NP-MRD: Showing NP-Card for petromyzonin (NP0042783)

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Record Information

Version

2.0

Created at

2021-06-21 00:21:49 UTC

Updated at

2021-06-30 00:18:04 UTC

NP-MRD ID

NP0042783

Secondary Accession Numbers

None

Natural Product Identification

Common Name

petromyzonin

Provided By

JEOL Database JEOL Logo

Description

(2S)-2-Methyl-7-(sulfooxy)-3,4,9,10-tetrahydrophenanthrene-1(2H)-one belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. petromyzonin is found in Petromyzon marinus L. petromyzonin was first documented in 2013 (Li, K., et al.). Based on a literature review very few articles have been published on (2S)-2-Methyl-7-(sulfooxy)-3,4,9,10-tetrahydrophenanthrene-1(2H)-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102213D          

 37 39  0  0  0  0            999 V2000
   -4.4457    4.9103   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7495    3.6824    0.2545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4192    2.6838   -0.8499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7225    1.4516   -0.2788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5654    1.8055    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4223    3.0239    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    3.3999    2.0369 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0118    2.6041    1.6691 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7050    1.1456    1.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6900    0.1786    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1748    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4834   -2.0154    1.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3977   -3.6268    1.5682 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.4585   -4.1647    2.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -3.9396    0.1595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -4.1164    2.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062   -1.5610    0.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7748   -0.5981    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5428    0.7655    0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4759    4.0714    0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247    5.1876    1.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3545    4.6254   -0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7336    5.6090    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7895    5.4494   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    3.2164    0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    3.1530   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    2.3742   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    0.8486   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463    0.8486    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    4.4651    1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016    3.2212    3.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7541    2.7235    2.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.0058    0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6600    0.4855    2.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7815   -4.2414    3.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -2.6000    0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282   -0.9469    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0  0  0  0
 11 10  2  0  0  0  0
 19  9  2  0  0  0  0
 10  9  1  0  0  0  0
  5  4  1  0  0  0  0
  6 20  1  0  0  0  0
 20  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  9  8  1  0  0  0  0
 11 12  1  0  0  0  0
 17 11  1  0  0  0  0
 13 12  1  6  0  0  0
  8  7  1  0  0  0  0
 13 14  2  0  0  0  0
  7  6  1  0  0  0  0
 13 15  2  0  0  0  0
  5 19  1  0  0  0  0
 13 16  1  0  0  0  0
  5  6  2  0  0  0  0
  2  1  1  0  0  0  0
 19 18  1  0  0  0  0
 20 21  2  0  0  0  0
 17 36  1  0  0  0  0
 10 34  1  0  0  0  0
 18 37  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  2 25  1  1  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
 16 35  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
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -4.4457    4.9103   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7495    3.6824    0.2545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4192    2.6838   -0.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225    1.4516   -0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5654    1.8055    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4223    3.0239    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    3.3999    2.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    2.6041    1.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050    1.1456    1.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6900    0.1786    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1748    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4834   -2.0154    1.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3977   -3.6268    1.5682 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.4585   -4.1647    2.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -3.9396    0.1595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -4.1164    2.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062   -1.5610    0.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7748   -0.5981    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5428    0.7655    0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4759    4.0714    0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247    5.1876    1.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3545    4.6254   -0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7336    5.6090    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7895    5.4494   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    3.2164    0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    3.1530   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    2.3742   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    0.8486   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463    0.8486    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    4.4651    1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016    3.2212    3.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7541    2.7235    2.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.0058    0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6600    0.4855    2.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7815   -4.2414    3.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -2.6000    0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282   -0.9469    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0
 11 10  2  0
 19  9  2  0
 10  9  1  0
  5  4  1  0
  6 20  1  0
 20  2  1  0
  2  3  1  0
  3  4  1  0
  9  8  1  0
 11 12  1  0
 17 11  1  0
 13 12  1  6
  8  7  1  0
 13 14  2  0
  7  6  1  0
 13 15  2  0
  5 19  1  0
 13 16  1  0
  5  6  2  0
  2  1  1  0
 19 18  1  0
 20 21  2  0
 17 36  1  0
 10 34  1  0
 18 37  1  0
  8 32  1  0
  8 33  1  0
  7 30  1  0
  7 31  1  0
  2 25  1  1
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
 16 35  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
M  END


  Mrv1652306212102213D          

 37 39  0  0  0  0            999 V2000
   -4.4457    4.9103   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7495    3.6824    0.2545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4192    2.6838   -0.8499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7225    1.4516   -0.2788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5654    1.8055    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4223    3.0239    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    3.3999    2.0369 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0118    2.6041    1.6691 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7050    1.1456    1.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6900    0.1786    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1748    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4834   -2.0154    1.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3977   -3.6268    1.5682 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.4585   -4.1647    2.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -3.9396    0.1595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -4.1164    2.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062   -1.5610    0.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7748   -0.5981    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5428    0.7655    0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4759    4.0714    0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247    5.1876    1.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3545    4.6254   -0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7336    5.6090    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7895    5.4494   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    3.2164    0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    3.1530   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    2.3742   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    0.8486   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463    0.8486    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    4.4651    1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016    3.2212    3.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7541    2.7235    2.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.0058    0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6600    0.4855    2.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7815   -4.2414    3.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -2.6000    0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282   -0.9469    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0  0  0  0
 11 10  2  0  0  0  0
 19  9  2  0  0  0  0
 10  9  1  0  0  0  0
  5  4  1  0  0  0  0
  6 20  1  0  0  0  0
 20  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  9  8  1  0  0  0  0
 11 12  1  0  0  0  0
 17 11  1  0  0  0  0
 13 12  1  6  0  0  0
  8  7  1  0  0  0  0
 13 14  2  0  0  0  0
  7  6  1  0  0  0  0
 13 15  2  0  0  0  0
  5 19  1  0  0  0  0
 13 16  1  0  0  0  0
  5  6  2  0  0  0  0
  2  1  1  0  0  0  0
 19 18  1  0  0  0  0
 20 21  2  0  0  0  0
 17 36  1  0  0  0  0
 10 34  1  0  0  0  0
 18 37  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  2 25  1  1  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  4 28  1  0  0  0  0
  4 29  1  0  0  0  0
 16 35  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
M  END
> <DATABASE_ID>
NP0042783

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O5S/c1-9-2-5-13-12-7-4-11(20-21(17,18)19)8-10(12)3-6-14(13)15(9)16/h4,7-9H,2-3,5-6H2,1H3,(H,17,18,19)/t9-/m0/s1

> <INCHI_KEY>
FNUMGMFTOFJQDG-VIFPVBQESA-N

> <FORMULA>
C15H16O5S

> <MOLECULAR_WEIGHT>
308.35

> <EXACT_MASS>
308.071844789

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
31.513671492507683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(7S)-7-methyl-8-oxo-5,6,7,8,9,10-hexahydrophenanthren-2-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.35

> <JCHEM_LOGP>
3.2112699183333335

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.913383180906517

> <JCHEM_PKA_STRONGEST_BASIC>
-5.016777238531167

> <JCHEM_POLAR_SURFACE_AREA>
80.67000000000002

> <JCHEM_REFRACTIVITY>
77.86099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(7S)-7-methyl-8-oxo-6,7,9,10-tetrahydro-5H-phenanthren-2-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -4.4457    4.9103   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7495    3.6824    0.2545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4192    2.6838   -0.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225    1.4516   -0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5654    1.8055    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4223    3.0239    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    3.3999    2.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    2.6041    1.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050    1.1456    1.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6900    0.1786    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1748    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4834   -2.0154    1.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3977   -3.6268    1.5682 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.4585   -4.1647    2.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -3.9396    0.1595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -4.1164    2.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062   -1.5610    0.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7748   -0.5981    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5428    0.7655    0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4759    4.0714    0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247    5.1876    1.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3545    4.6254   -0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7336    5.6090    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7895    5.4494   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    3.2164    0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    3.1530   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    2.3742   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    0.8486   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463    0.8486    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    4.4651    1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016    3.2212    3.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7541    2.7235    2.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.0058    0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6600    0.4855    2.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7815   -4.2414    3.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -2.6000    0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282   -0.9469    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0
 11 10  2  0
 19  9  2  0
 10  9  1  0
  5  4  1  0
  6 20  1  0
 20  2  1  0
  2  3  1  0
  3  4  1  0
  9  8  1  0
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 17 11  1  0
 13 12  1  6
  8  7  1  0
 13 14  2  0
  7  6  1  0
 13 15  2  0
  5 19  1  0
 13 16  1  0
  5  6  2  0
  2  1  1  0
 19 18  1  0
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  8 32  1  0
  8 33  1  0
  7 30  1  0
  7 31  1  0
  2 25  1  1
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
 16 35  1  0
  1 22  1  0
  1 23  1  0
  1 24  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      -4.446   4.910  -0.327  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.749   3.682   0.255  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.419   2.684  -0.850  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.723   1.452  -0.279  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.565   1.806   0.622  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.422   3.024   1.185  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.240   3.400   2.037  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.012   2.604   1.669  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.705   1.146   1.444  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.690   0.179   1.701  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.443  -1.175   1.464  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.483  -2.015   1.765  0.00  0.00           O+0
HETATM   13  S   UNK     0       2.398  -3.627   1.568  0.00  0.00           S+0
HETATM   14  O   UNK     0       1.458  -4.165   2.530  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.313  -3.940   0.160  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.844  -4.116   2.088  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.206  -1.561   0.957  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.775  -0.598   0.684  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.543   0.766   0.915  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.476   4.071   0.995  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.325   5.188   1.490  0.00  0.00           O+0
HETATM   22  H   UNK     0      -5.354   4.625  -0.867  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.734   5.609   0.466  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.789   5.449  -1.019  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.419   3.216   0.989  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.767   3.153  -1.599  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.332   2.374  -1.372  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.378   0.849  -1.128  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.446   0.849   0.284  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.000   4.465   1.943  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.502   3.221   3.088  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.754   2.724   2.467  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.453   3.006   0.748  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.660   0.486   2.088  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.781  -4.241   3.056  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.039  -2.600   0.755  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.728  -0.947   0.295  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2   20    3    1   25                                             
CONECT    3    2    4   26   27                                             
CONECT    4    5    3   28   29                                             
CONECT    5    4   19    6                                                  
CONECT    6   20    7    5                                                  
CONECT    7    8    6   30   31                                             
CONECT    8    9    7   32   33                                             
CONECT    9   19   10    8                                                  
CONECT   10   11    9   34                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   35                                                       
CONECT   17   18   11   36                                                  
CONECT   18   17   19   37                                                  
CONECT   19    9    5   18                                                  
CONECT   20    6    2   21                                                  
CONECT   21   20                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33    8                                                            
CONECT   34   10                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
   -4.4457    4.9103   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7495    3.6824    0.2545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4192    2.6838   -0.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7225    1.4516   -0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5654    1.8055    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4223    3.0239    1.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    3.3999    2.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0118    2.6041    1.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7050    1.1456    1.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6900    0.1786    1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1748    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4834   -2.0154    1.7653 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3977   -3.6268    1.5682 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.4585   -4.1647    2.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -3.9396    0.1595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8437   -4.1164    2.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062   -1.5610    0.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7748   -0.5981    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5428    0.7655    0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4759    4.0714    0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247    5.1876    1.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3545    4.6254   -0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7336    5.6090    0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7895    5.4494   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4190    3.2164    0.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    3.1530   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3323    2.3742   -1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3778    0.8486   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463    0.8486    0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    4.4651    1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016    3.2212    3.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7541    2.7235    2.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    3.0058    0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6600    0.4855    2.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7815   -4.2414    3.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0393   -2.6000    0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282   -0.9469    0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  2  0
 11 10  2  0
 19  9  2  0
 10  9  1  0
  5  4  1  0
  6 20  1  0
 20  2  1  0
  2  3  1  0
  3  4  1  0
  9  8  1  0
 11 12  1  0
 17 11  1  0
 13 12  1  6
  8  7  1  0
 13 14  2  0
  7  6  1  0
 13 15  2  0
  5 19  1  0
 13 16  1  0
  5  6  2  0
  2  1  1  0
 19 18  1  0
 20 21  2  0
 17 36  1  0
 10 34  1  0
 18 37  1  0
  8 32  1  0
  8 33  1  0
  7 30  1  0
  7 31  1  0
  2 25  1  1
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
 16 35  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2S)-2-Methyl-7-(sulphooxy)-3,4,9,10-tetrahydrophenanthrene-1(2H)-one	Generator

Chemical Formula

C₁₅H₁₆O₅S

Average Mass

308.3500 Da

Monoisotopic Mass

308.07184 Da

IUPAC Name

[(7S)-7-methyl-8-oxo-5,6,7,8,9,10-hexahydrophenanthren-2-yl]oxidanesulfonic acid

Traditional Name

[(7S)-7-methyl-8-oxo-6,7,9,10-tetrahydro-5H-phenanthren-2-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H16O5S/c1-9-2-5-13-12-7-4-11(20-21(17,18)19)8-10(12)3-6-14(13)15(9)16/h4,7-9H,2-3,5-6H2,1H3,(H,17,18,19)/t9-/m0/s1

InChI Key

FNUMGMFTOFJQDG-VIFPVBQESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Petromyzon marinus	JEOL database	Li, K., et. al, Org. Lett. 15, 5924 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
Arylsulfate
Naphthalene
Cyclohexenone
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	0.35	ALOGPS
logP	3.21	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.86 m³·mol⁻¹	ChemAxon
Polarizability	31.51 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30771395

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73212817

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li, K., et al. (2013). Li, K., et. al, Org. Lett. 15, 5924 (2013). Org. Lett..

Showing NP-Card for petromyzonin (NP0042783)

MOL for NP0042783 (petromyzonin)

3D MOL for NP0042783 (petromyzonin)

3D SDF for NP0042783 (petromyzonin)

3D-SDF for NP0042783 (petromyzonin)

PDB for NP0042783 (petromyzonin)

3D PDB for NP0042783 (petromyzonin)

SMILES for NP0042783 (petromyzonin)

INCHI for NP0042783 (petromyzonin)

Structure for NP0042783 (petromyzonin)

3D Structure for NP0042783 (petromyzonin)