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2794   -3.2485   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -3.6447   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 15  1  1
 11 12  1  0
  8  2  2  0
 12 13  2  0
  4 20  1  0
 20 18  1  0
 18 16  1  0
 16  5  1  0
  2  3  1  0
  6  7  1  0
  3  4  2  0
  2  1  1  0
 16 17  2  0
  5  6  2  0
 18 19  1  0
  6  8  1  0
 20 21  1  0
  5  4  1  0
  8  9  1  0
 12 14  2  0
  9 10  1  0
 10 11  1  0
  3 25  1  0
 20 37  1  1
 18 33  1  1
  7 26  1  0
  7 27  1  0
  7 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 21 38  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
M  CHG  1  15  -1
M  END


  Mrv1652306202121263D          

 38 39  0  0  0  0            999 V2000
    0.0942    0.8651    0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344    0.1812   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -1.0956    0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401   -1.7515   -0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -1.1462   -2.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7104    0.1295   -2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9337    0.7162   -3.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    0.7956   -1.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3788    2.1707   -1.6851 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3443    3.3055   -1.3473 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6939    4.5518   -1.5257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    5.3220   -0.1935 S   0  0  2  0  0  6  0  0  0  0  0  0
   -0.5839    6.4585   -0.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    5.6676    0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6795    4.3228    0.4740 O   0  5  0  0  0  1  0  0  0  0  0  0
    2.9402   -2.0893   -3.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -1.9343   -4.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -3.2617   -2.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2563   -4.5815   -2.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6163   -3.1329   -0.8808 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5801   -4.1023   -0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399    1.8388    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630    0.9847    0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416    0.2776    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -1.5711    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707    0.5682   -4.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7746    1.7959   -3.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598    0.2471   -4.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324    2.2663   -2.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    2.2772   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.2039   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031    3.2857   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804   -3.0762   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -4.7320   -3.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937   -4.6060   -3.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403   -5.4228   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2794   -3.2485   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -3.6447   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 15  1  1  0  0  0
 11 12  1  0  0  0  0
  8  2  2  0  0  0  0
 12 13  2  0  0  0  0
  4 20  1  0  0  0  0
 20 18  1  0  0  0  0
 18 16  1  0  0  0  0
 16  5  1  0  0  0  0
  2  3  1  0  0  0  0
  6  7  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
 16 17  2  0  0  0  0
  5  6  2  0  0  0  0
 18 19  1  0  0  0  0
  6  8  1  0  0  0  0
 20 21  1  0  0  0  0
  5  4  1  0  0  0  0
  8  9  1  0  0  0  0
 12 14  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 25  1  0  0  0  0
 20 37  1  1  0  0  0
 18 33  1  1  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 21 38  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
M  CHG  1  15  -1
M  END
> <DATABASE_ID>
NP0036206

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C2=C([H])C(=C(C(=C2C(=O)[C@]1([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])O[S]([O-])(=O)=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O6S/c1-7-6-11-12(14(16)9(3)13(11)15)8(2)10(7)4-5-20-21(17,18)19/h6,9,13,15H,4-5H2,1-3H3,(H,17,18,19)/p-1/t9-,13+/m1/s1

> <INCHI_KEY>
AJYKBYFVDNGNQI-RNCFNFMXSA-M

> <FORMULA>
C14H17O6S

> <MOLECULAR_WEIGHT>
313.34

> <EXACT_MASS>
313.075133021

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.652017598519382

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S,2R)-1-hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl sulfate

> <ALOGPS_LOGP>
0.76

> <JCHEM_LOGP>
0.1938979426884619

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.86209787170191

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8119268662953258

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2838024486450355

> <JCHEM_POLAR_SURFACE_AREA>
103.73

> <JCHEM_REFRACTIVITY>
76.18510000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S,2R)-1-hydroxy-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-5-yl]ethyl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    0.0942    0.8651    0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344    0.1812   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -1.0956    0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401   -1.7515   -0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -1.1462   -2.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7104    0.1295   -2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9337    0.7162   -3.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    0.7956   -1.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3788    2.1707   -1.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3443    3.3055   -1.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939    4.5518   -1.5257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    5.3220   -0.1935 S   0  0  2  0  0  6  0  0  0  0  0  0
   -0.5839    6.4585   -0.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    5.6676    0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6795    4.3228    0.4740 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.9402   -2.0893   -3.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -1.9343   -4.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -3.2617   -2.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2563   -4.5815   -2.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6163   -3.1329   -0.8808 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5801   -4.1023   -0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399    1.8388    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630    0.9847    0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416    0.2776    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -1.5711    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707    0.5682   -4.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7746    1.7959   -3.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598    0.2471   -4.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324    2.2663   -2.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    2.2772   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.2039   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031    3.2857   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804   -3.0762   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -4.7320   -3.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937   -4.6060   -3.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403   -5.4228   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2794   -3.2485   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -3.6447   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 15  1  1
 11 12  1  0
  8  2  2  0
 12 13  2  0
  4 20  1  0
 20 18  1  0
 18 16  1  0
 16  5  1  0
  2  3  1  0
  6  7  1  0
  3  4  2  0
  2  1  1  0
 16 17  2  0
  5  6  2  0
 18 19  1  0
  6  8  1  0
 20 21  1  0
  5  4  1  0
  8  9  1  0
 12 14  2  0
  9 10  1  0
 10 11  1  0
  3 25  1  0
 20 37  1  1
 18 33  1  1
  7 26  1  0
  7 27  1  0
  7 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 21 38  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
M  CHG  1  15  -1
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.094   0.865   0.962  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.834   0.181  -0.164  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.366  -1.096   0.078  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.040  -1.752  -0.937  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.200  -1.146  -2.178  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.710   0.130  -2.470  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.934   0.716  -3.837  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.985   0.796  -1.447  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.379   2.171  -1.685  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.344   3.305  -1.347  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.694   4.552  -1.526  0.00  0.00           O+0
HETATM   12  S   UNK     0       0.151   5.322  -0.194  0.00  0.00           S+0
HETATM   13  O   UNK     0      -0.584   6.458  -0.737  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.375   5.668   0.523  0.00  0.00           O+0
HETATM   15  O   UNK     0      -0.680   4.323   0.474  0.00  0.00           O-1
HETATM   16  C   UNK     0       2.940  -2.089  -3.027  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.163  -1.934  -4.216  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.418  -3.262  -2.192  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.256  -4.582  -2.927  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.616  -3.133  -0.881  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.580  -4.102  -0.781  0.00  0.00           O+0
HETATM   22  H   UNK     0       0.540   1.839   1.182  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.963   0.985   0.706  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.142   0.278   1.886  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.243  -1.571   1.048  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.971   0.568  -4.155  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.775   1.796  -3.871  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.260   0.247  -4.560  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.032   2.266  -2.721  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.553   2.277  -1.119  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.752   3.204  -0.335  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.203   3.286  -2.027  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.480  -3.076  -1.984  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.226  -4.732  -3.266  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.894  -4.606  -3.817  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.540  -5.423  -2.287  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.279  -3.248  -0.017  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.722  -3.645  -0.827  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    8    3    1                                                  
CONECT    3    2    4   25                                                  
CONECT    4   20    3    5                                                  
CONECT    5   16    6    4                                                  
CONECT    6    7    5    8                                                  
CONECT    7    6   26   27   28                                             
CONECT    8    2    6    9                                                  
CONECT    9    8   10   29   30                                             
CONECT   10    9   11   31   32                                             
CONECT   11   12   10                                                       
CONECT   12   15   11   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   18    5   17                                                  
CONECT   17   16                                                            
CONECT   18   20   16   19   33                                             
CONECT   19   18   34   35   36                                             
CONECT   20    4   18   21   37                                             
CONECT   21   20   38                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    7                                                            
CONECT   27    7                                                            
CONECT   28    7                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   19                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    0.0942    0.8651    0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344    0.1812   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -1.0956    0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0401   -1.7515   -0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -1.1462   -2.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7104    0.1295   -2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9337    0.7162   -3.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    0.7956   -1.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3788    2.1707   -1.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3443    3.3055   -1.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939    4.5518   -1.5257 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    5.3220   -0.1935 S   0  0  2  0  0  6  0  0  0  0  0  0
   -0.5839    6.4585   -0.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3748    5.6676    0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6795    4.3228    0.4740 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.9402   -2.0893   -3.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -1.9343   -4.2159 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -3.2617   -2.1915 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2563   -4.5815   -2.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6163   -3.1329   -0.8808 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5801   -4.1023   -0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399    1.8388    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630    0.9847    0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416    0.2776    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -1.5711    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707    0.5682   -4.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7746    1.7959   -3.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598    0.2471   -4.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324    2.2663   -2.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    2.2772   -1.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.2039   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2031    3.2857   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4804   -3.0762   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -4.7320   -3.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937   -4.6060   -3.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5403   -5.4228   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2794   -3.2485   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -3.6447   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 15  1  1
 11 12  1  0
  8  2  2  0
 12 13  2  0
  4 20  1  0
 20 18  1  0
 18 16  1  0
 16  5  1  0
  2  3  1  0
  6  7  1  0
  3  4  2  0
  2  1  1  0
 16 17  2  0
  5  6  2  0
 18 19  1  0
  6  8  1  0
 20 21  1  0
  5  4  1  0
  8  9  1  0
 12 14  2  0
  9 10  1  0
 10 11  1  0
  3 25  1  0
 20 37  1  1
 18 33  1  1
  7 26  1  0
  7 27  1  0
  7 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 21 38  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
M  CHG  1  15  -1
M  END

View in JSmol

Synonyms

Value	Source
2-[(1S,2R)-1-Hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl sulfuric acid	Generator
2-[(1S,2R)-1-Hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl sulphate	Generator
2-[(1S,2R)-1-Hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl sulphuric acid	Generator

Chemical Formula

C₁₄H₁₇O₆S

Average Mass

313.3400 Da

Monoisotopic Mass

313.07513 Da

IUPAC Name

2-[(1S,2R)-1-hydroxy-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl sulfate

Traditional Name

2-[(1S,2R)-1-hydroxy-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-5-yl]ethyl sulfate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C2=C([H])C(=C(C(=C2C(=O)[C@]1([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])O[S]([O-])(=O)=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C14H18O6S/c1-7-6-11-12(14(16)9(3)13(11)15)8(2)10(7)4-5-20-21(17,18)19/h6,9,13,15H,4-5H2,1-3H3,(H,17,18,19)/p-1/t9-,13+/m1/s1

InChI Key

AJYKBYFVDNGNQI-RNCFNFMXSA-M

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Ircinia sp.	JEOL database	Uddin, S. J., et al, J. Nat. Prod. 74, 2010 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indanones. Indanones are compounds containing an indane ring bearing a ketone group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Indanone
Aryl ketone
Aryl alkyl ketone
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Organic sulfuric acid or derivatives
Secondary alcohol
Ketone
Organic oxygen compound
Alcohol
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic anion
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	0.76	ALOGPS
logP	0.19	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.73 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.19 m³·mol⁻¹	ChemAxon
Polarizability	30.65 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29214411

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

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ChEBI ID

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Good Scents ID

Not Available

References

General References

Uddin, S. J., et al. (2011). Uddin, S. J., et al, J. Nat. Prod. 74, 2010 (2011). J. Nat. Prod..

Showing NP-Card for (2R,3S)-sulfated pterosin C (NP0036206)

MOL for NP0036206 ((2R,3S)-sulfated pterosin C)

3D MOL for NP0036206 ((2R,3S)-sulfated pterosin C)

3D SDF for NP0036206 ((2R,3S)-sulfated pterosin C)

3D-SDF for NP0036206 ((2R,3S)-sulfated pterosin C)

PDB for NP0036206 ((2R,3S)-sulfated pterosin C)

3D PDB for NP0036206 ((2R,3S)-sulfated pterosin C)

SMILES for NP0036206 ((2R,3S)-sulfated pterosin C)

INCHI for NP0036206 ((2R,3S)-sulfated pterosin C)

Structure for NP0036206 ((2R,3S)-sulfated pterosin C)

3D Structure for NP0036206 ((2R,3S)-sulfated pterosin C)