NP-MRD: Showing NP-Card for Lucensimycin A (NP0006648)

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Record Information

Version

2.0

Created at

2020-12-09 03:36:17 UTC

Updated at

2021-07-15 16:55:24 UTC

NP-MRD ID

NP0006648

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lucensimycin A

Provided By

NPAtlas

Description

7-[(2'S,3R,4'aS,4'bS,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-4'a,7'-dimethyl-5-methylidene-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 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 A is found in Streptomyces and Streptomyces lucensis MA7349. Based on a literature review very few articles have been published on 7-[(2'S,3R,4'aS,4'bS,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-4'a,7'-dimethyl-5-methylidene-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.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118293D          

 70 73  0  0  0  0            999 V2000
    4.4426    2.7037   -2.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263    1.8432   -2.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3081    0.5413   -2.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2666   -0.0442   -1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8545   -1.2238   -2.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    0.9111   -0.8556 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5626    2.1610   -1.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    3.2842   -0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979    1.1477   -1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0603    1.4894   -2.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
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 32 66  1  0  0  0  0
 33 67  1  0  0  0  0
 34 68  1  0  0  0  0
 35 69  1  0  0  0  0
 38 70  1  0  0  0  0
M  END

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
    4.4426    2.7037   -2.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263    1.8432   -2.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3081    0.5413   -2.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2666   -0.0442   -1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8545   -1.2238   -2.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
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 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  6
 23 56  1  0
 24 57  1  6
 25 58  1  0
 26 59  1  0
 27 60  1  6
 28 61  1  0
 28 62  1  0
 29 63  1  1
 30 64  1  0
 31 65  1  0
 32 66  1  0
 33 67  1  0
 34 68  1  0
 35 69  1  0
 38 70  1  0
M  END


  Mrv1652306242118293D          

 70 73  0  0  0  0            999 V2000
    4.4426    2.7037   -2.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263    1.8432   -2.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3081    0.5413   -2.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2666   -0.0442   -1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8545   -1.2238   -2.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    0.9111   -0.8556 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5626    2.1610   -1.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    3.2842   -0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979    1.1477   -1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0603    1.4894   -2.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5624    0.9802    0.1082 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0048   -0.4273    0.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    1.7978   -0.1163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5642    1.6064   -1.3632 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0083    1.2729   -1.2679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1824   -0.1456   -1.1292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8314   -0.8602   -2.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0291   -2.3187   -2.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   -0.2562   -3.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036    1.9685   -0.2099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7178    3.0358   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8963    2.5630    0.8825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5565    2.8696    2.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7922    1.5604    1.0487 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0891    1.4726    2.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7715    1.4927    2.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031    1.6268    1.2741 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4639    1.1267    1.5966 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2453    0.4626    0.5158 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3046   -0.9737    0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1851   -1.8244    0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5321   -1.8564    1.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315   -3.3062    1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -4.5878    1.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7647   -5.4273    1.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1651   -5.1600    2.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6691   -4.0196    2.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9516   -6.3063    2.2508 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339    3.7139   -2.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    2.3839   -3.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5928   -1.1026   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650   -0.6518    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6390   -0.7899    1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175    2.8906    0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4953    2.4697   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    0.7333   -1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    1.5543   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0025   -2.7130   -1.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2291   -2.7640   -2.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9797   -2.6103   -2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4368    1.2184    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1883    4.0185   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6221    3.1842   -0.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663    2.7626   -1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498    3.4871    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5615    2.7029    1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704    0.5385    0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    1.3578    3.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3221    1.4212    3.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0881    2.7343    1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3586    0.3320    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0279    1.9601    2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    0.8284    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -1.5131    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934   -2.9259    0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5397   -1.6700    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8633   -3.3573    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8132   -5.2253    1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4759   -6.4976    1.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9826   -6.9555    1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  4  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 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
 17 19  2  0  0  0  0
 15 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  1  0  0  0  0
 25 26  2  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
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
  7  2  1  0  0  0  0
 27 11  1  0  0  0  0
 29  6  1  0  0  0  0
 24 13  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 12 43  1  0  0  0  0
 13 44  1  6  0  0  0
 14 45  1  0  0  0  0
 14 46  1  0  0  0  0
 15 47  1  6  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
 20 51  1  1  0  0  0
 21 52  1  0  0  0  0
 21 53  1  0  0  0  0
 21 54  1  0  0  0  0
 22 55  1  6  0  0  0
 23 56  1  0  0  0  0
 24 57  1  6  0  0  0
 25 58  1  0  0  0  0
 26 59  1  0  0  0  0
 27 60  1  6  0  0  0
 28 61  1  0  0  0  0
 28 62  1  0  0  0  0
 29 63  1  1  0  0  0
 30 64  1  0  0  0  0
 31 65  1  0  0  0  0
 32 66  1  0  0  0  0
 33 67  1  0  0  0  0
 34 68  1  0  0  0  0
 35 69  1  0  0  0  0
 38 70  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006648

> <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)OC(=C([H])[H])C1=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H32O9/c1-15-22(38-17(3)30)14-21-20(24(15)33)12-11-18-13-19(9-7-5-6-8-10-23(31)32)29(26(35)28(18,21)4)25(34)16(2)37-27(29)36/h5-12,15,18-22,24,33H,2,13-14H2,1,3-4H3,(H,31,32)/b6-5+,9-7-,10-8-/t15-,18-,19+,20+,21-,22+,24+,28-,29-/m0/s1

> <INCHI_KEY>
BWLNMHRUYCQUPW-PJQPDCIQSA-N

> <FORMULA>
C29H32O9

> <MOLECULAR_WEIGHT>
524.566

> <EXACT_MASS>
524.20463261

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
56.28009323153325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,4Z,6Z)-7-[(2'S,3R,4'aS,4'bS,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-4'a,7'-dimethyl-5-methylidene-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>
3.22

> <JCHEM_LOGP>
3.181313106333333

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.553154930685995

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.569172617780562

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9942500333376545

> <JCHEM_POLAR_SURFACE_AREA>
144.27

> <JCHEM_REFRACTIVITY>
140.00160000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,4Z,6Z)-7-[(2'S,3R,4'aS,4'bS,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-4'a,7'-dimethyl-5-methylidene-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

 70 73  0  0  0  0  0  0  0  0999 V2000
    4.4426    2.7037   -2.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263    1.8432   -2.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3081    0.5413   -2.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2666   -0.0442   -1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8545   -1.2238   -2.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    0.9111   -0.8556 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5626    2.1610   -1.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    3.2842   -0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979    1.1477   -1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0603    1.4894   -2.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5624    0.9802    0.1082 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0048   -0.4273    0.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    1.7978   -0.1163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5642    1.6064   -1.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0083    1.2729   -1.2679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1824   -0.1456   -1.1292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8314   -0.8602   -2.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0291   -2.3187   -2.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   -0.2562   -3.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036    1.9685   -0.2099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7178    3.0358   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8963    2.5630    0.8825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5565    2.8696    2.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7922    1.5604    1.0487 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0891    1.4726    2.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7715    1.4927    2.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031    1.6268    1.2741 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4639    1.1267    1.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2453    0.4626    0.5158 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3046   -0.9737    0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1851   -1.8244    0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5321   -1.8564    1.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315   -3.3062    1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -4.5878    1.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7647   -5.4273    1.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1651   -5.1600    2.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6691   -4.0196    2.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9516   -6.3063    2.2508 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339    3.7139   -2.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    2.3839   -3.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5928   -1.1026   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650   -0.6518    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6390   -0.7899    1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175    2.8906    0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4953    2.4697   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    0.7333   -1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    1.5543   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0025   -2.7130   -1.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2291   -2.7640   -2.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9797   -2.6103   -2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4368    1.2184    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1883    4.0185   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6221    3.1842   -0.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663    2.7626   -1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498    3.4871    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5615    2.7029    1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704    0.5385    0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    1.3578    3.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3221    1.4212    3.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0881    2.7343    1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3586    0.3320    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0279    1.9601    2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    0.8284    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -1.5131    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934   -2.9259    0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5397   -1.6700    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8633   -3.3573    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8132   -5.2253    1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4759   -6.4976    1.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9826   -6.9555    1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  6  4  1  6
  6  7  1  0
  7  8  2  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
  7  2  1  0
 27 11  1  0
 29  6  1  0
 24 13  1  0
  1 39  1  0
  1 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  6
 14 45  1  0
 14 46  1  0
 15 47  1  6
 18 48  1  0
 18 49  1  0
 18 50  1  0
 20 51  1  1
 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  6
 23 56  1  0
 24 57  1  6
 25 58  1  0
 26 59  1  0
 27 60  1  6
 28 61  1  0
 28 62  1  0
 29 63  1  1
 30 64  1  0
 31 65  1  0
 32 66  1  0
 33 67  1  0
 34 68  1  0
 35 69  1  0
 38 70  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       4.443   2.704  -2.791  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.526   1.843  -2.289  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.308   0.541  -2.645  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.267  -0.044  -1.890  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.855  -1.224  -2.172  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.840   0.911  -0.856  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.563   2.161  -1.233  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.354   3.284  -0.706  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.398   1.148  -1.021  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.060   1.489  -2.151  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.562   0.980   0.108  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.005  -0.427   0.347  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.844   1.798  -0.116  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.564   1.606  -1.363  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.008   1.273  -1.268  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.182  -0.146  -1.129  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.831  -0.860  -2.109  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.029  -2.319  -2.073  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.317  -0.256  -3.151  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.804   1.968  -0.210  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.718   3.036  -0.755  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.896   2.563   0.883  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.556   2.870   2.024  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.792   1.560   1.049  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.089   1.473   2.312  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.772   1.493   2.460  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.103   1.627   1.274  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.464   1.127   1.597  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.245   0.463   0.516  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.305  -0.974   0.616  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.185  -1.824   0.899  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.532  -1.856   1.253  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.731  -3.306   1.374  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.805  -4.588   1.453  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.765  -5.427   1.713  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.165  -5.160   2.020  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.669  -4.020   2.086  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.952  -6.306   2.251  0.00  0.00           O+0
HETATM   39  H   UNK     0       4.534   3.714  -2.447  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.117   2.384  -3.603  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.593  -1.103  -0.460  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.065  -0.652   0.362  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.639  -0.790   1.353  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.518   2.891   0.029  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.495   2.470  -2.079  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.102   0.733  -1.940  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.505   1.554  -2.259  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.003  -2.713  -1.051  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.229  -2.764  -2.739  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.980  -2.610  -2.615  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.437   1.218   0.302  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.188   4.019  -0.816  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.622   3.184  -0.144  0.00  0.00           H+0
HETATM   54  H   UNK     0      -6.066   2.763  -1.803  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.450   3.487   0.453  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.561   2.703   1.999  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.270   0.539   0.875  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.684   1.358   3.243  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.322   1.421   3.474  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.088   2.734   1.038  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.359   0.332   2.416  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.028   1.960   2.062  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.341   0.828   0.596  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.331  -1.513   0.326  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.693  -2.926   0.866  0.00  0.00           H+0
HETATM   66  H   UNK     0       5.540  -1.670   1.516  0.00  0.00           H+0
HETATM   67  H   UNK     0       3.863  -3.357   0.287  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.813  -5.225   1.305  0.00  0.00           H+0
HETATM   69  H   UNK     0       5.476  -6.498   1.687  0.00  0.00           H+0
HETATM   70  H   UNK     0       7.983  -6.955   1.460  0.00  0.00           H+0
CONECT    1    2   39   40                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9   29                                             
CONECT    7    6    8    2                                                  
CONECT    8    7                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   27                                             
CONECT   12   11   41   42   43                                             
CONECT   13   11   14   24   44                                             
CONECT   14   13   15   45   46                                             
CONECT   15   14   16   20   47                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   48   49   50                                             
CONECT   19   17                                                            
CONECT   20   15   21   22   51                                             
CONECT   21   20   52   53   54                                             
CONECT   22   20   23   24   55                                             
CONECT   23   22   56                                                       
CONECT   24   22   25   13   57                                             
CONECT   25   24   26   58                                                  
CONECT   26   25   27   59                                                  
CONECT   27   26   28   11   60                                             
CONECT   28   27   29   61   62                                             
CONECT   29   28   30    6   63                                             
CONECT   30   29   31   64                                                  
CONECT   31   30   32   65                                                  
CONECT   32   31   33   66                                                  
CONECT   33   32   34   67                                                  
CONECT   34   33   35   68                                                  
CONECT   35   34   36   69                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   70                                                       
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   14                                                            
CONECT   46   14                                                            
CONECT   47   15                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   18                                                            
CONECT   51   20                                                            
CONECT   52   21                                                            
CONECT   53   21                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   23                                                            
CONECT   57   24                                                            
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   27                                                            
CONECT   61   28                                                            
CONECT   62   28                                                            
CONECT   63   29                                                            
CONECT   64   30                                                            
CONECT   65   31                                                            
CONECT   66   32                                                            
CONECT   67   33                                                            
CONECT   68   34                                                            
CONECT   69   35                                                            
CONECT   70   38                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  146    0
END

RDKit          3D

70 73  0  0  0  0  0  0  0  0999 V2000
    4.4426    2.7037   -2.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263    1.8432   -2.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3081    0.5413   -2.6452 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2666   -0.0442   -1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8545   -1.2238   -2.1719 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    0.9111   -0.8556 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5626    2.1610   -1.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543    3.2842   -0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979    1.1477   -1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0603    1.4894   -2.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5624    0.9802    0.1082 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0048   -0.4273    0.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    1.7978   -0.1163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5642    1.6064   -1.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0083    1.2729   -1.2679 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1824   -0.1456   -1.1292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8314   -0.8602   -2.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0291   -2.3187   -2.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171   -0.2562   -3.1505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8036    1.9685   -0.2099 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7178    3.0358   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8963    2.5630    0.8825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5565    2.8696    2.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7922    1.5604    1.0487 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0891    1.4726    2.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7715    1.4927    2.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031    1.6268    1.2741 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4639    1.1267    1.5966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2453    0.4626    0.5158 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3046   -0.9737    0.6156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1851   -1.8244    0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5321   -1.8564    1.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315   -3.3062    1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8045   -4.5878    1.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7647   -5.4273    1.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1651   -5.1600    2.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6691   -4.0196    2.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9516   -6.3063    2.2508 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339    3.7139   -2.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    2.3839   -3.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5928   -1.1026   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0650   -0.6518    0.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6390   -0.7899    1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175    2.8906    0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4953    2.4697   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    0.7333   -1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5052    1.5543   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0025   -2.7130   -1.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2291   -2.7640   -2.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9797   -2.6103   -2.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4368    1.2184    0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1883    4.0185   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6221    3.1842   -0.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663    2.7626   -1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498    3.4871    0.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5615    2.7029    1.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704    0.5385    0.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    1.3578    3.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3221    1.4212    3.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0881    2.7343    1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3586    0.3320    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0279    1.9601    2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3407    0.8284    0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -1.5131    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6934   -2.9259    0.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5397   -1.6700    1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8633   -3.3573    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8132   -5.2253    1.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4759   -6.4976    1.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9826   -6.9555    1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  6  4  1  6
  6  7  1  0
  7  8  2  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
  7  2  1  0
 27 11  1  0
 29  6  1  0
 24 13  1  0
  1 39  1  0
  1 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  6
 14 45  1  0
 14 46  1  0
 15 47  1  6
 18 48  1  0
 18 49  1  0
 18 50  1  0
 20 51  1  1
 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  6
 23 56  1  0
 24 57  1  6
 25 58  1  0
 26 59  1  0
 27 60  1  6
 28 61  1  0
 28 62  1  0
 29 63  1  1
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 31 65  1  0
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 33 67  1  0
 34 68  1  0
 35 69  1  0
 38 70  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-4'a,7'-dimethyl-5-methylidene-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

C₂₉H₃₂O₉

Average Mass

524.5660 Da

Monoisotopic Mass

524.20463 Da

IUPAC Name

(2Z,4Z,6Z)-7-[(2'S,3R,4'aS,4'bS,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-4'a,7'-dimethyl-5-methylidene-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,4Z,6Z)-7-[(2'S,3R,4'aS,4'bS,6'R,7'R,8'S,8'aR,10'aR)-6'-(acetyloxy)-8'-hydroxy-4'a,7'-dimethyl-5-methylidene-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(=C)C4=O)C(=O)[C@]23C)[C@@H]1O)OC(C)=O

InChI Identifier

InChI=1S/C29H32O9/c1-15-22(38-17(3)30)14-21-20(24(15)33)12-11-18-13-19(9-7-5-6-8-10-23(31)32)29(26(35)28(18,21)4)25(34)16(2)37-27(29)36/h5-12,15,18-22,24,33H,2,13-14H2,1,3-4H3,(H,31,32)/t15-,18-,19+,20+,21-,22+,24+,28-,29-/m0/s1

InChI Key

BWLNMHRUYCQUPW-PJQPDCIQSA-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
3-furanone
Cyclic alcohol
Enol ester
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Carboxylic acid
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
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	3.22	ALOGPS
logP	3.18	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.57	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	144.27 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	140 m³·mol⁻¹	ChemAxon
Polarizability	56.28 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

NPA011121

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

139586180

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Lucensimycin A (NP0006648)

MOL for NP0006648 (Lucensimycin A)

3D MOL for NP0006648 (Lucensimycin A)

3D SDF for NP0006648 (Lucensimycin A)

3D-SDF for NP0006648 (Lucensimycin A)

PDB for NP0006648 (Lucensimycin A)

3D PDB for NP0006648 (Lucensimycin A)

SMILES for NP0006648 (Lucensimycin A)

INCHI for NP0006648 (Lucensimycin A)

Structure for NP0006648 (Lucensimycin A)

3D Structure for NP0006648 (Lucensimycin A)