MiMeDB: Showing metabocard for 4'-Deoleandrosyl-6,8a-seco-6,8a-deoxyave (MMDBc0002995)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 21:09:54 UTC

Update Date

2022-08-31 06:20:10 UTC

Metabolite ID

MMDBc0002995

Metabolite Identification

Common Name

4'-Deoleandrosyl-6,8a-seco-6,8a-deoxyave

Description

4'-Deoleandrosyl-6,8a-seco-6,8a-deoxyave 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. 4'-Deoleandrosyl-6,8a-seco-6,8a-deoxyave is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142123092D          

 55 59  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
    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
    0.2252    3.2528    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
    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
   -0.5563    3.5170    0.0000 O   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
    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
 10  1  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 15 14  1  0  0  0  0
 17 16  2  0  0  0  0
 23  2  1  0  0  0  0
 23 10  1  0  0  0  0
 24  3  1  0  0  0  0
 24 12  1  0  0  0  0
 25  4  1  0  0  0  0
 25 14  2  0  0  0  0
 26  5  1  0  0  0  0
 26 16  1  0  0  0  0
 27  6  1  0  0  0  0
 27 18  2  0  0  0  0
 28  7  1  0  0  0  0
 28 13  2  0  0  0  0
 29  8  1  0  0  0  0
 30 15  1  0  0  0  0
 30 19  1  0  0  0  0
 31 19  1  0  0  0  0
 31 21  1  0  0  0  0
 32 18  1  0  0  0  0
 33 22  1  0  0  0  0
 33 27  1  0  0  0  0
 34 20  1  0  0  0  0
 35 20  1  0  0  0  0
 36 29  1  0  0  0  0
 36 34  1  0  0  0  0
 37 24  1  0  0  0  0
 37 25  1  0  0  0  0
 38 23  1  0  0  0  0
 38 26  1  0  0  0  0
 39 32  1  0  0  0  0
 40 17  1  0  0  0  0
 40 21  1  0  0  0  0
 41 22  1  0  0  0  0
 41 28  1  0  0  0  0
 41 32  1  0  0  0  0
 42 33  1  0  0  0  0
 43 36  1  0  0  0  0
 44 39  2  0  0  0  0
 45 41  1  0  0  0  0
 46  9  1  0  0  0  0
 46 34  1  0  0  0  0
 47 29  1  0  0  0  0
 47 35  1  0  0  0  0
 48 31  1  0  0  0  0
 48 39  1  0  0  0  0
 49 35  1  0  0  0  0
 49 37  1  0  0  0  0
 50 30  1  0  0  0  0
 50 40  1  0  0  0  0
 51 38  1  0  0  0  0
 51 40  1  0  0  0  0
 52 11  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
M  END


  Mrv1652305142123092D          

 55 59  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
    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
    0.2252    3.2528    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
    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
   -0.5563    3.5170    0.0000 O   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
    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
 10  1  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 15 14  1  0  0  0  0
 17 16  2  0  0  0  0
 23  2  1  0  0  0  0
 23 10  1  0  0  0  0
 24  3  1  0  0  0  0
 24 12  1  0  0  0  0
 25  4  1  0  0  0  0
 25 14  2  0  0  0  0
 26  5  1  0  0  0  0
 26 16  1  0  0  0  0
 27  6  1  0  0  0  0
 27 18  2  0  0  0  0
 28  7  1  0  0  0  0
 28 13  2  0  0  0  0
 29  8  1  0  0  0  0
 30 15  1  0  0  0  0
 30 19  1  0  0  0  0
 31 19  1  0  0  0  0
 31 21  1  0  0  0  0
 32 18  1  0  0  0  0
 33 22  1  0  0  0  0
 33 27  1  0  0  0  0
 34 20  1  0  0  0  0
 35 20  1  0  0  0  0
 36 29  1  0  0  0  0
 36 34  1  0  0  0  0
 37 24  1  0  0  0  0
 37 25  1  0  0  0  0
 38 23  1  0  0  0  0
 38 26  1  0  0  0  0
 39 32  1  0  0  0  0
 40 17  1  0  0  0  0
 40 21  1  0  0  0  0
 41 22  1  0  0  0  0
 41 28  1  0  0  0  0
 41 32  1  0  0  0  0
 42 33  1  0  0  0  0
 43 36  1  0  0  0  0
 44 39  2  0  0  0  0
 45 41  1  0  0  0  0
 46  9  1  0  0  0  0
 46 34  1  0  0  0  0
 47 29  1  0  0  0  0
 47 35  1  0  0  0  0
 48 31  1  0  0  0  0
 48 39  1  0  0  0  0
 49 35  1  0  0  0  0
 49 37  1  0  0  0  0
 50 30  1  0  0  0  0
 50 40  1  0  0  0  0
 51 38  1  0  0  0  0
 51 40  1  0  0  0  0
 52 11  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
M  END
> <DATABASE_ID>
MMDBc0002995

> <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(O)C(C)=CC2C(=O)OC2CC(C1)OC1(C2)OC(C(C)CC)C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C41H62O10/c1-10-23(2)38-26(5)16-17-40(51-38)21-31-19-30(50-40)15-14-25(4)37(49-35-20-34(46-9)36(43)29(8)47-35)24(3)12-11-13-28(7)41(45)22-33(42)27(6)18-32(41)39(44)48-31/h11-14,16-18,23-24,26,29-38,42-43,45H,10,15,19-22H2,1-9H3/b12-11-,25-14-,28-13-

> <INCHI_KEY>
FNONCEYEEZGWOE-PIJYGZGWSA-N

> <FORMULA>
C41H62O10

> <MOLECULAR_WEIGHT>
714.937

> <EXACT_MASS>
714.434298196

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
80.58878616985062

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10'Z,12'Z,16'Z)-6-(butan-2-yl)-7',9'-dihydroxy-15'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-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>
5.00

> <JCHEM_LOGP>
5.837956302666665

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.683419850458762

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.04216648528871

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0110342497443554

> <JCHEM_POLAR_SURFACE_AREA>
133.14000000000001

> <JCHEM_REFRACTIVITY>
197.70800000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.69e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10'Z,12'Z,16'Z)-7',9'-dihydroxy-15'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-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                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-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      15.717   4.813   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.900  -0.308   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.917  -1.465   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.403   1.150   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.450  -0.729   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.129   0.653   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.713   7.119   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.380   6.347   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.036   6.595   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.717   3.264   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.021  -6.235   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.047   5.575   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.723   4.562   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.384   4.042   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.299  -2.144   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.293  -1.746   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.048   6.350   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.577   7.089   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.502   2.686   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.174  -5.060   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.051   2.495   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.715   4.804   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.338   5.085   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.420   6.072   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       4.818  -4.708   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.377  -6.586   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.836  -2.243   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.049   4.810   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.796   5.582   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.382   4.807   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.182   4.068   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -1.038   6.565   0.000  0.00  0.00           O+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       3.394  -4.121   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       6.333   5.483   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       6.038  -3.770   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      10.384   3.267   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      11.717   4.039   0.000  0.00  0.00           O+0
HETATM   52  H   UNK     0       0.567  -1.080   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.981  -2.688   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.123   0.947   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       9.673  -1.665   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7   28                                                            
CONECT    8   29                                                            
CONECT    9   46                                                            
CONECT   10    1   23                                                       
CONECT   11   12   13   52                                                  
CONECT   12   11   24   53                                                  
CONECT   13   11   28   54                                                  
CONECT   14   15   25   55                                                  
CONECT   15   14   30                                                       
CONECT   16   17   26                                                       
CONECT   17   16   40                                                       
CONECT   18   27   32                                                       
CONECT   19   30   31                                                       
CONECT   20   34   35                                                       
CONECT   21   31   40                                                       
CONECT   22   33   41                                                       
CONECT   23    2   10   38                                                  
CONECT   24    3   12   37                                                  
CONECT   25    4   14   37                                                  
CONECT   26    5   16   38                                                  
CONECT   27    6   18   33                                                  
CONECT   28    7   13   41                                                  
CONECT   29    8   36   47                                                  
CONECT   30   15   19   50                                                  
CONECT   31   19   21   48                                                  
CONECT   32   18   39   41                                                  
CONECT   33   22   27   42                                                  
CONECT   34   20   36   46                                                  
CONECT   35   20   47   49                                                  
CONECT   36   29   34   43                                                  
CONECT   37   24   25   49                                                  
CONECT   38   23   26   51                                                  
CONECT   39   32   44   48                                                  
CONECT   40   17   21   50   51                                             
CONECT   41   22   28   32   45                                             
CONECT   42   33                                                            
CONECT   43   36                                                            
CONECT   44   39                                                            
CONECT   45   41                                                            
CONECT   46    9   34                                                       
CONECT   47   29   35                                                       
CONECT   48   31   39                                                       
CONECT   49   35   37                                                       
CONECT   50   30   40                                                       
CONECT   51   38   40                                                       
CONECT   52   11                                                            
CONECT   53   12                                                            
CONECT   54   13                                                            
CONECT   55   14                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  118    0
END

Synonyms

Not Available

Molecular Formula

C₄₁H₆₂O₁₀

Average Mass

714.937

Monoisotopic Mass

714.434298196

IUPAC Name

(10'Z,12'Z,16'Z)-6-(butan-2-yl)-7',9'-dihydroxy-15'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-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)-7',9'-dihydroxy-15'-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-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(O)C(C)=CC2C(=O)OC2CC(C1)OC1(C2)OC(C(C)CC)C(C)C=C1

InChI Identifier

InChI=1S/C41H62O10/c1-10-23(2)38-26(5)16-17-40(51-38)21-31-19-30(50-40)15-14-25(4)37(49-35-20-34(46-9)36(43)29(8)47-35)24(3)12-11-13-28(7)41(45)22-33(42)27(6)18-32(41)39(44)48-31/h11-14,16-18,23-24,26,29-38,42-43,45H,10,15,19-22H2,1-9H3/b12-11-,25-14-,28-13-

InChI Key

FNONCEYEEZGWOE-PIJYGZGWSA-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	0.0047 g/L	ALOGPS
logP	5	ALOGPS
logP	5.84	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	13.04	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	133.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	197.71 m³·mol⁻¹	ChemAxon
Polarizability	80.59 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	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 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
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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

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

78443914

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583717

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-deoxyave (MMDBc0002995)

MOL for #<Metabolite:0x0000556b6abbfd98>

3D MOL for #<Metabolite:0x0000556b6abbfd98>

3D SDF for #<Metabolite:0x0000556b6abbfd98>

3D-SDF for #<Metabolite:0x0000556b6abbfd98>

PDB for #<Metabolite:0x0000556b6abbfd98>

3D PDB for #<Metabolite:0x0000556b6abbfd98>

SMILES for #<Metabolite:0x0000556b6abbfd98>

INCHI for #<Metabolite:0x0000556b6abbfd98>

Structure for #<Metabolite:0x0000556b6abbfd98>

3D Structure for #<Metabolite:0x0000556b6abbfd98>