MiMeDB: Showing metabocard for Fumitremorgin D (MMDBc0005565)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 23:07:15 UTC

Update Date

2022-08-31 06:23:59 UTC

Metabolite ID

MMDBc0005565

Metabolite Identification

Common Name

Fumitremorgin D

Description

(2S,12S,15S)-1,7-dimethoxy-12-(2-methylprop-1-en-1-yl)-14,20-dioxo-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraen-2-yl 5-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-3-methoxybenzoate belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Based on a literature review very few articles have been published on (2S,12S,15S)-1,7-dimethoxy-12-(2-methylprop-1-en-1-yl)-14,20-dioxo-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraen-2-yl 5-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-3-methoxybenzoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152101072D          

 57 63  0  0  1  0            999 V2000
    2.3189   -0.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088    0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6585    6.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5377    3.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2419    3.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9544    7.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714    4.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352    2.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9545    2.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8893    3.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0651    3.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    3.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    0.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2453    6.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7686    4.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5291    5.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4190    6.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8265    2.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411    0.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8908    5.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6513    6.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2700    2.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216    2.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1745    5.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023    2.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1407    2.2684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9179    1.5429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4776    6.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0009    4.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0645    6.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9422    5.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078    2.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3554    5.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856    1.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5877    4.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624    3.1746    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5047    1.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0523    4.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492    3.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    1.4766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0185    3.0843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    2.0567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058    6.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2574    6.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655    4.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825    0.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978    3.7788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685    4.1183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0942    2.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8786    3.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8322    6.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5169    3.6885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846    3.9905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3476    1.4697    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634    1.0291    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9301    3.4767    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19 13  2  0  0  0  0
 20  3  1  0  0  0  0
 20 14  2  0  0  0  0
 20 15  1  0  0  0  0
 21 16  2  0  0  0  0
 21 17  1  0  0  0  0
 22 10  1  0  0  0  0
 22 18  2  0  0  0  0
 23 11  1  0  0  0  0
 24 16  1  0  0  0  0
 25 18  1  0  0  0  0
 25 23  2  0  0  0  0
 26  9  1  0  0  0  0
 27 13  1  6  0  0  0
 28 14  1  0  0  0  0
 29 15  2  0  0  0  0
 30 17  2  0  0  0  0
 31 24  2  0  0  0  0
 31 30  1  0  0  0  0
 32 23  1  0  0  0  0
 33 28  2  0  0  0  0
 33 29  1  0  0  0  0
 34 27  1  0  0  0  0
 34 32  2  0  0  0  0
 35 31  1  0  0  0  0
 35 33  1  0  0  0  0
 36 32  1  0  0  0  0
 37 26  1  0  0  0  0
 38 24  1  0  0  0  0
 40 36  1  0  0  0  0
 40 39  1  0  0  0  0
 41 25  1  0  0  0  0
 41 34  1  0  0  0  0
 42 12  1  0  0  0  0
 42 26  1  0  0  0  0
 42 39  1  0  0  0  0
 43 27  1  0  0  0  0
 43 37  1  0  0  0  0
 43 40  1  0  0  0  0
 44 21  1  0  0  0  0
 45 28  1  0  0  0  0
 46 35  2  0  0  0  0
 47 37  2  0  0  0  0
 48 38  2  0  0  0  0
 49 39  2  0  0  0  0
 50  4  1  0  0  0  0
 50 22  1  0  0  0  0
 51  5  1  0  0  0  0
 51 29  1  0  0  0  0
 52  6  1  0  0  0  0
 52 30  1  0  0  0  0
 53  7  1  0  0  0  0
 53 40  1  0  0  0  0
 36 54  1  1  0  0  0
 54 38  1  0  0  0  0
 26 55  1  1  0  0  0
 27 56  1  1  0  0  0
 36 57  1  6  0  0  0
M  END


  Mrv1652305152101072D          

 57 63  0  0  1  0            999 V2000
    2.3189   -0.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088    0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6585    6.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5377    3.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2419    3.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9544    7.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714    4.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352    2.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9545    2.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8893    3.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0651    3.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    3.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    0.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2453    6.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7686    4.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5291    5.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4190    6.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8265    2.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411    0.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8908    5.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6513    6.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2700    2.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216    2.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1745    5.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023    2.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1407    2.2684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9179    1.5429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4776    6.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0009    4.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0645    6.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9422    5.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078    2.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3554    5.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856    1.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5877    4.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624    3.1746    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5047    1.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0523    4.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492    3.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    1.4766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0185    3.0843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    2.0567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058    6.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2574    6.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655    4.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825    0.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978    3.7788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685    4.1183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0942    2.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8786    3.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8322    6.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5169    3.6885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846    3.9905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3476    1.4697    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5634    1.0291    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9301    3.4767    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19 13  2  0  0  0  0
 20  3  1  0  0  0  0
 20 14  2  0  0  0  0
 20 15  1  0  0  0  0
 21 16  2  0  0  0  0
 21 17  1  0  0  0  0
 22 10  1  0  0  0  0
 22 18  2  0  0  0  0
 23 11  1  0  0  0  0
 24 16  1  0  0  0  0
 25 18  1  0  0  0  0
 25 23  2  0  0  0  0
 26  9  1  0  0  0  0
 27 13  1  6  0  0  0
 28 14  1  0  0  0  0
 29 15  2  0  0  0  0
 30 17  2  0  0  0  0
 31 24  2  0  0  0  0
 31 30  1  0  0  0  0
 32 23  1  0  0  0  0
 33 28  2  0  0  0  0
 33 29  1  0  0  0  0
 34 27  1  0  0  0  0
 34 32  2  0  0  0  0
 35 31  1  0  0  0  0
 35 33  1  0  0  0  0
 36 32  1  0  0  0  0
 37 26  1  0  0  0  0
 38 24  1  0  0  0  0
 40 36  1  0  0  0  0
 40 39  1  0  0  0  0
 41 25  1  0  0  0  0
 41 34  1  0  0  0  0
 42 12  1  0  0  0  0
 42 26  1  0  0  0  0
 42 39  1  0  0  0  0
 43 27  1  0  0  0  0
 43 37  1  0  0  0  0
 43 40  1  0  0  0  0
 44 21  1  0  0  0  0
 45 28  1  0  0  0  0
 46 35  2  0  0  0  0
 47 37  2  0  0  0  0
 48 38  2  0  0  0  0
 49 39  2  0  0  0  0
 50  4  1  0  0  0  0
 50 22  1  0  0  0  0
 51  5  1  0  0  0  0
 51 29  1  0  0  0  0
 52  6  1  0  0  0  0
 52 30  1  0  0  0  0
 53  7  1  0  0  0  0
 53 40  1  0  0  0  0
 36 54  1  1  0  0  0
 54 38  1  0  0  0  0
 26 55  1  1  0  0  0
 27 56  1  1  0  0  0
 36 57  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0005565

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CCCN1C(=O)C1(OC)N(C2=O)[C@@]([H])(C=C(C)C)C2=C(C3=C(N2)C=C(OC)C=C3)[C@]1([H])OC(=O)C1=C(C(=O)C2=C(O)C=C(C)C=C2OC)C(OC)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C40H41N3O11/c1-19(2)13-27-34-32(23-11-10-22(50-4)18-25(23)41-34)36(40(53-7)39(49)42-12-8-9-26(42)37(47)43(27)40)54-38(48)24-16-21(44)17-30(52-6)31(24)35(46)33-28(45)14-20(3)15-29(33)51-5/h10-11,13-18,26-27,36,41,44-45H,8-9,12H2,1-7H3/t26-,27-,36-,40?/m0/s1

> <INCHI_KEY>
JFCHGIIEFAWEJI-BKUUUEHISA-N

> <FORMULA>
C40H41N3O11

> <MOLECULAR_WEIGHT>
739.778

> <EXACT_MASS>
739.274109152

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
76.20141407261298

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,12S,15S)-1,7-dimethoxy-12-(2-methylprop-1-en-1-yl)-14,20-dioxo-10,13,19-triazapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{15,19}]icosa-3(11),4(9),5,7-tetraen-2-yl 5-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-3-methoxybenzoate

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
5.995198961666668

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.785793406525125

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1142199452131445

> <JCHEM_PKA_STRONGEST_BASIC>
-4.047716753873612

> <JCHEM_POLAR_SURFACE_AREA>
177.16

> <JCHEM_REFRACTIVITY>
196.39779999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,12S,15S)-1,7-dimethoxy-12-(2-methylprop-1-en-1-yl)-14,20-dioxo-10,13,19-triazapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{15,19}]icosa-3(11),4(9),5,7-tetraen-2-yl 5-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-3-methoxybenzoate

> <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       4.329  -1.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.990   0.962   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.296  11.396   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.204   6.316   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.785   6.243   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.248  13.710   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.627   7.844   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.492   5.347   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.782   3.981   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.127   6.451   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.588   6.519   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.413   6.445   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.352   1.357   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.658  11.792   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.635   9.309   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.721  10.495   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.382  12.582   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.009   3.787   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.557   0.398   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.863  10.832   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.949  12.018   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.837   5.085   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.760   5.221   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.926   9.536   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.471   3.854   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.263   4.234   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.580   2.880   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.225  11.228   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.202   8.746   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.587  11.623   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.359  10.100   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.241   4.967   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.997   9.705   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.013   3.444   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.564   9.141   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.036   5.926   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.942   3.275   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.698   8.013   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.398   6.321   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.603   5.362   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       6.391   2.756   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      -0.035   5.757   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       2.375   3.839   0.000  0.00  0.00           N+0
HETATM   44  O   UNK     0       3.744  12.977   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       9.814  12.712   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       8.336   7.618   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       0.714   1.752   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       6.903   7.054   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.688   7.687   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      11.376   5.017   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      10.973   7.223   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       9.020  12.187   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       2.832   6.885   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       4.265   7.449   0.000  0.00  0.00           O+0
HETATM   55  H   UNK     0      -0.649   2.743   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.785   1.921   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.469   6.490   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   50                                                            
CONECT    5   51                                                            
CONECT    6   52                                                            
CONECT    7   53                                                            
CONECT    8    9   12                                                       
CONECT    9    8   26                                                       
CONECT   10   11   22                                                       
CONECT   11   10   23                                                       
CONECT   12    8   42                                                       
CONECT   13   19   27                                                       
CONECT   14   20   28                                                       
CONECT   15   20   29                                                       
CONECT   16   21   24                                                       
CONECT   17   21   30                                                       
CONECT   18   22   25                                                       
CONECT   19    1    2   13                                                  
CONECT   20    3   14   15                                                  
CONECT   21   16   17   44                                                  
CONECT   22   10   18   50                                                  
CONECT   23   11   25   32                                                  
CONECT   24   16   31   38                                                  
CONECT   25   18   23   41                                                  
CONECT   26    9   37   42   55                                             
CONECT   27   13   34   43   56                                             
CONECT   28   14   33   45                                                  
CONECT   29   15   33   51                                                  
CONECT   30   17   31   52                                                  
CONECT   31   24   30   35                                                  
CONECT   32   23   34   36                                                  
CONECT   33   28   29   35                                                  
CONECT   34   27   32   41                                                  
CONECT   35   31   33   46                                                  
CONECT   36   32   40   54   57                                             
CONECT   37   26   43   47                                                  
CONECT   38   24   48   54                                                  
CONECT   39   40   42   49                                                  
CONECT   40   36   39   43   53                                             
CONECT   41   25   34                                                       
CONECT   42   12   26   39                                                  
CONECT   43   27   37   40                                                  
CONECT   44   21                                                            
CONECT   45   28                                                            
CONECT   46   35                                                            
CONECT   47   37                                                            
CONECT   48   38                                                            
CONECT   49   39                                                            
CONECT   50    4   22                                                       
CONECT   51    5   29                                                       
CONECT   52    6   30                                                       
CONECT   53    7   40                                                       
CONECT   54   36   38                                                       
CONECT   55   26                                                            
CONECT   56   27                                                            
CONECT   57   36                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  126    0
END

Synonyms

Value	Source
(2S,12S,15S)-1,7-Dimethoxy-12-(2-methylprop-1-en-1-yl)-14,20-dioxo-10,13,19-triazapentacyclo[11.7.0.0,.0,.0,]icosa-3(11),4(9),5,7-tetraen-2-yl 5-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-3-methoxybenzoic acid	Generator

Molecular Formula

C₄₀H₄₁N₃O₁₁

Average Mass

739.778

Monoisotopic Mass

739.274109152

IUPAC Name

(2S,12S,15S)-1,7-dimethoxy-12-(2-methylprop-1-en-1-yl)-14,20-dioxo-10,13,19-triazapentacyclo[11.7.0.0^{3,11}.0^{4,9}.0^{15,19}]icosa-3(11),4(9),5,7-tetraen-2-yl 5-hydroxy-2-(2-hydroxy-6-methoxy-4-methylbenzoyl)-3-methoxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCCN1C(=O)C1(OC)N(C2=O)[C@@]([H])(C=C(C)C)C2=C(C3=C(N2)C=C(OC)C=C3)[C@]1([H])OC(=O)C1=C(C(=O)C2=C(O)C=C(C)C=C2OC)C(OC)=CC(O)=C1

InChI Identifier

InChI=1S/C40H41N3O11/c1-19(2)13-27-34-32(23-11-10-22(50-4)18-25(23)41-34)36(40(53-7)39(49)42-12-8-9-26(42)37(47)43(27)40)54-38(48)24-16-21(44)17-30(52-6)31(24)35(46)33-28(45)14-20(3)15-29(33)51-5/h10-11,13-18,26-27,36,41,44-45H,8-9,12H2,1-7H3/t26-,27-,36-,40?/m0/s1

InChI Key

JFCHGIIEFAWEJI-BKUUUEHISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Pyridoindole
Diphenylmethane
Beta-carboline
M-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
3-alkylindole
Methoxyphenol
Benzoate ester
Alpha-amino acid or derivatives
Indole or derivatives
Indole
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
2,5-dioxopiperazine
Aryl ketone
Phenol ether
M-cresol
Dioxopiperazine
Benzoyl
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
N-alkylpiperazine
Toluene
Phenol
Alkyl aryl ether
Piperazine
1,4-diazinane
Heteroaromatic compound
Vinylogous acid
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Lactam
Ketone
Carboxylic acid ester
Carboxamide group
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
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	0.02 g/L	ALOGPS
logP	3.94	ALOGPS
logP	6	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.11	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	177.16 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	196.4 m³·mol⁻¹	ChemAxon
Polarizability	76.2 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

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)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	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
Eukaryota/Fungi	Ascomycota	1	Human feces	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

78436824

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584461

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 Fumitremorgin D (MMDBc0005565)

MOL for #<Metabolite:0x00007fdb58983358>

3D MOL for #<Metabolite:0x00007fdb58983358>

3D SDF for #<Metabolite:0x00007fdb58983358>

3D-SDF for #<Metabolite:0x00007fdb58983358>

PDB for #<Metabolite:0x00007fdb58983358>

3D PDB for #<Metabolite:0x00007fdb58983358>

SMILES for #<Metabolite:0x00007fdb58983358>

INCHI for #<Metabolite:0x00007fdb58983358>

Structure for #<Metabolite:0x00007fdb58983358>

3D Structure for #<Metabolite:0x00007fdb58983358>