MiMeDB: Showing metabocard for 4'-Deoleandrosyl-6,8a-seco-6,8a-deoxy avermectin A1a (MMDBc0004540)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 22:28:33 UTC

Update Date

2022-08-31 06:22:35 UTC

Metabolite ID

MMDBc0004540

Metabolite Identification

Common Name

4'-Deoleandrosyl-6,8a-seco-6,8a-deoxy avermectin A1a

Description

4'-Deoleandrosyl-6,8a-seco-6,8a-deoxy avermectin A1a belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Based on a literature review very few articles have been published on 4'-Deoleandrosyl-6,8a-seco-6,8a-deoxy avermectin A1a.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152100282D          

 56 60  0  0  0  0            999 V2000
    9.1346    2.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7067    1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0904   -1.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205   -1.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7037    3.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    4.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075    1.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4019   -2.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905   -5.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7182    4.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4197    2.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0179   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626   -0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7517    0.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5267   -0.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8907    0.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2748    3.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5608    3.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264    3.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338    1.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896   -3.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8468    2.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871    2.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7057    2.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029   -1.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071   -0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9897    3.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8448    3.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8047    1.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1645   -2.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8488    1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1329    2.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883    2.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0357   -3.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2252    3.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5810   -2.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731   -3.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -1.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9907    2.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692    2.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5618    2.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687    2.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6192   -4.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4605    3.8082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4069    1.8629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1444   -4.6610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5563    3.5170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -2.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925    2.9374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2349   -2.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5628    1.7501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2768    2.1635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039   -0.5784    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0611   -1.4397    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0661    0.5072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1818   -0.8922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 13 12  2  0  0  0  0
 14 12  1  0  0  0  0
 16 15  1  0  0  0  0
 18 17  2  0  0  0  0
 24  2  1  0  0  0  0
 24 11  1  0  0  0  0
 25  3  1  0  0  0  0
 25 13  1  0  0  0  0
 26  4  1  0  0  0  0
 26 15  2  0  0  0  0
 27  5  1  0  0  0  0
 27 17  1  0  0  0  0
 28  6  1  0  0  0  0
 28 19  2  0  0  0  0
 29  7  1  0  0  0  0
 29 14  2  0  0  0  0
 30  8  1  0  0  0  0
 31 16  1  0  0  0  0
 31 20  1  0  0  0  0
 32 20  1  0  0  0  0
 32 22  1  0  0  0  0
 33 19  1  0  0  0  0
 34 21  1  0  0  0  0
 35 23  1  0  0  0  0
 35 28  1  0  0  0  0
 36 21  1  0  0  0  0
 37 30  1  0  0  0  0
 37 34  1  0  0  0  0
 38 25  1  0  0  0  0
 38 26  1  0  0  0  0
 39 24  1  0  0  0  0
 39 27  1  0  0  0  0
 40 33  1  0  0  0  0
 41 18  1  0  0  0  0
 41 22  1  0  0  0  0
 42 23  1  0  0  0  0
 42 29  1  0  0  0  0
 42 33  1  0  0  0  0
 43 37  1  0  0  0  0
 44 40  2  0  0  0  0
 45 42  1  0  0  0  0
 46  9  1  0  0  0  0
 46 34  1  0  0  0  0
 47 10  1  0  0  0  0
 47 35  1  0  0  0  0
 48 30  1  0  0  0  0
 48 36  1  0  0  0  0
 49 32  1  0  0  0  0
 49 40  1  0  0  0  0
 50 36  1  0  0  0  0
 50 38  1  0  0  0  0
 51 31  1  0  0  0  0
 51 41  1  0  0  0  0
 52 39  1  0  0  0  0
 52 41  1  0  0  0  0
 53 12  1  0  0  0  0
 54 13  1  0  0  0  0
 55 14  1  0  0  0  0
 56 15  1  0  0  0  0
M  END


  Mrv1652305152100282D          

 56 60  0  0  0  0            999 V2000
    9.1346    2.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7067    1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0904   -1.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205   -1.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7037    3.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    4.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075    1.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4019   -2.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905   -5.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7182    4.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4197    2.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0179   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626   -0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7517    0.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5267   -0.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8907    0.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2748    3.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5608    3.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264    3.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338    1.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896   -3.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8468    2.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871    2.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7057    2.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029   -1.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071   -0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9897    3.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8448    3.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8047    1.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1645   -2.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8488    1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1329    2.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883    2.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0357   -3.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2252    3.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5810   -2.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731   -3.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262   -1.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9907    2.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692    2.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5618    2.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687    2.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6192   -4.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4605    3.8082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4069    1.8629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1444   -4.6610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5563    3.5170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -2.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925    2.9374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2349   -2.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5628    1.7501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2768    2.1635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039   -0.5784    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0611   -1.4397    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0661    0.5072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1818   -0.8922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
 13 12  2  0  0  0  0
 14 12  1  0  0  0  0
 16 15  1  0  0  0  0
 18 17  2  0  0  0  0
 24  2  1  0  0  0  0
 24 11  1  0  0  0  0
 25  3  1  0  0  0  0
 25 13  1  0  0  0  0
 26  4  1  0  0  0  0
 26 15  2  0  0  0  0
 27  5  1  0  0  0  0
 27 17  1  0  0  0  0
 28  6  1  0  0  0  0
 28 19  2  0  0  0  0
 29  7  1  0  0  0  0
 29 14  2  0  0  0  0
 30  8  1  0  0  0  0
 31 16  1  0  0  0  0
 31 20  1  0  0  0  0
 32 20  1  0  0  0  0
 32 22  1  0  0  0  0
 33 19  1  0  0  0  0
 34 21  1  0  0  0  0
 35 23  1  0  0  0  0
 35 28  1  0  0  0  0
 36 21  1  0  0  0  0
 37 30  1  0  0  0  0
 37 34  1  0  0  0  0
 38 25  1  0  0  0  0
 38 26  1  0  0  0  0
 39 24  1  0  0  0  0
 39 27  1  0  0  0  0
 40 33  1  0  0  0  0
 41 18  1  0  0  0  0
 41 22  1  0  0  0  0
 42 23  1  0  0  0  0
 42 29  1  0  0  0  0
 42 33  1  0  0  0  0
 43 37  1  0  0  0  0
 44 40  2  0  0  0  0
 45 42  1  0  0  0  0
 46  9  1  0  0  0  0
 46 34  1  0  0  0  0
 47 10  1  0  0  0  0
 47 35  1  0  0  0  0
 48 30  1  0  0  0  0
 48 36  1  0  0  0  0
 49 32  1  0  0  0  0
 49 40  1  0  0  0  0
 50 36  1  0  0  0  0
 50 38  1  0  0  0  0
 51 31  1  0  0  0  0
 51 41  1  0  0  0  0
 52 39  1  0  0  0  0
 52 41  1  0  0  0  0
 53 12  1  0  0  0  0
 54 13  1  0  0  0  0
 55 14  1  0  0  0  0
 56 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0004540

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C1=C(C)\C(OC2CC(OC)C(O)C(C)O2)C(C)\C([H])=C(\[H])/C(/[H])=C(C)\C2(O)CC(OC)C(C)=CC2C(=O)OC2CC(C1)OC1(C2)OC(C(C)CC)C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C42H64O10/c1-11-24(2)39-27(5)17-18-41(52-39)22-32-20-31(51-41)16-15-26(4)38(50-36-21-34(46-9)37(43)30(8)48-36)25(3)13-12-14-29(7)42(45)23-35(47-10)28(6)19-33(42)40(44)49-32/h12-15,17-19,24-25,27,30-39,43,45H,11,16,20-23H2,1-10H3/b13-12-,26-15-,29-14-

> <INCHI_KEY>
CAJDUHQNQRQATN-RINIZTRGSA-N

> <FORMULA>
C42H64O10

> <MOLECULAR_WEIGHT>
728.964

> <EXACT_MASS>
728.449948261

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
116

> <JCHEM_AVERAGE_POLARIZABILITY>
82.17404772012115

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10'Z,12'Z,16'Z)-6-(butan-2-yl)-9'-hydroxy-15'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-7'-methoxy-5,6',10',14',16'-pentamethyl-5,6-dihydro-2',20'-dioxaspiro[pyran-2,21'-tricyclo[17.3.1.0^{4,9}]tricosane]-5',10',12',16'-tetraen-3'-one

> <ALOGPS_LOGP>
5.13

> <JCHEM_LOGP>
6.481082806333333

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.730323892876104

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.056900390979408

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4233721636613117

> <JCHEM_POLAR_SURFACE_AREA>
122.14000000000003

> <JCHEM_REFRACTIVITY>
202.45920000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.81e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10'Z,12'Z,16'Z)-9'-hydroxy-15'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-7'-methoxy-5,6',10',14',16'-pentamethyl-6-(sec-butyl)-5,6-dihydro-2',20'-dioxaspiro[pyran-2,21'-tricyclo[17.3.1.0^{4,9}]tricosane]-5',10',12',16'-tetraen-3'-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      17.051   4.045   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.386   2.502   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.902  -3.632   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.065  -3.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.380   7.122   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.275   8.599   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.014   3.083   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.750  -4.472   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.782  -9.640   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.341   8.075   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.717   4.813   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.900  -0.308   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.917  -1.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.403   1.150   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.450  -0.729   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.129   0.653   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.713   7.119   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.380   6.347   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.036   6.595   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.717   3.264   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.021  -6.235   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.047   5.575   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.723   4.562   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.384   4.042   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.299  -2.144   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.293  -1.746   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.048   6.350   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.577   7.089   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.502   2.686   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.174  -5.060   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.051   2.495   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.715   4.804   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.338   5.085   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.800  -7.174   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.420   6.072   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.818  -4.708   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.377  -6.586   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.836  -2.243   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.049   4.810   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.796   5.582   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.382   4.807   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.182   4.068   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.156  -7.525   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       4.593   7.109   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.759   3.477   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       4.003  -8.701   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -1.038   6.565   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       3.394  -4.121   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       6.333   5.483   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       6.038  -3.770   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      10.384   3.267   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      11.717   4.039   0.000  0.00  0.00           O+0
HETATM   53  H   UNK     0       0.567  -1.080   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.981  -2.688   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.123   0.947   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       9.673  -1.665   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8   30                                                            
CONECT    9   46                                                            
CONECT   10   47                                                            
CONECT   11    1   24                                                       
CONECT   12   13   14   53                                                  
CONECT   13   12   25   54                                                  
CONECT   14   12   29   55                                                  
CONECT   15   16   26   56                                                  
CONECT   16   15   31                                                       
CONECT   17   18   27                                                       
CONECT   18   17   41                                                       
CONECT   19   28   33                                                       
CONECT   20   31   32                                                       
CONECT   21   34   36                                                       
CONECT   22   32   41                                                       
CONECT   23   35   42                                                       
CONECT   24    2   11   39                                                  
CONECT   25    3   13   38                                                  
CONECT   26    4   15   38                                                  
CONECT   27    5   17   39                                                  
CONECT   28    6   19   35                                                  
CONECT   29    7   14   42                                                  
CONECT   30    8   37   48                                                  
CONECT   31   16   20   51                                                  
CONECT   32   20   22   49                                                  
CONECT   33   19   40   42                                                  
CONECT   34   21   37   46                                                  
CONECT   35   23   28   47                                                  
CONECT   36   21   48   50                                                  
CONECT   37   30   34   43                                                  
CONECT   38   25   26   50                                                  
CONECT   39   24   27   52                                                  
CONECT   40   33   44   49                                                  
CONECT   41   18   22   51   52                                             
CONECT   42   23   29   33   45                                             
CONECT   43   37                                                            
CONECT   44   40                                                            
CONECT   45   42                                                            
CONECT   46    9   34                                                       
CONECT   47   10   35                                                       
CONECT   48   30   36                                                       
CONECT   49   32   40                                                       
CONECT   50   36   38                                                       
CONECT   51   31   41                                                       
CONECT   52   39   41                                                       
CONECT   53   12                                                            
CONECT   54   13                                                            
CONECT   55   14                                                            
CONECT   56   15                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  120    0
END

Synonyms

Not Available

Molecular Formula

C₄₂H₆₄O₁₀

Average Mass

728.964

Monoisotopic Mass

728.449948261

IUPAC Name

(10'Z,12'Z,16'Z)-6-(butan-2-yl)-9'-hydroxy-15'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-7'-methoxy-5,6',10',14',16'-pentamethyl-5,6-dihydro-2',20'-dioxaspiro[pyran-2,21'-tricyclo[17.3.1.0^{4,9}]tricosane]-5',10',12',16'-tetraen-3'-one

Traditional Name

(10'Z,12'Z,16'Z)-9'-hydroxy-15'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-7'-methoxy-5,6',10',14',16'-pentamethyl-6-(sec-butyl)-5,6-dihydro-2',20'-dioxaspiro[pyran-2,21'-tricyclo[17.3.1.0^{4,9}]tricosane]-5',10',12',16'-tetraen-3'-one

CAS Registry Number

Not Available

SMILES

[H]\C1=C(C)\C(OC2CC(OC)C(O)C(C)O2)C(C)\C([H])=C(\[H])/C(/[H])=C(C)\C2(O)CC(OC)C(C)=CC2C(=O)OC2CC(C1)OC1(C2)OC(C(C)CC)C(C)C=C1

InChI Identifier

InChI=1S/C42H64O10/c1-11-24(2)39-27(5)17-18-41(52-39)22-32-20-31(51-41)16-15-26(4)38(50-36-21-34(46-9)37(43)30(8)48-36)25(3)13-12-14-29(7)42(45)23-35(47-10)28(6)19-33(42)40(44)49-32/h12-15,17-19,24-25,27,30-39,43,45H,11,16,20-23H2,1-10H3/b13-12-,26-15-,29-14-

InChI Key

CAJDUHQNQRQATN-RINIZTRGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Ketal
Pyran
Oxane
Monosaccharide
Tertiary alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	5.13	ALOGPS
logP	6.48	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	13.06	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	122.14 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	202.46 m³·mol⁻¹	ChemAxon
Polarizability	82.17 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

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
Bacteria	Actinobacteria	1		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

78443963

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584157

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 4'-Deoleandrosyl-6,8a-seco-6,8a-deoxy avermectin A1a (MMDBc0004540)

MOL for #<Metabolite:0x00005634c2b041e8>

3D MOL for #<Metabolite:0x00005634c2b041e8>

3D SDF for #<Metabolite:0x00005634c2b041e8>

3D-SDF for #<Metabolite:0x00005634c2b041e8>

PDB for #<Metabolite:0x00005634c2b041e8>

3D PDB for #<Metabolite:0x00005634c2b041e8>

SMILES for #<Metabolite:0x00005634c2b041e8>

INCHI for #<Metabolite:0x00005634c2b041e8>

Structure for #<Metabolite:0x00005634c2b041e8>

3D Structure for #<Metabolite:0x00005634c2b041e8>