NP-MRD: Showing NP-Card for Lucensimycin B (NP0006649)

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Record Information

Version

2.0

Created at

2020-12-09 03:36:19 UTC

Updated at

2021-07-15 16:55:24 UTC

NP-MRD ID

NP0006649

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lucensimycin B

Provided By

NPAtlas

Description

Lucensimycin B belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Lucensimycin B is found in Streptomyces and Streptomyces lucensis MA7349. Based on a literature review very few articles have been published on lucensimycin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118293D          

 73 76  0  0  0  0            999 V2000
    7.6891   -1.7173    1.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2467   -0.0289    1.1514 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.2714    2.6536   -1.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 73 76  0  0  0  0  0  0  0  0999 V2000
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 10 49  1  0
 11 50  1  1
 12 51  1  0
 12 52  1  0
 13 53  1  1
 14 54  1  0
 15 55  1  0
 16 56  1  0
 17 57  1  0
 18 58  1  0
 19 59  1  0
 22 60  1  0
 27 61  1  6
 28 62  1  0
 28 63  1  0
 29 64  1  0
 35 65  1  0
 35 66  1  0
 35 67  1  0
 36 68  1  1
 37 69  1  0
 38 70  1  1
 39 71  1  0
 39 72  1  0
 39 73  1  0
M  END


  Mrv1652306242118293D          

 73 76  0  0  0  0            999 V2000
    7.6891   -1.7173    1.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3362   -1.2711    1.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8366   -1.6824    2.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385   -0.4531    0.7835 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2467   -0.0289    1.1514 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1732   -0.5538    0.2562 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3518    0.5206   -0.2257 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1419    1.6577   -0.7952 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2714    2.6536   -1.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143    2.5990   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    1.4793   -0.8042 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1257    1.3075   -0.7013 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4571   -0.0575   -0.0943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7963   -0.2555    0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    0.6929    0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0667    0.3444    0.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1991    0.0406    1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4711   -0.3136    1.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4969    0.5293    1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5882    1.9241    1.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6911    2.7089    1.3551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8347    2.5431    2.0103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0011   -1.0521   -1.1320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6054   -1.0028   -2.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9706   -0.0423   -3.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099   -2.3380   -2.8999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4121   -3.2604   -1.9333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4723   -4.3398   -1.7296 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0089   -5.2551   -0.7821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -2.4645   -0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886   -2.8001    0.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079   -0.9964   -1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853   -2.0389   -1.0459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1963    0.2729   -1.1586 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6237    0.4602   -2.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448    2.3415    0.3776 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9678    2.9458   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1909    1.4373    1.4735 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3152    1.7017    2.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6252   -2.8261    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0865   -1.2137    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3982   -1.6885    1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -0.5350    2.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5375   -1.2542   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713   -1.2532    0.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    0.9966    0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407    1.3622   -1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7547    3.4570   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360    3.3164   -2.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6272    1.6996    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607    2.0199    0.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7891    1.5713   -1.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713   -0.1557    0.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1338   -1.2531    0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3798    1.6790    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4716    1.6724    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586   -1.2911    1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8158   -1.3841    1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4574    0.0072    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4796    2.7271    1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4667   -3.7989   -2.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7691   -4.8397   -2.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4026   -3.8180   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1048   -5.5638   -1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0794    1.2812   -3.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3590   -0.4575   -3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913    0.5798   -2.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689    3.1681    0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8004    2.4874    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    1.7131    1.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    0.7940    2.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8644    2.0467    3.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664    2.5169    2.4493 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
  2  4  1  0  0  0  0
  4  5  1  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
  8  9  1  0  0  0  0
  9 10  2  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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 23 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  6  0  0  0
  8 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38  5  1  0  0  0  0
 34  7  1  0  0  0  0
 34 11  1  0  0  0  0
 30 23  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  5 43  1  1  0  0  0
  6 44  1  0  0  0  0
  6 45  1  0  0  0  0
  7 46  1  1  0  0  0
  8 47  1  6  0  0  0
  9 48  1  0  0  0  0
 10 49  1  0  0  0  0
 11 50  1  1  0  0  0
 12 51  1  0  0  0  0
 12 52  1  0  0  0  0
 13 53  1  1  0  0  0
 14 54  1  0  0  0  0
 15 55  1  0  0  0  0
 16 56  1  0  0  0  0
 17 57  1  0  0  0  0
 18 58  1  0  0  0  0
 19 59  1  0  0  0  0
 22 60  1  0  0  0  0
 27 61  1  6  0  0  0
 28 62  1  0  0  0  0
 28 63  1  0  0  0  0
 29 64  1  0  0  0  0
 35 65  1  0  0  0  0
 35 66  1  0  0  0  0
 35 67  1  0  0  0  0
 36 68  1  1  0  0  0
 37 69  1  0  0  0  0
 38 70  1  1  0  0  0
 39 71  1  0  0  0  0
 39 72  1  0  0  0  0
 39 73  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006649

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(\[H])=C(\[H])C([H])=C([H])C(\[H])=C(/[H])[C@]1([H])C([H])([H])[C@]2([H])C([H])=C([H])[C@@]3([H])[C@]([H])(O[H])[C@@]([H])(C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@]3([H])[C@]2(C(=O)[C@]11C(=O)O[C@@]([H])(C1=O)C([H])([H])O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H34O10/c1-15-21(38-16(2)31)13-20-19(24(15)34)11-10-17-12-18(8-6-4-5-7-9-23(32)33)29(26(36)28(17,20)3)25(35)22(14-30)39-27(29)37/h4-11,15,17-22,24,30,34H,12-14H2,1-3H3,(H,32,33)/b5-4+,8-6+,9-7-/t15-,17-,18+,19+,20-,21+,22+,24+,28-,29-/m0/s1

> <INCHI_KEY>
UNCBZODCSVGKDO-WVXLRZHYSA-N

> <FORMULA>
C29H34O10

> <MOLECULAR_WEIGHT>
542.581

> <EXACT_MASS>
542.215197295

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
57.16289005149858

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,6E)-7-[(2'S,3R,4'aS,4'bS,5R,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-5-(hydroxymethyl)-4'a,7'-dimethyl-2,4,4'-trioxo-2',4',4'a,4'b,5',6',7',8',8'a,10'a-decahydro-1'H-spiro[oxolane-3,3'-phenanthrene]-2'-yl]hepta-2,4,6-trienoic acid

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.1785831246666665

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.239866977465642

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.569172608555544

> <JCHEM_PKA_STRONGEST_BASIC>
-2.994250032469476

> <JCHEM_POLAR_SURFACE_AREA>
164.5

> <JCHEM_REFRACTIVITY>
141.1263

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,6E)-7-[(2'S,3R,4'aS,4'bS,5R,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-5-(hydroxymethyl)-4'a,7'-dimethyl-2,4,4'-trioxo-2',4'b,5',6',7',8',8'a,10'a-octahydro-1'H-spiro[oxolane-3,3'-phenanthrene]-2'-yl]hepta-2,4,6-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 76  0  0  0  0  0  0  0  0999 V2000
    7.6891   -1.7173    1.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3362   -1.2711    1.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8366   -1.6824    2.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385   -0.4531    0.7835 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2467   -0.0289    1.1514 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1732   -0.5538    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3518    0.5206   -0.2257 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1419    1.6577   -0.7952 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2714    2.6536   -1.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143    2.5990   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    1.4793   -0.8042 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1257    1.3075   -0.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4571   -0.0575   -0.0943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7963   -0.2555    0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    0.6929    0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0667    0.3444    0.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1991    0.0406    1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4711   -0.3136    1.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4969    0.5293    1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5882    1.9241    1.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6911    2.7089    1.3551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8347    2.5431    2.0103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0011   -1.0521   -1.1320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6054   -1.0028   -2.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9706   -0.0423   -3.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099   -2.3380   -2.8999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4121   -3.2604   -1.9333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4723   -4.3398   -1.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089   -5.2551   -0.7821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -2.4645   -0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886   -2.8001    0.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079   -0.9964   -1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853   -2.0389   -1.0459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1963    0.2729   -1.1586 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6237    0.4602   -2.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448    2.3415    0.3776 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9678    2.9458   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1909    1.4373    1.4735 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3152    1.7017    2.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6252   -2.8261    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0865   -1.2137    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3982   -1.6885    1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -0.5350    2.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5375   -1.2542   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713   -1.2532    0.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    0.9966    0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407    1.3622   -1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7547    3.4570   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360    3.3164   -2.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6272    1.6996    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607    2.0199    0.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7891    1.5713   -1.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713   -0.1557    0.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1338   -1.2531    0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3798    1.6790    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4716    1.6724    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586   -1.2911    1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8158   -1.3841    1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4574    0.0072    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4796    2.7271    1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4667   -3.7989   -2.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7691   -4.8397   -2.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4026   -3.8180   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1048   -5.5638   -1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0794    1.2812   -3.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3590   -0.4575   -3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913    0.5798   -2.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689    3.1681    0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8004    2.4874    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    1.7131    1.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    0.7940    2.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8644    2.0467    3.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664    2.5169    2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 13 23  1  0
 23 24  1  6
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  2  0
 23 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  6
  8 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38  5  1  0
 34  7  1  0
 34 11  1  0
 30 23  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  5 43  1  1
  6 44  1  0
  6 45  1  0
  7 46  1  1
  8 47  1  6
  9 48  1  0
 10 49  1  0
 11 50  1  1
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 16 56  1  0
 17 57  1  0
 18 58  1  0
 19 59  1  0
 22 60  1  0
 27 61  1  6
 28 62  1  0
 28 63  1  0
 29 64  1  0
 35 65  1  0
 35 66  1  0
 35 67  1  0
 36 68  1  1
 37 69  1  0
 38 70  1  1
 39 71  1  0
 39 72  1  0
 39 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       7.689  -1.717   1.128  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.336  -1.271   1.516  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.837  -1.682   2.644  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.539  -0.453   0.784  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.247  -0.029   1.151  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.173  -0.554   0.256  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.352   0.521  -0.226  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.142   1.658  -0.795  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.271   2.654  -1.509  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.914   2.599  -1.531  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.296   1.479  -0.804  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.126   1.308  -0.701  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.457  -0.058  -0.094  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.796  -0.256   0.304  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.768   0.693   0.357  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.067   0.344   0.768  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.199   0.041   1.127  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.471  -0.314   1.532  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.497   0.529   1.765  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.588   1.924   1.684  0.00  0.00           C+0
HETATM   21  O   UNK     0      -7.691   2.709   1.355  0.00  0.00           O+0
HETATM   22  O   UNK     0      -9.835   2.543   2.010  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.001  -1.052  -1.132  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.605  -1.003  -2.424  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.971  -0.042  -3.180  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.810  -2.338  -2.900  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.412  -3.260  -1.933  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.472  -4.340  -1.730  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.009  -5.255  -0.782  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.336  -2.465  -0.665  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.489  -2.800   0.483  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.508  -0.996  -1.108  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.085  -2.039  -1.046  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.196   0.273  -1.159  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.624   0.460  -2.631  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.845   2.341   0.378  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.968   2.946  -0.188  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.191   1.437   1.474  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.315   1.702   2.675  0.00  0.00           C+0
HETATM   40  H   UNK     0       7.625  -2.826   0.859  0.00  0.00           H+0
HETATM   41  H   UNK     0       8.086  -1.214   0.239  0.00  0.00           H+0
HETATM   42  H   UNK     0       8.398  -1.688   1.988  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.084  -0.535   2.171  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.538  -1.254  -0.518  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.571  -1.253   0.960  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.890   0.997   0.729  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.941   1.362  -1.501  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.755   3.457  -2.035  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.336   3.316  -2.045  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.627   1.700   0.314  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.461   2.020   0.146  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.789   1.571  -1.510  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.771  -0.156   0.782  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.134  -1.253   0.608  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.380   1.679   0.050  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.472   1.672   0.704  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.759  -1.291   1.159  0.00  0.00           H+0
HETATM   58  H   UNK     0      -7.816  -1.384   1.697  0.00  0.00           H+0
HETATM   59  H   UNK     0      -9.457   0.007   2.100  0.00  0.00           H+0
HETATM   60  H   UNK     0     -10.480   2.727   1.223  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.467  -3.799  -2.164  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.769  -4.840  -2.663  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.403  -3.818  -1.336  0.00  0.00           H+0
HETATM   64  H   UNK     0      -1.105  -5.564  -1.089  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.079   1.281  -3.107  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.359  -0.458  -3.248  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.691   0.580  -2.765  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.169   3.168   0.663  0.00  0.00           H+0
HETATM   69  H   UNK     0       5.800   2.487   0.051  0.00  0.00           H+0
HETATM   70  H   UNK     0       5.242   1.713   1.796  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.710   0.794   2.894  0.00  0.00           H+0
HETATM   72  H   UNK     0       3.864   2.047   3.543  0.00  0.00           H+0
HETATM   73  H   UNK     0       2.566   2.517   2.449  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   38   43                                             
CONECT    6    5    7   44   45                                             
CONECT    7    6    8   34   46                                             
CONECT    8    7    9   36   47                                             
CONECT    9    8   10   48                                                  
CONECT   10    9   11   49                                                  
CONECT   11   10   12   34   50                                             
CONECT   12   11   13   51   52                                             
CONECT   13   12   14   23   53                                             
CONECT   14   13   15   54                                                  
CONECT   15   14   16   55                                                  
CONECT   16   15   17   56                                                  
CONECT   17   16   18   57                                                  
CONECT   18   17   19   58                                                  
CONECT   19   18   20   59                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   60                                                       
CONECT   23   13   24   32   30                                             
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   30   61                                             
CONECT   28   27   29   62   63                                             
CONECT   29   28   64                                                       
CONECT   30   27   31   23                                                  
CONECT   31   30                                                            
CONECT   32   23   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35    7   11                                             
CONECT   35   34   65   66   67                                             
CONECT   36    8   37   38   68                                             
CONECT   37   36   69                                                       
CONECT   38   36   39    5   70                                             
CONECT   39   38   71   72   73                                             
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    5                                                            
CONECT   44    6                                                            
CONECT   45    6                                                            
CONECT   46    7                                                            
CONECT   47    8                                                            
CONECT   48    9                                                            
CONECT   49   10                                                            
CONECT   50   11                                                            
CONECT   51   12                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   15                                                            
CONECT   56   16                                                            
CONECT   57   17                                                            
CONECT   58   18                                                            
CONECT   59   19                                                            
CONECT   60   22                                                            
CONECT   61   27                                                            
CONECT   62   28                                                            
CONECT   63   28                                                            
CONECT   64   29                                                            
CONECT   65   35                                                            
CONECT   66   35                                                            
CONECT   67   35                                                            
CONECT   68   36                                                            
CONECT   69   37                                                            
CONECT   70   38                                                            
CONECT   71   39                                                            
CONECT   72   39                                                            
CONECT   73   39                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  152    0
END

RDKit          3D

73 76  0  0  0  0  0  0  0  0999 V2000
    7.6891   -1.7173    1.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3362   -1.2711    1.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8366   -1.6824    2.6436 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5385   -0.4531    0.7835 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2467   -0.0289    1.1514 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1732   -0.5538    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3518    0.5206   -0.2257 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1419    1.6577   -0.7952 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2714    2.6536   -1.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9143    2.5990   -1.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2955    1.4793   -0.8042 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1257    1.3075   -0.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4571   -0.0575   -0.0943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7963   -0.2555    0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682    0.6929    0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0667    0.3444    0.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1991    0.0406    1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4711   -0.3136    1.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4969    0.5293    1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5882    1.9241    1.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6911    2.7089    1.3551 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0011   -1.0521   -1.1320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6054   -1.0028   -2.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4121   -3.2604   -1.9333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4723   -4.3398   -1.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089   -5.2551   -0.7821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357   -2.4645   -0.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886   -2.8001    0.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079   -0.9964   -1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853   -2.0389   -1.0459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1963    0.2729   -1.1586 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6237    0.4602   -2.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448    2.3415    0.3776 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9678    2.9458   -0.1876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1909    1.4373    1.4735 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3152    1.7017    2.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6252   -2.8261    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0865   -1.2137    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3982   -1.6885    1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841   -0.5350    2.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5375   -1.2542   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713   -1.2532    0.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    0.9966    0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407    1.3622   -1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7547    3.4570   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360    3.3164   -2.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6272    1.6996    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607    2.0199    0.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7891    1.5713   -1.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713   -0.1557    0.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1338   -1.2531    0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3798    1.6790    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4716    1.6724    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586   -1.2911    1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8158   -1.3841    1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4574    0.0072    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4796    2.7271    1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4667   -3.7989   -2.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7691   -4.8397   -2.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4026   -3.8180   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1048   -5.5638   -1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0794    1.2812   -3.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3590   -0.4575   -3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913    0.5798   -2.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689    3.1681    0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8004    2.4874    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2422    1.7131    1.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    0.7940    2.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8644    2.0467    3.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664    2.5169    2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 13 23  1  0
 23 24  1  6
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  2  0
 23 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  6
  8 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38  5  1  0
 34  7  1  0
 34 11  1  0
 30 23  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  5 43  1  1
  6 44  1  0
  6 45  1  0
  7 46  1  1
  8 47  1  6
  9 48  1  0
 10 49  1  0
 11 50  1  1
 12 51  1  0
 12 52  1  0
 13 53  1  1
 14 54  1  0
 15 55  1  0
 16 56  1  0
 17 57  1  0
 18 58  1  0
 19 59  1  0
 22 60  1  0
 27 61  1  6
 28 62  1  0
 28 63  1  0
 29 64  1  0
 35 65  1  0
 35 66  1  0
 35 67  1  0
 36 68  1  1
 37 69  1  0
 38 70  1  1
 39 71  1  0
 39 72  1  0
 39 73  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
7-[(2's,3R,4'AS,4'BS,6'r,7'r,8's,8'ar,10'ar)-6'-(acetyloxy)-8'-hydroxy-5-(hydroxymethyl)-4'a,7'-dimethyl-2,4,4'-trioxo-2',4',4'a,4'b,5',6',7',8',8'a,10'a-decahydro-1'H-spiro[oxolane-3,3'-phenanthrene]-2'-yl]hepta-2,4,6-trienoate	Generator

Chemical Formula

C₂₉H₃₄O₁₀

Average Mass

542.5810 Da

Monoisotopic Mass

542.21520 Da

IUPAC Name

(2Z,6E)-7-[(2'S,3R,4'aS,4'bS,5R,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-5-(hydroxymethyl)-4'a,7'-dimethyl-2,4,4'-trioxo-2',4',4'a,4'b,5',6',7',8',8'a,10'a-decahydro-1'H-spiro[oxolane-3,3'-phenanthrene]-2'-yl]hepta-2,4,6-trienoic acid

Traditional Name

(2Z,6E)-7-[(2'S,3R,4'aS,4'bS,5R,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-5-(hydroxymethyl)-4'a,7'-dimethyl-2,4,4'-trioxo-2',4'b,5',6',7',8',8'a,10'a-octahydro-1'H-spiro[oxolane-3,3'-phenanthrene]-2'-yl]hepta-2,4,6-trienoic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@@H](C[C@H]2[C@@H](C=C[C@H]3C[C@@H](C=CC=CC=CC(O)=O)[C@@]4(C(=O)OC(CO)C4=O)C(=O)[C@]23C)[C@@H]1O)OC(C)=O

InChI Identifier

InChI=1S/C29H34O10/c1-15-21(38-16(2)31)13-20-19(24(15)34)11-10-17-12-18(8-6-4-5-7-9-23(32)33)29(26(36)28(17,20)3)25(35)22(14-30)39-27(29)37/h4-11,15,17-22,24,30,34H,12-14H2,1-3H3,(H,32,33)/t15-,17-,18+,19+,20-,21+,22?,24+,28-,29-/m0/s1

InChI Key

UNCBZODCSVGKDO-WVXLRZHYSA-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
Streptomyces	NPAtlas	17107044
Streptomyces lucensis MA7349	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Tricarboxylic acid or derivatives
Gamma butyrolactone
3-furanone
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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	2.25	ALOGPS
logP	2.18	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.57	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	164.5 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	141.13 m³·mol⁻¹	ChemAxon
Polarizability	57.16 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA014204

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047292

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

139587041

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Lucensimycin B (NP0006649)

MOL for NP0006649 (Lucensimycin B)

3D MOL for NP0006649 (Lucensimycin B)

3D SDF for NP0006649 (Lucensimycin B)

3D-SDF for NP0006649 (Lucensimycin B)

PDB for NP0006649 (Lucensimycin B)

3D PDB for NP0006649 (Lucensimycin B)

SMILES for NP0006649 (Lucensimycin B)

INCHI for NP0006649 (Lucensimycin B)

Structure for NP0006649 (Lucensimycin B)

3D Structure for NP0006649 (Lucensimycin B)