NP-MRD: Showing NP-Card for (+)-Corotoxigenin 3-O-sulfate (NP0076359)

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Record Information

Version

2.0

Created at

2022-04-28 21:30:18 UTC

Updated at

2022-04-28 21:30:18 UTC

NP-MRD ID

NP0076359

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Corotoxigenin 3-O-sulfate

Description

[(1S,2R,5S,7S,10R,11S,14R,15R)-2-formyl-11-hydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxidanesulfonic acid belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. (+)-Corotoxigenin 3-O-sulfate is found in Adonis aleppica BOISS. Based on a literature review very few articles have been published on [(1S,2R,5S,7S,10R,11S,14R,15R)-2-formyl-11-hydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxidanesulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223302D          

 32 36  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883    2.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686    3.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611    3.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173    3.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344    3.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551    3.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.8632    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4035    2.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5024    1.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2410    2.3950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 15 18  1  6  0  0  0
 18 19  2  0  0  0  0
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 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 12 24  1  6  0  0  0
 11 25  1  6  0  0  0
  5 26  1  6  0  0  0
 26 27  2  0  0  0  0
  2 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
M  END

     RDKit          3D

 64 68  0  0  0  0  0  0  0  0999 V2000
    3.3894    0.5473   -2.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5075    0.2856   -0.8982 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6274   -0.8892   -1.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7315   -1.2685   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3596    0.7871    0.7607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8225    0.5970    0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3396   -0.7525    0.9301 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5128   -0.9556    0.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8370   -1.2575    1.1258 S   0  0  1  0  0  6  0  0  0  0  0  0
   -7.5274   -2.4943    0.5672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4926   -1.5656    2.5476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9806   -0.0101    1.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139   -1.8833    0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892   -1.5819    1.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5620   -0.3787    0.2241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8370   -0.6391   -1.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4095    0.1438   -1.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6105    1.4877   -0.6628 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6394    2.3199   -1.7833 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846    2.2969    0.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6261    1.5835    0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1922    0.1532    0.4136 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3018   -0.7990    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3153   -1.8419    1.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5517   -2.5791    1.1329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9251   -3.6235    1.7300 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2839   -1.9375    0.1798 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5835   -0.8178   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8043    1.1996   -2.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3053    1.0964   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5550   -0.3836   -2.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9762   -0.5421   -2.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0744   -2.1019   -0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3504   -1.7291    0.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0691    0.1090    1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671    1.1107   -1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1278    3.2934    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025    2.1896    1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514    2.2601   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492    2.8978    0.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1410    0.8268    1.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417    1.3360    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1172    0.9109   -0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6511   -0.8575    1.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7424    0.6233    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3937   -2.0272   -0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8029   -2.7944    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3512   -2.4516    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0467   -1.3052    2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5220   -1.5737   -1.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150    3.0607   -1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4100    3.3471    0.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    2.2197    1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4022    1.9365    0.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511    1.7335    1.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1835    0.0840   -0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
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  9 10  1  0
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 19 20  1  6
 20 21  2  0
 11 12  1  0
 13 12  1  6
 13 16  1  0
 13 14  2  0
 13 15  2  0
  6 22  1  0
 22 23  1  6
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 24 25  1  0
 25 26  1  0
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 27 28  2  0
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 29 30  2  0
 29 31  1  0
 31 32  1  0
 22  2  1  0
 32 27  1  0
 26  2  1  0
 19  5  1  0
 19  9  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
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  5 40  1  1
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 10 47  1  0
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 20 55  1  0
 16 50  1  0
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 25 59  1  0
 25 60  1  0
 26 61  1  1
 28 62  1  0
 32 63  1  0
 32 64  1  0
M  END


  Mrv1652304282223302D          

 32 36  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9686    3.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611    3.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173    3.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344    3.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551    3.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.8632    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4035    2.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5024    1.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2410    2.3950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
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 18 23  1  0  0  0  0
 12 24  1  6  0  0  0
 11 25  1  6  0  0  0
  5 26  1  6  0  0  0
 26 27  2  0  0  0  0
  2 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076359

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](CC[C@]34C=O)OS(O)(=O)=O)[C@@]1(O)CC[C@@H]2C1=CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O8S/c1-21-7-5-18-19(23(21,26)9-6-17(21)14-10-20(25)30-12-14)3-2-15-11-16(31-32(27,28)29)4-8-22(15,18)13-24/h10,13,15-19,26H,2-9,11-12H2,1H3,(H,27,28,29)/t15-,16-,17+,18-,19+,21+,22+,23-/m0/s1

> <INCHI_KEY>
LQKIRCWMZFJFKX-AULARHRYSA-N

> <FORMULA>
C23H32O8S

> <MOLECULAR_WEIGHT>
468.56

> <EXACT_MASS>
468.181789164

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.34528145574723

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,2R,5S,7S,10R,11S,14R,15R)-2-formyl-11-hydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.07

> <JCHEM_LOGP>
0.3170511568473621

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.182636190577243

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.5903679792855963

> <JCHEM_PKA_STRONGEST_BASIC>
0.2750561740801808

> <JCHEM_POLAR_SURFACE_AREA>
127.2

> <JCHEM_REFRACTIVITY>
114.42419999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,5S,7S,10R,11S,14R,15R)-2-formyl-11-hydroxy-15-methyl-14-(5-oxo-2H-furan-3-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.612   5.093   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.151   5.043   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.675   6.491   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.154   6.919   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.459   7.436   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.184   6.572   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.764   0.984   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.889   5.740   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0      10.961   3.478   0.000  0.00  0.00           S+0
HETATM   30  O   UNK     0      11.953   4.655   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      12.138   2.485   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.783   4.471   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   28                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   26                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   17   25                                             
CONECT   12   11   13   15   24                                             
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   11                                                       
CONECT   18   15   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   18                                                       
CONECT   24   12                                                            
CONECT   25   11                                                            
CONECT   26    5   27                                                       
CONECT   27   26                                                            
CONECT   28    2   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Value	Source
[(1S,2R,5S,7S,10R,11S,14R,15R)-2-Formyl-11-hydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxidanesulfonate	Generator
[(1S,2R,5S,7S,10R,11S,14R,15R)-2-Formyl-11-hydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxidanesulphonate	Generator
[(1S,2R,5S,7S,10R,11S,14R,15R)-2-Formyl-11-hydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₂₃H₃₂O₈S

Average Mass

468.5600 Da

Monoisotopic Mass

468.18179 Da

IUPAC Name

[(1S,2R,5S,7S,10R,11S,14R,15R)-2-formyl-11-hydroxy-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxidanesulfonic acid

Traditional Name

[(1S,2R,5S,7S,10R,11S,14R,15R)-2-formyl-11-hydroxy-15-methyl-14-(5-oxo-2H-furan-3-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](CC[C@]34C=O)OS(O)(=O)=O)[C@@]1(O)CC[C@@H]2C1=CC(=O)OC1

InChI Identifier

InChI=1S/C23H32O8S/c1-21-7-5-18-19(23(21,26)9-6-17(21)14-10-20(25)30-12-14)3-2-15-11-16(31-32(27,28)29)4-8-22(15,18)13-24/h10,13,15-19,26H,2-9,11-12H2,1H3,(H,27,28,29)/t15-,16-,17+,18-,19+,21+,22+,23-/m0/s1

InChI Key

LQKIRCWMZFJFKX-AULARHRYSA-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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Adonis aleppica BOISS	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolides and derivatives

Alternative Parents

Substituents

Cardanolide-skeleton
Sulfated steroid skeleton
19-oxosteroid
14-hydroxysteroid
Hydroxysteroid
Oxosteroid
2-furanone
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Organic sulfuric acid or derivatives
Dihydrofuran
Cyclic alcohol
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.07	ALOGPS
logP	0.32	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	-1.6	ChemAxon
pKa (Strongest Basic)	0.28	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.2 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	114.42 m³·mol⁻¹	ChemAxon
Polarizability	48.35 Å³	ChemAxon
Number of Rings	5	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15489746

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Corotoxigenin 3-O-sulfate (NP0076359)

MOL for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)

3D MOL for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)

3D SDF for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)

3D-SDF for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)

PDB for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)

3D PDB for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)

SMILES for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)

INCHI for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)

Structure for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)

3D Structure for NP0076359 ((+)-Corotoxigenin 3-O-sulfate)