NP-MRD: Showing NP-Card for Glenthimine A (NP0333202)

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Record Information

Version

2.0

Created at

2024-05-12 13:29:45 UTC

Updated at

2024-09-03 04:21:33 UTC

NP-MRD ID

NP0333202

Natural Product DOI

https://doi.org/10.57994/2527

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Glenthimine A

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01242316062D          

 55 61  0  0  1  0            999 V2000
    2.1190   -0.4347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069    0.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520    0.8248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2418   -0.2662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9856    0.0907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592    0.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9023    1.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3681    2.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907    2.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475    1.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0818    0.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4387    0.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0725   -0.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2613   -0.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7270    0.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6545    0.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3254    1.2385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0948    0.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7374    1.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5068    1.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6105    2.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1986    2.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292    2.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7866    1.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3024    3.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701    1.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    0.7798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2085    1.6131    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3802    1.5295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1066    0.7512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4635    0.0074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3539    0.1189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098   -0.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -0.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -1.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    0.0570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2193    2.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694    2.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5737    2.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1346    2.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0081    3.5545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390    2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1825    1.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6217    1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652    0.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6460    0.0088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340   -0.8161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2944   -1.3106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1962   -2.1298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0528   -0.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931   -1.6290    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8458   -1.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3706   -0.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173    1.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1980    2.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 15 26  2  0  0  0  0
 10 26  1  0  0  0  0
  3 27  1  1  0  0  0
  3 28  1  0  0  0  0
 28  7  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 29 37  1  1  0  0  0
 28 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 47 46  1  0  0  0  0
 47 48  1  6  0  0  0
 48 49  1  1  0  0  0
 48 50  1  0  0  0  0
 47 51  1  1  0  0  0
 47 52  1  0  0  0  0
 52 53  1  0  0  0  0
 45 53  1  0  0  0  0
 44 54  2  0  0  0  0
 39 54  1  0  0  0  0
  2 54  1  0  0  0  0
 38 55  2  0  0  0  0
M  END


  Mrv2104 01242316062D          

 55 61  0  0  1  0            999 V2000
    2.1190   -0.4347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3069    0.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4520    0.8248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2418   -0.2662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9856    0.0907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2592    0.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9023    1.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3681    2.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907    2.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475    1.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0818    0.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4387    0.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0725   -0.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2613   -0.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7270    0.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6545    0.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3254    1.2385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0948    0.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7374    1.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5068    1.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6105    2.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1986    2.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292    2.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7866    1.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3024    3.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701    1.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    0.7798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2085    1.6131    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3802    1.5295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1066    0.7512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4635    0.0074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3539    0.1189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098   -0.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9509   -0.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3583   -1.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    0.0570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2193    2.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694    2.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5737    2.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1346    2.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0081    3.5545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390    2.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1825    1.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6217    1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652    0.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6460    0.0088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6340   -0.8161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2944   -1.3106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1962   -2.1298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0528   -0.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931   -1.6290    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8458   -1.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3706   -0.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173    1.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1980    2.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 15 26  2  0  0  0  0
 10 26  1  0  0  0  0
  3 27  1  1  0  0  0
  3 28  1  0  0  0  0
 28  7  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 29 37  1  1  0  0  0
 28 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 47 46  1  0  0  0  0
 47 48  1  6  0  0  0
 48 49  1  1  0  0  0
 48 50  1  0  0  0  0
 47 51  1  1  0  0  0
 47 52  1  0  0  0  0
 52 53  1  0  0  0  0
 45 53  1  0  0  0  0
 44 54  2  0  0  0  0
 39 54  1  0  0  0  0
  2 54  1  0  0  0  0
 38 55  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333202

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CCC(=N1)C1=C2C(=O)[C@]3([H])[C@@H]4OC5=C(C=CC6=C5C(O)=CC(C[C@@H](CC(O)=O)OC(C)=O)=C6)[C@]3([C@H](C)O[C@@]4([H])CC(O)=O)C(=O)C2=C(O)C=C1)[C@@H](C)O

> <INCHI_IDENTIFIER>
InChI=1S/C38H37NO13/c1-15(40)23-7-8-24(39-23)21-5-9-25(42)32-31(21)34(48)33-36-27(14-29(46)47)50-16(2)38(33,37(32)49)22-6-4-19-10-18(12-26(43)30(19)35(22)52-36)11-20(13-28(44)45)51-17(3)41/h4-6,9-10,12,15-16,20,23,27,33,36,40,42-43H,7-8,11,13-14H2,1-3H3,(H,44,45)(H,46,47)/t15-,16+,20+,23+,27+,33-,36-,38+/m1/s1

> <INCHI_KEY>
SAJKMKOXIJTPRD-VCWZETPQSA-N

> <FORMULA>
C38H37NO13

> <MOLECULAR_WEIGHT>
715.708

> <EXACT_MASS>
715.226490255

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
72.16845403073496

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-3-(acetyloxy)-4-[(1R,13S,14S,23S,25S)-25-(carboxymethyl)-9,20-dihydroxy-17-[(2S)-2-[(1R)-1-hydroxyethyl]-3,4-dihydro-2H-pyrrol-5-yl]-23-methyl-15,22-dioxo-12,24-dioxahexacyclo[11.9.3.0^{1,14}.0^{2,11}.0^{5,10}.0^{16,21}]pentacosa-2(11),3,5(10),6,8,16,18,20-octaen-7-yl]butanoic acid

> <JCHEM_LOGP>
1.4645682248478864

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9152528148934236

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2422845746612774

> <JCHEM_PKA_STRONGEST_BASIC>
4.571621120637307

> <JCHEM_POLAR_SURFACE_AREA>
226.54999999999998

> <JCHEM_REFRACTIVITY>
180.1567

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-(acetyloxy)-4-[(1R,13S,14S,23S,25S)-25-(carboxymethyl)-9,20-dihydroxy-17-[(5S)-5-[(1R)-1-hydroxyethyl]-4,5-dihydro-3H-pyrrol-2-yl]-23-methyl-15,22-dioxo-12,24-dioxahexacyclo[11.9.3.0^{1,14}.0^{2,11}.0^{5,10}.0^{16,21}]pentacosa-2(11),3,5(10),6,8,16,18,20-octaen-7-yl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JAN-23         0                                  
HETATM    1  O   UNK     0       3.955  -0.811   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.306   1.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.710   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.318  -0.497   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.706   0.169   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.217   1.622   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.551   3.011   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.420   4.282   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.956   4.164   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.622   2.776   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.753   1.505   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.419   0.116   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.735  -1.666   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.954  -0.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.824   1.270   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.555   1.303   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.807   2.312   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.244   1.756   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      14.443   2.722   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.879   2.166   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      14.206   4.244   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      11.571   3.834   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.134   4.389   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.935   3.423   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.898   5.911   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.158   2.659   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       1.173   1.456   0.000  0.00  0.00           H+0
HETATM   28  C   UNK     0       2.256   3.011   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.710   2.855   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.199   1.402   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.865   0.014   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0      -0.661   0.222   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0      -0.205  -1.210   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.775  -1.222   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.535  -2.561   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -2.555   0.106   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -0.409   4.079   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.303   4.140   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.804   3.798   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.851   4.928   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       5.615   6.635   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.353   4.586   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.807   3.114   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.760   1.985   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       7.215   0.514   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0       8.673   0.017   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0       8.650  -1.523   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       9.883  -2.447   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       9.700  -3.976   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      11.299  -1.841   0.000  0.00  0.00           C+0
HETATM   51  H   UNK     0       8.387  -3.041   0.000  0.00  0.00           H+0
HETATM   52  C   UNK     0       7.179  -1.978   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       6.292  -0.719   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       5.259   2.327   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       2.236   5.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   54                                                  
CONECT    3    2    4   27   28                                             
CONECT    4    3    5   31                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   26                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   15   10                                                       
CONECT   27    3                                                            
CONECT   28    3    7   29   38                                             
CONECT   29   28   30   37                                                  
CONECT   30   29   31                                                       
CONECT   31   30    4   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   29                                                            
CONECT   38   28   39   55                                                  
CONECT   39   38   40   54                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   54                                                  
CONECT   45   44   46   53                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   51   52                                             
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   47                                                            
CONECT   52   47   53                                                       
CONECT   53   52   45                                                       
CONECT   54   44   39    2                                                  
CONECT   55   38                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  122    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₃₇NO₁₃

Average Mass

715.7080 Da

Monoisotopic Mass

715.22649 Da

IUPAC Name

(3S)-3-(acetyloxy)-4-[(1R,13S,14S,23S,25S)-25-(carboxymethyl)-9,20-dihydroxy-17-[(2S)-2-[(1R)-1-hydroxyethyl]-3,4-dihydro-2H-pyrrol-5-yl]-23-methyl-15,22-dioxo-12,24-dioxahexacyclo[11.9.3.0^{1,14}.0^{2,11}.0^{5,10}.0^{16,21}]pentacosa-2(11),3,5(10),6,8,16,18,20-octaen-7-yl]butanoic acid

Traditional Name

(3S)-3-(acetyloxy)-4-[(1R,13S,14S,23S,25S)-25-(carboxymethyl)-9,20-dihydroxy-17-[(5S)-5-[(1R)-1-hydroxyethyl]-4,5-dihydro-3H-pyrrol-2-yl]-23-methyl-15,22-dioxo-12,24-dioxahexacyclo[11.9.3.0^{1,14}.0^{2,11}.0^{5,10}.0^{16,21}]pentacosa-2(11),3,5(10),6,8,16,18,20-octaen-7-yl]butanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(CCC(=N1)C1=C2C(=O)[C@]3([H])[C@@H]4OC5=C(C=CC6=C5C(O)=CC(C[C@@H](CC(O)=O)OC(C)=O)=C6)[C@]3([C@H](C)O[C@@]4([H])CC(O)=O)C(=O)C2=C(O)C=C1)[C@@H](C)O

InChI Identifier

InChI=1S/C38H37NO13/c1-15(40)23-7-8-24(39-23)21-5-9-25(42)32-31(21)34(48)33-36-27(14-29(46)47)50-16(2)38(33,37(32)49)22-6-4-19-10-18(12-26(43)30(19)35(22)52-36)11-20(13-28(44)45)51-17(3)41/h4-6,9-10,12,15-16,20,23,27,33,36,40,42-43H,7-8,11,13-14H2,1-3H3,(H,44,45)(H,46,47)/t15-,16+,20+,23+,27+,33-,36-,38+/m1/s1

InChI Key

SAJKMKOXIJTPRD-VCWZETPQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
sp. CMB-PB042		Not Available

Chemical Taxonomy

Classification

Not classified

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	1.46	ChemAxon
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	4.57	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	226.55 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	180.16 m³·mol⁻¹	ChemAxon
Polarizability	72.17 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Wu T, Salim AA, Khalil ZG, Capon RJ: Polycyclic C-deoxyaminoglycoside-polyketides from an Australian Pasture Plant Derived Streptomyces sp. Org Lett. 2021 Nov 5;23(21):8224-8228. doi: 10.1021/acs.orglett.1c02954. Epub 2021 Oct 15. [PubMed:34652159 ]

Showing NP-Card for Glenthimine A (NP0333202)

MOL for NP0333202 (Glenthimine A)

3D MOL for NP0333202 (Glenthimine A)

3D SDF for NP0333202 (Glenthimine A)

3D-SDF for NP0333202 (Glenthimine A)

PDB for NP0333202 (Glenthimine A)

3D PDB for NP0333202 (Glenthimine A)

SMILES for NP0333202 (Glenthimine A)

INCHI for NP0333202 (Glenthimine A)

Structure for NP0333202 (Glenthimine A)

3D Structure for NP0333202 (Glenthimine A)