MiMeDB: Showing metabocard for Chloropupukeanolide E (MMDBc0013197)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:32:31 UTC

Update Date

2022-08-31 06:35:40 UTC

Metabolite ID

MMDBc0013197

Metabolite Identification

Common Name

Chloropupukeanolide E

Description

methyl (1'S,2R,3'S,6'R,7'S)-7'-chloro-4'-[(1S,3R,6R,9S,10R)-9,10-dihydroxy-4,4-dimethyl-5-oxatricyclo[4.4.0.0¹,³]dec-7-en-7-yl]-3',5-dihydroxy-6',7-dimethyl-4,8'-dioxo-4H-spiro[1,3-benzodioxine-2,2'-tricyclo[4.3.1.0³,⁷]decan]-4'-ene-1'-carboxylate belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. methyl (1'S,2R,3'S,6'R,7'S)-7'-chloro-4'-[(1S,3R,6R,9S,10R)-9,10-dihydroxy-4,4-dimethyl-5-oxatricyclo[4.4.0.0¹,³]dec-7-en-7-yl]-3',5-dihydroxy-6',7-dimethyl-4,8'-dioxo-4H-spiro[1,3-benzodioxine-2,2'-tricyclo[4.3.1.0³,⁷]decan]-4'-ene-1'-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106322D          

 48 55  0  0  1  0            999 V2000
    6.3130   -0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454   -3.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748   -3.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9711   -0.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9049    3.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8145    0.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9040   -0.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192   -0.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391   -1.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3107   -2.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574    0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6772    0.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447   -1.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7447   -0.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1786    1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9192   -0.6887    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2681    0.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6256   -2.8974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9247    0.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054    1.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1447   -1.4823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7701   -1.8727    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7696    1.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7708    1.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8599   -3.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236   -0.5249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2930    1.1765    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5701   -2.0743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3808    0.1560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3154   -0.1257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8591    0.5489    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6610   -0.2472    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3159    2.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6486   -0.3032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    0.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9447   -1.6839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9069    2.4637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758    2.0293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0261   -0.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271    2.5992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4950    0.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -2.5713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9964    1.3624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3447   -1.2807    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0111   -3.6268    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7192   -0.8902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9534   -1.7559    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 17  8  1  0  0  0  0
 18  7  2  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 16  2  0  0  0  0
 21 18  1  0  0  0  0
 22 17  1  0  0  0  0
 23 14  1  0  0  0  0
 24 21  1  0  0  0  0
 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
 27  4  1  1  0  0  0
 27  9  1  0  0  0  0
 27 12  1  0  0  0  0
 28 11  1  0  0  0  0
 28 12  1  0  0  0  0
 28 25  1  1  0  0  0
 29 10  1  1  0  0  0
 29 19  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  1  0  0  0  0
 30 20  1  0  0  0  0
 30 27  1  0  0  0  0
 31 15  1  0  0  0  0
 31 30  1  0  0  0  0
 32 28  1  0  0  0  0
 32 31  1  0  0  0  0
 30 33  1  6  0  0  0
 34 16  1  0  0  0  0
 17 35  1  1  0  0  0
 36 20  2  0  0  0  0
 22 37  1  6  0  0  0
 38 24  2  0  0  0  0
 39 25  2  0  0  0  0
 31 40  1  6  0  0  0
 41  5  1  0  0  0  0
 41 25  1  0  0  0  0
 42 18  1  0  0  0  0
 32 42  1  6  0  0  0
 43 23  1  0  0  0  0
 43 26  1  0  0  0  0
 44 24  1  0  0  0  0
 44 32  1  0  0  0  0
 17 45  1  1  0  0  0
 19 46  1  6  0  0  0
 22 47  1  1  0  0  0
 23 48  1  1  0  0  0
M  END


  Mrv1652305152106322D          

 48 55  0  0  1  0            999 V2000
    6.3130   -0.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2454   -3.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748   -3.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9711   -0.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9049    3.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8145    0.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9040   -0.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1192   -0.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391   -1.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3107   -2.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574    0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6772    0.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447   -1.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7447   -0.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1786    1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9192   -0.6887    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2681    0.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6256   -2.8974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9247    0.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054    1.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1447   -1.4823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7701   -1.8727    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7696    1.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7708    1.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8599   -3.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236   -0.5249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2930    1.1765    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5701   -2.0743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3808    0.1560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3154   -0.1257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8591    0.5489    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6610   -0.2472    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3159    2.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6486   -0.3032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    0.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9447   -1.6839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9069    2.4637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758    2.0293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0261   -0.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271    2.5992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4950    0.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -2.5713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9964    1.3624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3447   -1.2807    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0111   -3.6268    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7192   -0.8902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9534   -1.7559    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 17  8  1  0  0  0  0
 18  7  2  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 16  2  0  0  0  0
 21 18  1  0  0  0  0
 22 17  1  0  0  0  0
 23 14  1  0  0  0  0
 24 21  1  0  0  0  0
 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
 27  4  1  1  0  0  0
 27  9  1  0  0  0  0
 27 12  1  0  0  0  0
 28 11  1  0  0  0  0
 28 12  1  0  0  0  0
 28 25  1  1  0  0  0
 29 10  1  1  0  0  0
 29 19  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  1  0  0  0  0
 30 20  1  0  0  0  0
 30 27  1  0  0  0  0
 31 15  1  0  0  0  0
 31 30  1  0  0  0  0
 32 28  1  0  0  0  0
 32 31  1  0  0  0  0
 30 33  1  6  0  0  0
 34 16  1  0  0  0  0
 17 35  1  1  0  0  0
 36 20  2  0  0  0  0
 22 37  1  6  0  0  0
 38 24  2  0  0  0  0
 39 25  2  0  0  0  0
 31 40  1  6  0  0  0
 41  5  1  0  0  0  0
 41 25  1  0  0  0  0
 42 18  1  0  0  0  0
 32 42  1  6  0  0  0
 43 23  1  0  0  0  0
 43 26  1  0  0  0  0
 44 24  1  0  0  0  0
 44 32  1  0  0  0  0
 17 45  1  1  0  0  0
 19 46  1  6  0  0  0
 22 47  1  1  0  0  0
 23 48  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013197

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12C[C@]11[C@]([H])(OC2(C)C)C(=C[C@]([H])(O)[C@]1([H])O)C1=C[C@@]2(C)C[C@@]3(CC(=O)[C@@]2(Cl)[C@@]1(O)[C@]31OC(=O)C2=C(O)C=C(C)C=C2O1)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C32H33ClO11/c1-13-6-16(34)21-18(7-13)42-32(44-24(21)38)28(25(39)41-5)11-20(36)30(33)27(4,12-28)9-15(31(30,32)40)14-8-17(35)22(37)29-10-19(29)26(2,3)43-23(14)29/h6-9,17,19,22-23,34-35,37,40H,10-12H2,1-5H3/t17-,19-,22-,23+,27-,28-,29-,30-,31+,32+/m0/s1

> <INCHI_KEY>
MSCIFXRANQPNQM-AOTXDMKXSA-N

> <FORMULA>
C32H33ClO11

> <MOLECULAR_WEIGHT>
629.06

> <EXACT_MASS>
628.1711396

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
61.32562279371871

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1'S,2R,3'S,6'R,7'S)-7'-chloro-4'-[(1S,3R,6R,9S,10R)-9,10-dihydroxy-4,4-dimethyl-5-oxatricyclo[4.4.0.0^{1,3}]dec-7-en-7-yl]-3',5-dihydroxy-6',7-dimethyl-4,8'-dioxo-4H-spiro[1,3-benzodioxine-2,2'-tricyclo[4.3.1.0^{3,7}]decan]-4'-ene-1'-carboxylate

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.832737295333333

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.965460704940527

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.772995043066869

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3356473242118803

> <JCHEM_POLAR_SURFACE_AREA>
169.04999999999995

> <JCHEM_REFRACTIVITY>
152.34390000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1'S,2R,3'S,6'R,7'S)-7'-chloro-4'-[(1S,3R,6R,9S,10R)-9,10-dihydroxy-4,4-dimethyl-5-oxatricyclo[4.4.0.0^{1,3}]dec-7-en-7-yl]-3',5-dihydroxy-6',7-dimethyl-4,8'-dioxospiro[1,3-benzodioxine-2,2'-tricyclo[4.3.1.0^{3,7}]decan]-4'-ene-1'-carboxylate

> <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      11.784  -0.844   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.925  -7.343   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.926  -6.840   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.813  -1.611   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.422   6.107   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.854   1.655   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.154  -0.401   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.689  -0.909   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.806  -2.461   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.913  -4.551   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.816   2.812   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.654   0.723   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.597   0.137   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.617  -2.014   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.123  -1.638   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.667   2.636   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.183  -1.286   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.967   0.581   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.634  -5.409   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.726   1.664   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.223   2.099   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.603  -2.767   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.038  -3.496   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.037   3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.172   3.452   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.205  -5.982   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.217  -0.980   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.280   2.196   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.531  -3.872   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.577   0.291   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.322  -0.235   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.337   1.025   0.000  0.00  0.00           C+0
HETATM   33 Cl   UNK     0       1.234  -0.461   0.000  0.00  0.00          Cl+0
HETATM   34  O   UNK     0       9.923   4.155   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      10.544  -0.566   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.194   1.822   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      11.097  -3.143   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.293   4.599   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       6.675   3.788   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       3.782  -1.677   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       4.531   4.852   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       6.524   0.043   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       6.218  -4.800   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       5.593   2.543   0.000  0.00  0.00           O+0
HETATM   45  H   UNK     0       8.110  -2.391   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       9.354  -6.770   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      10.676  -1.662   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.513  -3.278   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   26                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5   41                                                            
CONECT    6   13   16                                                       
CONECT    7   13   18                                                       
CONECT    8   14   17                                                       
CONECT    9   15   27                                                       
CONECT   10   19   29                                                       
CONECT   11   20   28                                                       
CONECT   12   27   28                                                       
CONECT   13    1    6    7                                                  
CONECT   14    8   15   23                                                  
CONECT   15    9   14   31                                                  
CONECT   16    6   21   34                                                  
CONECT   17    8   22   35   45                                             
CONECT   18    7   21   42                                                  
CONECT   19   10   26   29   46                                             
CONECT   20   11   30   36                                                  
CONECT   21   16   18   24                                                  
CONECT   22   17   29   37   47                                             
CONECT   23   14   29   43   48                                             
CONECT   24   21   38   44                                                  
CONECT   25   28   39   41                                                  
CONECT   26    2    3   19   43                                             
CONECT   27    4    9   12   30                                             
CONECT   28   11   12   25   32                                             
CONECT   29   10   19   22   23                                             
CONECT   30   20   27   31   33                                             
CONECT   31   15   30   32   40                                             
CONECT   32   28   31   42   44                                             
CONECT   33   30                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   20                                                            
CONECT   37   22                                                            
CONECT   38   24                                                            
CONECT   39   25                                                            
CONECT   40   31                                                            
CONECT   41    5   25                                                       
CONECT   42   18   32                                                       
CONECT   43   23   26                                                       
CONECT   44   24   32                                                       
CONECT   45   17                                                            
CONECT   46   19                                                            
CONECT   47   22                                                            
CONECT   48   23                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  110    0
END

Synonyms

Value	Source
Methyl (1's,2R,3's,6'r,7's)-7'-chloro-4'-[(1S,3R,6R,9S,10R)-9,10-dihydroxy-4,4-dimethyl-5-oxatricyclo[4.4.0.0,]dec-7-en-7-yl]-3',5-dihydroxy-6',7-dimethyl-4,8'-dioxo-4H-spiro[1,3-benzodioxine-2,2'-tricyclo[4.3.1.0,]decan]-4'-ene-1'-carboxylic acid	Generator

Molecular Formula

C₃₂H₃₃ClO₁₁

Average Mass

629.06

Monoisotopic Mass

628.1711396

IUPAC Name

methyl (1'S,2R,3'S,6'R,7'S)-7'-chloro-4'-[(1S,3R,6R,9S,10R)-9,10-dihydroxy-4,4-dimethyl-5-oxatricyclo[4.4.0.0^{1,3}]dec-7-en-7-yl]-3',5-dihydroxy-6',7-dimethyl-4,8'-dioxo-4H-spiro[1,3-benzodioxine-2,2'-tricyclo[4.3.1.0^{3,7}]decan]-4'-ene-1'-carboxylate

Traditional Name

methyl (1'S,2R,3'S,6'R,7'S)-7'-chloro-4'-[(1S,3R,6R,9S,10R)-9,10-dihydroxy-4,4-dimethyl-5-oxatricyclo[4.4.0.0^{1,3}]dec-7-en-7-yl]-3',5-dihydroxy-6',7-dimethyl-4,8'-dioxospiro[1,3-benzodioxine-2,2'-tricyclo[4.3.1.0^{3,7}]decan]-4'-ene-1'-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]11[C@]([H])(OC2(C)C)C(=C[C@]([H])(O)[C@]1([H])O)C1=C[C@@]2(C)C[C@@]3(CC(=O)[C@@]2(Cl)[C@@]1(O)[C@]31OC(=O)C2=C(O)C=C(C)C=C2O1)C(=O)OC

InChI Identifier

InChI=1S/C32H33ClO11/c1-13-6-16(34)21-18(7-13)42-32(44-24(21)38)28(25(39)41-5)11-20(36)30(33)27(4,12-28)9-15(31(30,32)40)14-8-17(35)22(37)29-10-19(29)26(2,3)43-23(14)29/h6-9,17,19,22-23,34-35,37,40H,10-12H2,1-5H3/t17-,19-,22-,23+,27-,28-,29-,30-,31+,32+/m0/s1

InChI Key

MSCIFXRANQPNQM-AOTXDMKXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-4-unsubstituted benzenoids

Direct Parent

1-hydroxy-4-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Oxane
Dicarboxylic acid or derivatives
Alpha-haloketone
Alpha-chloroketone
Vinylogous acid
Methyl ester
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Lactone
Ketone
Halohydrin
Chlorohydrin
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl chloride
Alcohol
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	0.12 g/L	ALOGPS
logP	2.22	ALOGPS
logP	2.83	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.77	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	169.05 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	152.34 m³·mol⁻¹	ChemAxon
Polarizability	61.33 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	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_3_9) - 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
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

78437800

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54754213

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 Chloropupukeanolide E (MMDBc0013197)

MOL for #<Metabolite:0x00007fdb0f350470>

3D MOL for #<Metabolite:0x00007fdb0f350470>

3D SDF for #<Metabolite:0x00007fdb0f350470>

3D-SDF for #<Metabolite:0x00007fdb0f350470>

PDB for #<Metabolite:0x00007fdb0f350470>

3D PDB for #<Metabolite:0x00007fdb0f350470>

SMILES for #<Metabolite:0x00007fdb0f350470>

INCHI for #<Metabolite:0x00007fdb0f350470>

Structure for #<Metabolite:0x00007fdb0f350470>

3D Structure for #<Metabolite:0x00007fdb0f350470>