MiMeDB: Showing metabocard for Meleagrin B (MMDBc0004626)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 22:32:57 UTC

Update Date

2022-08-31 06:22:43 UTC

Metabolite ID

MMDBc0004626

Metabolite Identification

Common Name

Meleagrin B

Description

Meleagrin B belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on Meleagrin B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152100322D          

 60 69  0  0  1  0            999 V2000
    1.5325    3.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2042    6.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7990    7.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2174    8.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    4.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359    5.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1434    6.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0753    8.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0063    8.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    4.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960    6.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    6.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829    5.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4399    7.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9265    6.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1253    6.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4238    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7029    9.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123    4.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0028    9.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6568    7.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9490    7.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1139    8.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2650    7.7439    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8363    6.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9983    5.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8268    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    8.2038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6723    4.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7901    9.2543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8398    8.3255    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2233    7.5274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1139    6.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854    4.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9871    7.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513    4.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6906    6.8974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8368    8.9080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0311    8.1092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2838    5.2960    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4493    9.5376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3293    5.8480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5008    7.7287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3293    6.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8283    7.8682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1139    5.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0063    6.6017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8439    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688    7.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700    4.5312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0439   10.2561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    7.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4189   10.0146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8363    5.5461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5229    7.3834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9233    8.7005    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5886    9.4614    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6390    8.5302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7888    8.1281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  2  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 16 15  1  0  0  0  0
 24  2  1  1  0  0  0
 25 17  1  0  0  0  0
 25 21  2  0  0  0  0
 26 13  2  0  0  0  0
 27 14  2  0  0  0  0
 27 26  1  0  0  0  0
 28 17  2  0  0  0  0
 29 18  1  0  0  0  0
 29 24  1  0  0  0  0
 30 19  2  0  0  0  0
 31 20  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  1  0  0  0  0
 34 28  1  0  0  0  0
 35 30  1  0  0  0  0
 36  3  1  0  0  0  0
 36  4  1  0  0  0  0
 36 15  1  0  0  0  0
 36 33  1  0  0  0  0
 37  5  1  0  0  0  0
 37  6  1  0  0  0  0
 37 10  1  0  0  0  0
 38  7  1  1  0  0  0
 38 16  1  0  0  0  0
 38 22  1  0  0  0  0
 38 33  1  0  0  0  0
 39  8  1  6  0  0  0
 39 20  1  0  0  0  0
 40 22  1  1  0  0  0
 40 24  1  0  0  0  0
 40 32  1  0  0  0  0
 40 39  1  0  0  0  0
 41 19  1  0  0  0  0
 41 26  1  0  0  0  0
 41 37  1  1  0  0  0
 42 18  1  0  0  0  0
 42 39  1  0  0  0  0
 43 41  1  0  0  0  0
 44 23  2  0  0  0  0
 44 25  1  0  0  0  0
 45 34  2  0  0  0  0
 43 45  1  1  0  0  0
 46 21  1  0  0  0  0
 46 23  1  0  0  0  0
 29 46  1  1  0  0  0
 47 28  1  0  0  0  0
 47 35  1  0  0  0  0
 47 43  1  0  0  0  0
 48 27  1  0  0  0  0
 48 43  1  0  0  0  0
 49 30  1  0  0  0  0
 50 34  1  0  0  0  0
 51 35  2  0  0  0  0
 42 52  1  1  0  0  0
 53  9  1  0  0  0  0
 53 48  1  0  0  0  0
 54 31  1  0  0  0  0
 54 42  1  0  0  0  0
 55 17  1  0  0  0  0
 24 56  1  6  0  0  0
 29 57  1  6  0  0  0
 31 58  1  6  0  0  0
 32 59  1  6  0  0  0
 33 60  1  1  0  0  0
M  END


  Mrv1652305152100322D          

 60 69  0  0  1  0            999 V2000
    1.5325    3.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2042    6.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7990    7.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2174    8.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    4.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7359    5.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1434    6.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0753    8.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0063    8.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6187    4.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960    6.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    6.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829    5.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4399    7.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9265    6.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1253    6.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4238    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7029    9.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123    4.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0028    9.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6568    7.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9490    7.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1139    8.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2650    7.7439    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8363    6.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9983    5.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8268    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988    6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5820    8.2038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6723    4.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7901    9.2543    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8398    8.3255    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2233    7.5274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1139    6.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2854    4.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9871    7.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9513    4.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6906    6.8974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8368    8.9080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0311    8.1092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2838    5.2960    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4493    9.5376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3293    5.8480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5008    7.7287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3293    6.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8283    7.8682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1139    5.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0063    6.6017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8439    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3688    7.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700    4.5312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0439   10.2561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    7.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4189   10.0146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8363    5.5461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5229    7.3834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9233    8.7005    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5886    9.4614    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6390    8.5302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7888    8.1281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  2  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 16 15  1  0  0  0  0
 24  2  1  1  0  0  0
 25 17  1  0  0  0  0
 25 21  2  0  0  0  0
 26 13  2  0  0  0  0
 27 14  2  0  0  0  0
 27 26  1  0  0  0  0
 28 17  2  0  0  0  0
 29 18  1  0  0  0  0
 29 24  1  0  0  0  0
 30 19  2  0  0  0  0
 31 20  1  0  0  0  0
 32 31  1  0  0  0  0
 33 32  1  0  0  0  0
 34 28  1  0  0  0  0
 35 30  1  0  0  0  0
 36  3  1  0  0  0  0
 36  4  1  0  0  0  0
 36 15  1  0  0  0  0
 36 33  1  0  0  0  0
 37  5  1  0  0  0  0
 37  6  1  0  0  0  0
 37 10  1  0  0  0  0
 38  7  1  1  0  0  0
 38 16  1  0  0  0  0
 38 22  1  0  0  0  0
 38 33  1  0  0  0  0
 39  8  1  6  0  0  0
 39 20  1  0  0  0  0
 40 22  1  1  0  0  0
 40 24  1  0  0  0  0
 40 32  1  0  0  0  0
 40 39  1  0  0  0  0
 41 19  1  0  0  0  0
 41 26  1  0  0  0  0
 41 37  1  1  0  0  0
 42 18  1  0  0  0  0
 42 39  1  0  0  0  0
 43 41  1  0  0  0  0
 44 23  2  0  0  0  0
 44 25  1  0  0  0  0
 45 34  2  0  0  0  0
 43 45  1  1  0  0  0
 46 21  1  0  0  0  0
 46 23  1  0  0  0  0
 29 46  1  1  0  0  0
 47 28  1  0  0  0  0
 47 35  1  0  0  0  0
 47 43  1  0  0  0  0
 48 27  1  0  0  0  0
 48 43  1  0  0  0  0
 49 30  1  0  0  0  0
 50 34  1  0  0  0  0
 51 35  2  0  0  0  0
 42 52  1  1  0  0  0
 53  9  1  0  0  0  0
 53 48  1  0  0  0  0
 54 31  1  0  0  0  0
 54 42  1  0  0  0  0
 55 17  1  0  0  0  0
 24 56  1  6  0  0  0
 29 57  1  6  0  0  0
 31 58  1  6  0  0  0
 32 59  1  6  0  0  0
 33 60  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0004626

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(C1=CN(C=N1)[C@]1([H])C[C@@]2(O)O[C@@]3([H])C[C@]2(C)[C@]2(C[C@]4(C)CCC(C)(C)[C@]4([H])[C@@]32[H])[C@]1([H])C)=C1/N2C(=O)C(O)=C[C@]3(C4=CC=CC=C4N(OC)[C@@]23N=C1O)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C43H53N5O6/c1-10-37(5,6)41-19-30(49)35(51)47-28(34(50)45-43(41,47)48(53-9)27-14-12-11-13-26(27)41)17-25-21-46(23-44-25)29-18-42(52)39(8)20-31(54-42)32-33-36(3,4)15-16-38(33,7)22-40(32,39)24(29)2/h10-14,17,19,21,23-24,29,31-33,49,52H,1,15-16,18,20,22H2,2-9H3,(H,45,50)/b28-17+/t24-,29-,31+,32-,33+,38+,39-,40-,41+,42-,43+/m1/s1

> <INCHI_KEY>
QXXDYFVGMBQXIZ-MSHMFDJHSA-N

> <FORMULA>
C43H53N5O6

> <MOLECULAR_WEIGHT>
735.926

> <EXACT_MASS>
735.399584447

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
112.90086409880503

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,9R,14E)-11,15-dihydroxy-14-({1-[(1S,2R,3S,7S,9R,10S,11R,13R,14R)-13-hydroxy-4,4,7,10,14-pentamethyl-16-oxapentacyclo[11.2.1.0^{2,9}.0^{3,7}.0^{9,14}]hexadecan-11-yl]-1H-imidazol-4-yl}methylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0^{1,13}.0^{3,8}]hexadeca-3,5,7,10,15-pentaen-12-one

> <ALOGPS_LOGP>
5.34

> <JCHEM_LOGP>
6.044974951436524

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.762896043644311

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.349941909777532

> <JCHEM_PKA_STRONGEST_BASIC>
6.030517571034484

> <JCHEM_POLAR_SURFACE_AREA>
132.88

> <JCHEM_REFRACTIVITY>
215.27590000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9R,14E)-11,15-dihydroxy-14-({1-[(1S,2R,3S,7S,9R,10S,11R,13R,14R)-13-hydroxy-4,4,7,10,14-pentamethyl-16-oxapentacyclo[11.2.1.0^{2,9}.0^{3,7}.0^{9,14}]hexadecan-11-yl]imidazol-4-yl}methylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0^{1,13}.0^{3,8}]hexadeca-3,5,7,10,15-pentaen-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       2.861   6.544   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.714  12.919   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -16.425  13.196   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -15.339  14.948   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.871   7.735   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.240   9.457   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.468  11.723   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.474  16.035   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.012  14.991   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.022   8.075   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.473  11.210   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.152  12.717   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.328  10.180   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.688  13.193   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -14.796  11.933   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -13.300  11.566   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.524  11.686   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.779  16.910   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.210   8.380   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -11.205  18.190   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.826  13.181   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -11.105  13.518   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.813  15.457   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.828  14.455   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.294  13.020   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.863  10.656   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.543  12.162   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.984  11.686   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.553  15.314   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.255   7.904   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -12.675  17.275   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.768  15.541   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -13.483  14.051   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.079  12.932   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.399   8.934   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -14.909  13.469   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.776   8.981   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -12.489  12.875   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -10.895  16.628   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -11.258  15.137   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.530   9.886   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -10.172  17.804   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -0.615  10.916   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      -4.668  14.427   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0      -0.615  12.456   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      -7.146  14.687   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      -2.079  10.440   0.000  0.00  0.00           N+0
HETATM   48  N   UNK     0       0.012  12.323   0.000  0.00  0.00           N+0
HETATM   49  O   UNK     0      -1.575   6.397   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -2.555  14.397   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -3.864   8.458   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -9.415  19.145   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -0.758  13.657   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -11.982  18.694   0.000  0.00  0.00           O+0
HETATM   55  H   UNK     0      -5.294  10.353   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -8.443  13.782   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      -7.324  16.241   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0     -14.165  17.661   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0     -14.259  15.923   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0     -14.539  15.173   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   24                                                            
CONECT    3   36                                                            
CONECT    4   36                                                            
CONECT    5   37                                                            
CONECT    6   37                                                            
CONECT    7   38                                                            
CONECT    8   39                                                            
CONECT    9   53                                                            
CONECT   10    1   37                                                       
CONECT   11   12   13                                                       
CONECT   12   11   14                                                       
CONECT   13   11   26                                                       
CONECT   14   12   27                                                       
CONECT   15   16   36                                                       
CONECT   16   15   38                                                       
CONECT   17   25   28   55                                                  
CONECT   18   29   42                                                       
CONECT   19   30   41                                                       
CONECT   20   31   39                                                       
CONECT   21   25   46                                                       
CONECT   22   38   40                                                       
CONECT   23   44   46                                                       
CONECT   24    2   29   40   56                                             
CONECT   25   17   21   44                                                  
CONECT   26   13   27   41                                                  
CONECT   27   14   26   48                                                  
CONECT   28   17   34   47                                                  
CONECT   29   18   24   46   57                                             
CONECT   30   19   35   49                                                  
CONECT   31   20   32   54   58                                             
CONECT   32   31   33   40   59                                             
CONECT   33   32   36   38   60                                             
CONECT   34   28   45   50                                                  
CONECT   35   30   47   51                                                  
CONECT   36    3    4   15   33                                             
CONECT   37    5    6   10   41                                             
CONECT   38    7   16   22   33                                             
CONECT   39    8   20   40   42                                             
CONECT   40   22   24   32   39                                             
CONECT   41   19   26   37   43                                             
CONECT   42   18   39   52   54                                             
CONECT   43   41   45   47   48                                             
CONECT   44   23   25                                                       
CONECT   45   34   43                                                       
CONECT   46   21   23   29                                                  
CONECT   47   28   35   43                                                  
CONECT   48   27   43   53                                                  
CONECT   49   30                                                            
CONECT   50   34                                                            
CONECT   51   35                                                            
CONECT   52   42                                                            
CONECT   53    9   48                                                       
CONECT   54   31   42                                                       
CONECT   55   17                                                            
CONECT   56   24                                                            
CONECT   57   29                                                            
CONECT   58   31                                                            
CONECT   59   32                                                            
CONECT   60   33                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  138    0
END

Synonyms

Not Available

Molecular Formula

C₄₃H₅₃N₅O₆

Average Mass

735.926

Monoisotopic Mass

735.399584447

IUPAC Name

(1S,9R,14E)-11,15-dihydroxy-14-({1-[(1S,2R,3S,7S,9R,10S,11R,13R,14R)-13-hydroxy-4,4,7,10,14-pentamethyl-16-oxapentacyclo[11.2.1.0^{2,9}.0^{3,7}.0^{9,14}]hexadecan-11-yl]-1H-imidazol-4-yl}methylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0^{1,13}.0^{3,8}]hexadeca-3,5,7,10,15-pentaen-12-one

Traditional Name

(1S,9R,14E)-11,15-dihydroxy-14-({1-[(1S,2R,3S,7S,9R,10S,11R,13R,14R)-13-hydroxy-4,4,7,10,14-pentamethyl-16-oxapentacyclo[11.2.1.0^{2,9}.0^{3,7}.0^{9,14}]hexadecan-11-yl]imidazol-4-yl}methylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0^{1,13}.0^{3,8}]hexadeca-3,5,7,10,15-pentaen-12-one

CAS Registry Number

Not Available

SMILES

[H]\C(C1=CN(C=N1)[C@]1([H])C[C@@]2(O)O[C@@]3([H])C[C@]2(C)[C@]2(C[C@]4(C)CCC(C)(C)[C@]4([H])[C@@]32[H])[C@]1([H])C)=C1/N2C(=O)C(O)=C[C@]3(C4=CC=CC=C4N(OC)[C@@]23N=C1O)C(C)(C)C=C

InChI Identifier

InChI=1S/C43H53N5O6/c1-10-37(5,6)41-19-30(49)35(51)47-28(34(50)45-43(41,47)48(53-9)27-14-12-11-13-26(27)41)17-25-21-46(23-44-25)29-18-42(52)39(8)20-31(54-42)32-33-36(3,4)15-16-38(33,7)22-40(32,39)24(29)2/h10-14,17,19,21,23-24,29,31-33,49,52H,1,15-16,18,20,22H2,2-9H3,(H,45,50)/b28-17+/t24-,29-,31+,32-,33+,38+,39-,40-,41+,42-,43+/m1/s1

InChI Key

QXXDYFVGMBQXIZ-MSHMFDJHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Spirovetivane-type sesquiterpenoid
Sesquiterpenoid
Pyridoindolone
Alpha-carboline
Indole or derivatives
Indole
Imidazopyridine
1-hydroxylamino, 4-unsubstituted benzenoid
1-hydroxylamino, 2-unsubstituted benzenoid
Benzenoid
Pyridine
Oxane
N-substituted imidazole
Heteroaromatic compound
Cyclic carboximidic acid
Tetrahydrofuran
Tertiary carboxylic acid amide
3-imidazoline
Imidazole
Cyclic alcohol
Azole
Orthocarboxylic acid derivative
Ortho amide
Lactam
Hemiacetal
Carboxamide group
Oxacycle
Azacycle
N-organohydroxylamine
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Enol
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0025 g/L	ALOGPS
logP	5.34	ALOGPS
logP	6.04	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	5.35	ChemAxon
pKa (Strongest Basic)	6.03	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	132.88 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	215.28 m³·mol⁻¹	ChemAxon
Polarizability	112.9 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78436692

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584182

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Meleagrin B (MMDBc0004626)

MOL for #<Metabolite:0x00007fed148e9f00>

3D MOL for #<Metabolite:0x00007fed148e9f00>

3D SDF for #<Metabolite:0x00007fed148e9f00>

3D-SDF for #<Metabolite:0x00007fed148e9f00>

PDB for #<Metabolite:0x00007fed148e9f00>

3D PDB for #<Metabolite:0x00007fed148e9f00>

SMILES for #<Metabolite:0x00007fed148e9f00>

INCHI for #<Metabolite:0x00007fed148e9f00>

Structure for #<Metabolite:0x00007fed148e9f00>

3D Structure for #<Metabolite:0x00007fed148e9f00>