NP-MRD: Showing NP-Card for Epothilone A (NP0013984)

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Record Information

Version

2.0

Created at

2021-01-05 23:15:23 UTC

Updated at

2021-07-15 17:16:01 UTC

NP-MRD ID

NP0013984

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Epothilone A

Provided By

NPAtlas

Description

Epothilone a, also known as epo a, belongs to the class of organic compounds known as epothilones and analogues. These are macrolides consisting of a 16-member lactone ring conjugated at the carbon 16 with a 1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl group. Some epothilone analogues containing a lactam ring instead of the lactone ring. Thus, epothilone a is considered to be a macrolide. Epothilone a is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Epothilone A is found in Sorangium cellulosum. Epothilone A was first documented in 2000 (PMID: 11133086). Based on a literature review very few articles have been published on Epothilone a (PMID: 18271516).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306242119513D          

 73 75  0  0  0  0            999 V2000
    4.5157   -1.3767    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7470   -0.2781    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3007    0.6769   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663    0.7719   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2657    0.9891   -2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9426    1.0866   -1.7456 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9088    0.8496   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0459    0.8156    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6161    0.7089    0.1807 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2431   -0.2529    0.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6239   -1.5411   -0.2942 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.9661   -3.9354    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3316    0.1833    1.9330 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9475    4.4368    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6075    3.6404   -1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  9  4  1  0  0  0  0
 34 10  1  0  0  0  0
 14 12  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  3 38  1  0  0  0  0
  5 39  1  0  0  0  0
  8 40  1  0  0  0  0
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 29 70  1  6  0  0  0
 30 71  1  0  0  0  0
 31 72  1  0  0  0  0
 31 73  1  0  0  0  0
M  END

     RDKit          3D

 73 75  0  0  0  0  0  0  0  0999 V2000
    4.5157   -1.3767    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7470   -0.2781    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3007    0.6769   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663    0.7719   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2657    0.9891   -2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9426    1.0866   -1.7456 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9088    0.8496   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0459    0.8156    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4075   -3.6118   -0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
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 14 12  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  5 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
 10 43  1  1
 11 44  1  0
 11 45  1  0
 12 46  1  1
 14 47  1  1
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  1
 19 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  1
 21 59  1  0
 22 60  1  6
 23 61  1  0
 23 62  1  0
 23 63  1  0
 27 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  6
 30 71  1  0
 31 72  1  0
 31 73  1  0
M  END

  Mrv1652306242119513D          

 73 75  0  0  0  0            999 V2000
    4.5157   -1.3767    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7470   -0.2781    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3007    0.6769   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663    0.7719   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2657    0.9891   -2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9426    1.0866   -1.7456 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9088    0.8496   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0459    0.8156    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6161    0.7089    0.1807 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2431   -0.2529    0.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6239   -1.5411   -0.2942 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5783   -2.6311    0.7248 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9661   -3.9354    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -3.6504    0.5758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4075   -3.6118   -0.4901 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7580   -3.4592    0.1731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5467   -2.3378   -0.4967 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8339   -2.0978    0.2171 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0022   -2.3217   -0.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8902   -0.7656    0.9198 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1202   -0.6999    1.5935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360    0.4071    0.0052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1299    0.8477   -0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9901    1.5063    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150    1.3806    1.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5702    2.7477    0.0215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1420    3.9116    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987    2.8741   -1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1039    2.9473   -0.0987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6489    4.1727    0.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2534    1.8459    0.4978 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0854    1.9177   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875    3.0690   -0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381    0.7981   -0.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5717   -1.2294    0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2303   -2.2994    0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1771   -1.4180    1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6643    1.4345   -1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000    1.0724   -3.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3258   -0.2423    1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8408    1.4924    0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6084    1.1759    1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9715   -0.1295    1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5517   -1.2484   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284   -1.7876   -1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -2.3840    1.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081   -4.2646    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372   -2.9202   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4141   -4.6397   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567   -3.1616    1.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3385   -4.3999    0.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9048   -1.4331   -0.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7075   -2.6606   -1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9488   -2.8762    1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8847   -3.3697   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0042   -1.6187   -1.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9555   -2.3278   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209   -0.7847    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3316    0.1833    1.9330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226    0.1346   -0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9055    0.0851   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2182    0.9571   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3948    1.7597    0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3756    4.6533    1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9475    4.4368    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5871    3.5540    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6075    3.6404   -1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500    1.9364   -1.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2253    3.2346   -1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7994    2.9874   -1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644    4.0839    1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    0.8556    0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0795    2.1531    1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2 10  1  0  0  0  0
 10 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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  9  4  1  0  0  0  0
 34 10  1  0  0  0  0
 14 12  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  3 38  1  0  0  0  0
  5 39  1  0  0  0  0
  8 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
 10 43  1  1  0  0  0
 11 44  1  0  0  0  0
 11 45  1  0  0  0  0
 12 46  1  1  0  0  0
 14 47  1  1  0  0  0
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 16 50  1  0  0  0  0
 16 51  1  0  0  0  0
 17 52  1  0  0  0  0
 17 53  1  0  0  0  0
 18 54  1  1  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
 19 57  1  0  0  0  0
 20 58  1  1  0  0  0
 21 59  1  0  0  0  0
 22 60  1  6  0  0  0
 23 61  1  0  0  0  0
 23 62  1  0  0  0  0
 23 63  1  0  0  0  0
 27 64  1  0  0  0  0
 27 65  1  0  0  0  0
 27 66  1  0  0  0  0
 28 67  1  0  0  0  0
 28 68  1  0  0  0  0
 28 69  1  0  0  0  0
 29 70  1  6  0  0  0
 30 71  1  0  0  0  0
 31 72  1  0  0  0  0
 31 73  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0013984

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])C(=O)O[C@]([H])(C(=C(/[H])C2=C([H])SC(=N2)C([H])([H])[H])\C([H])([H])[H])C([H])([H])[C@]2([H])O[C@]2([H])C([H])([H])C([H])([H])C([H])([H])[C@]([H])(C([H])([H])[H])[C@]([H])(O[H])[C@]([H])(C(=O)C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H39NO6S/c1-14-8-7-9-19-21(32-19)11-20(15(2)10-18-13-34-17(4)27-18)33-23(29)12-22(28)26(5,6)25(31)16(3)24(14)30/h10,13-14,16,19-22,24,28,30H,7-9,11-12H2,1-6H3/b15-10+/t14-,16+,19+,20-,21-,22-,24-/m0/s1

> <INCHI_KEY>
HESCAJZNRMSMJG-KKQRBIROSA-N

> <FORMULA>
C26H39NO6S

> <MOLECULAR_WEIGHT>
493.656

> <EXACT_MASS>
493.249808675

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
54.06743329275961

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.8421570899999993

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.727575467617832

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.086928945208811

> <JCHEM_PKA_STRONGEST_BASIC>
2.7263327178808083

> <JCHEM_POLAR_SURFACE_AREA>
109.25

> <JCHEM_REFRACTIVITY>
130.1218

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
epothilone A

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 75  0  0  0  0  0  0  0  0999 V2000
    4.5157   -1.3767    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7470   -0.2781    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3007    0.6769   -0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663    0.7719   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2657    0.9891   -2.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9426    1.0866   -1.7456 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9088    0.8496   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0459    0.8156    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6161    0.7089    0.1807 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2431   -0.2529    0.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6239   -1.5411   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783   -2.6311    0.7248 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9661   -3.9354    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -3.6504    0.5758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4075   -3.6118   -0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7580   -3.4592    0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -2.3378   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -2.0978    0.2171 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0022   -2.3217   -0.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1202   -0.6999    1.5935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7360    0.4071    0.0052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1299    0.8477   -0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1420    3.9116    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0854    1.9177   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875    3.0690   -0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381    0.7981   -0.5114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5717   -1.2294    0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2303   -2.2994    0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6643    1.4345   -1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000    1.0724   -3.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3258   -0.2423    1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8408    1.4924    0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6084    1.1759    1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9715   -0.1295    1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5517   -1.2484   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284   -1.7876   -1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -2.3840    1.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081   -4.2646    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372   -2.9202   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4141   -4.6397   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567   -3.1616    1.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3385   -4.3999    0.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9048   -1.4331   -0.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8847   -3.3697   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0042   -1.6187   -1.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9555   -2.3278   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209   -0.7847    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3316    0.1833    1.9330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226    0.1346   -0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9055    0.0851   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2182    0.9571   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3948    1.7597    0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3756    4.6533    1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9475    4.4368    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5871    3.5540    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6075    3.6404   -1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500    1.9364   -1.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2253    3.2346   -1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7994    2.9874   -1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644    4.0839    1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    0.8556    0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0795    2.1531    1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  1
 26 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
  9  4  1  0
 34 10  1  0
 14 12  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  5 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
 10 43  1  1
 11 44  1  0
 11 45  1  0
 12 46  1  1
 14 47  1  1
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  1
 19 55  1  0
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 20 58  1  1
 21 59  1  0
 22 60  1  6
 23 61  1  0
 23 62  1  0
 23 63  1  0
 27 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  6
 30 71  1  0
 31 72  1  0
 31 73  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       4.516  -1.377   0.792  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.747  -0.278   0.117  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.301   0.677  -0.587  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.766   0.772  -0.787  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.266   0.989  -2.055  0.00  0.00           C+0
HETATM    6  S   UNK     0       7.943   1.087  -1.746  0.00  0.00           S+0
HETATM    7  C   UNK     0       7.909   0.850  -0.054  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.046   0.816   0.943  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.616   0.709   0.181  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.243  -0.253   0.266  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.624  -1.541  -0.294  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.578  -2.631   0.725  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.966  -3.935   0.229  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.645  -3.650   0.576  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.408  -3.612  -0.490  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.758  -3.459   0.173  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.547  -2.338  -0.497  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.834  -2.098   0.217  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.002  -2.322  -0.714  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.890  -0.766   0.920  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.120  -0.700   1.593  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.736   0.407   0.005  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.130   0.848  -0.416  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.990   1.506   0.704  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.715   1.381   1.882  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.570   2.748   0.022  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.142   3.912   0.842  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.199   2.874  -1.356  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.104   2.947  -0.099  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.649   4.173   0.417  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.253   1.846   0.498  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.085   1.918  -0.144  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.587   3.069  -0.330  0.00  0.00           O+0
HETATM   34  O   UNK     0       1.738   0.798  -0.511  0.00  0.00           O+0
HETATM   35  H   UNK     0       5.572  -1.229   0.666  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.230  -2.299   0.232  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.177  -1.418   1.851  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.664   1.435  -1.046  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.700   1.072  -3.003  0.00  0.00           H+0
HETATM   40  H   UNK     0       9.326  -0.242   1.056  0.00  0.00           H+0
HETATM   41  H   UNK     0       9.841   1.492   0.613  0.00  0.00           H+0
HETATM   42  H   UNK     0       8.608   1.176   1.892  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.972  -0.130   1.325  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.552  -1.248  -0.508  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.128  -1.788  -1.231  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.987  -2.384   1.747  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.308  -4.265   1.466  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.237  -2.920  -1.310  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.414  -4.640  -0.960  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.657  -3.162   1.254  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.338  -4.400   0.180  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.905  -1.433  -0.441  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.708  -2.661  -1.534  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.949  -2.876   1.023  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.885  -3.370  -1.099  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.004  -1.619  -1.564  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.955  -2.328  -0.151  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.121  -0.785   1.719  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.332   0.183   1.933  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.123   0.135  -0.881  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.906   0.085  -0.124  0.00  0.00           H+0
HETATM   62  H   UNK     0      -5.218   0.957  -1.502  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.395   1.760   0.159  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.376   4.653   1.108  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.947   4.437   0.314  0.00  0.00           H+0
HETATM   66  H   UNK     0      -3.587   3.554   1.803  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.607   3.640  -1.910  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.050   1.936  -1.892  0.00  0.00           H+0
HETATM   69  H   UNK     0      -4.225   3.235  -1.321  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.799   2.987  -1.187  0.00  0.00           H+0
HETATM   71  H   UNK     0      -0.064   4.084   1.185  0.00  0.00           H+0
HETATM   72  H   UNK     0      -0.713   0.856   0.475  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.080   2.153   1.570  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    1    3   10                                                  
CONECT    3    2    4   38                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6   39                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   40   41   42                                             
CONECT    9    7    4                                                       
CONECT   10    2   11   34   43                                             
CONECT   11   10   12   44   45                                             
CONECT   12   11   13   14   46                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   12   47                                             
CONECT   15   14   16   48   49                                             
CONECT   16   15   17   50   51                                             
CONECT   17   16   18   52   53                                             
CONECT   18   17   19   20   54                                             
CONECT   19   18   55   56   57                                             
CONECT   20   18   21   22   58                                             
CONECT   21   20   59                                                       
CONECT   22   20   23   24   60                                             
CONECT   23   22   61   62   63                                             
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   29                                             
CONECT   27   26   64   65   66                                             
CONECT   28   26   67   68   69                                             
CONECT   29   26   30   31   70                                             
CONECT   30   29   71                                                       
CONECT   31   29   32   72   73                                             
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   10                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    5                                                            
CONECT   40    8                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   15                                                            
CONECT   50   16                                                            
CONECT   51   16                                                            
CONECT   52   17                                                            
CONECT   53   17                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   19                                                            
CONECT   57   19                                                            
CONECT   58   20                                                            
CONECT   59   21                                                            
CONECT   60   22                                                            
CONECT   61   23                                                            
CONECT   62   23                                                            
CONECT   63   23                                                            
CONECT   64   27                                                            
CONECT   65   27                                                            
CONECT   66   27                                                            
CONECT   67   28                                                            
CONECT   68   28                                                            
CONECT   69   28                                                            
CONECT   70   29                                                            
CONECT   71   30                                                            
CONECT   72   31                                                            
CONECT   73   31                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  150    0
END

RDKit          3D

73 75  0  0  0  0  0  0  0  0999 V2000
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    5.7663    0.7719   -0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9426    1.0866   -1.7456 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9088    0.8496   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0459    0.8156    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6161    0.7089    0.1807 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2431   -0.2529    0.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6239   -1.5411   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783   -2.6311    0.7248 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9661   -3.9354    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -3.6504    0.5758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4075   -3.6118   -0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6489    4.1727    0.4168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2534    1.8459    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854    1.9177   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875    3.0690   -0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2303   -2.2994    0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1771   -1.4180    1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6643    1.4345   -1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000    1.0724   -3.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3258   -0.2423    1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8408    1.4924    0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6084    1.1759    1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9715   -0.1295    1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5517   -1.2484   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284   -1.7876   -1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -2.3840    1.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081   -4.2646    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372   -2.9202   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4141   -4.6397   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9555   -2.3278   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1209   -0.7847    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3316    0.1833    1.9330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226    0.1346   -0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9055    0.0851   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2182    0.9571   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3948    1.7597    0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3756    4.6533    1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9475    4.4368    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5871    3.5540    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6075    3.6404   -1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500    1.9364   -1.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2253    3.2346   -1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7994    2.9874   -1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0644    4.0839    1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    0.8556    0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0795    2.1531    1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  1
 26 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
  9  4  1  0
 34 10  1  0
 14 12  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  5 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
 10 43  1  1
 11 44  1  0
 11 45  1  0
 12 46  1  1
 14 47  1  1
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  1
 19 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  1
 21 59  1  0
 22 60  1  6
 23 61  1  0
 23 62  1  0
 23 63  1  0
 27 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  6
 30 71  1  0
 31 72  1  0
 31 73  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(-)-Epothilone a	ChEBI
(1S,7S,10R,11S,12S,16R)-7-Hydroxy-11-(S)-hydroxy-8,8,10,12-tetramethyl-3-[(e)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-4,17-dioxa-bicyclo[14.1.0]heptadecane-5,9-dione	ChEBI
Epo a	ChEBI
Epothilon a	MeSH

Chemical Formula

C₂₆H₃₉NO₆S

Average Mass

493.6560 Da

Monoisotopic Mass

493.24981 Da

IUPAC Name

(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione

Traditional Name

epothilone A

CAS Registry Number

Not Available

SMILES

C[C@H]1CCC[C@H]2O[C@H]2C[C@H](OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@H]1O)C(\C)=C\C1=CSC(C)=N1

InChI Identifier

InChI=1S/C26H39NO6S/c1-14-8-7-9-19-21(32-19)11-20(15(2)10-18-13-34-17(4)27-18)33-23(29)12-22(28)26(5,6)25(31)16(3)24(14)30/h10,13-14,16,19-22,24,28,30H,7-9,11-12H2,1-6H3/b15-10+/t14-,16+,19+,20-,21-,22-,24-/m0/s1

InChI Key

HESCAJZNRMSMJG-KKQRBIROSA-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
Sorangium cellulosum	NPAtlas	25855820

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epothilones and analogues. These are macrolides consisting of a 16-member lactone ring conjugated at the carbon 16 with a 1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl group. Some epothilone analogues containing a lactam ring instead of the lactone ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Epothilones and analogues

Direct Parent

Epothilones and analogues

Alternative Parents

Substituents

Epothilone
2,4-disubstituted 1,3-thiazole
Azole
Heteroaromatic compound
Thiazole
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Cyclic ketone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Macrolides and lactone polyketides (C12153 )
Macrolides and lactone polyketides (LMPK04000040 )

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	3.28	ALOGPS
logP	3.84	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	2.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	109.25 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	130.12 m³·mol⁻¹	ChemAxon
Polarizability	54.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA009778

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00045298

Chemspider ID

395491

KEGG Compound ID

C12153

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

448799

PDB ID

Not Available

ChEBI ID

31549

Good Scents ID

Not Available

References

General References

Altmann KH, Bold G, Caravatti G, Florsheimer A, Guagnano V, Wartmann M: Synthesis and biological evaluation of highly potent analogues of epothilones B and D. Bioorg Med Chem Lett. 2000 Dec 18;10(24):2765-8. doi: 10.1016/s0960-894x(00)00555-2. [PubMed:11133086 ]
Erdelyi M, Pfeiffer B, Hauenstein K, Fohrer J, Gertsch J, Altmann KH, Carlomagno T: Conformational preferences of natural and C3-modified epothilones in aqueous solution. J Med Chem. 2008 Mar 13;51(5):1469-73. doi: 10.1021/jm7013452. Epub 2008 Feb 14. [PubMed:18271516 ]

Showing NP-Card for Epothilone A (NP0013984)

MOL for NP0013984 (Epothilone A)

3D MOL for NP0013984 (Epothilone A)

3D SDF for NP0013984 (Epothilone A)

3D-SDF for NP0013984 (Epothilone A)

PDB for NP0013984 (Epothilone A)

3D PDB for NP0013984 (Epothilone A)

SMILES for NP0013984 (Epothilone A)

INCHI for NP0013984 (Epothilone A)

Structure for NP0013984 (Epothilone A)

3D Structure for NP0013984 (Epothilone A)