MiMeDB: Showing metabocard for 6-Bromopenitrem E (MMDBc0011696)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:28:23 UTC

Update Date

2022-08-31 06:33:26 UTC

Metabolite ID

MMDBc0011696

Metabolite Identification

Common Name

6-Bromopenitrem E

Description

6-Bromopenitrem E belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Based on a literature review very few articles have been published on 6-Bromopenitrem E.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105282D          

 53 62  0  0  1  0            999 V2000
    4.2155   -1.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8867   -0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3573   -0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7689    1.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7660    1.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7956   -1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1375   -1.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7039    0.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1899   -1.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9928   -1.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9011    0.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1768   -1.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7530    1.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5829   -2.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525   -0.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5346   -0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5147   -1.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2698    0.1593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0697    0.1196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3615   -2.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9574   -1.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9743    0.8364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6241   -1.2003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1106   -0.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3672   -0.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8892   -0.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925    0.0005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2554   -0.7897    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0945    0.1780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7110   -1.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2953    0.1903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2309    1.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2298   -0.8207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0327   -0.6309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6640   -0.2203    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.2470    0.0577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8611   -0.4101    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9870   -2.5723    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.1884   -1.9234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267    0.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5592    0.5980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4233    0.1038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8212   -1.3901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4523    0.9214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0982    0.3801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5881    0.9204    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8110    0.4816    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0204    1.6601    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0583   -0.5999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7295    0.7907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -0.1893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9183    0.1320    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5324    0.9805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 15  1  2  0  0  0  0
 15  2  1  0  0  0  0
 16  3  2  0  0  0  0
 16 12  1  0  0  0  0
 17 12  1  0  0  0  0
 18  8  1  0  0  0  0
 19 13  1  0  0  0  0
 19 16  1  0  0  0  0
 20 14  2  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 22 13  1  0  0  0  0
 23  9  1  0  0  0  0
 24 21  2  0  0  0  0
 25 24  1  0  0  0  0
 26 17  2  0  0  0  0
 26 24  1  0  0  0  0
 28 15  1  6  0  0  0
 28 27  1  0  0  0  0
 29 18  1  0  0  0  0
 29 25  1  0  0  0  0
 30 25  2  0  0  0  0
 31 27  1  0  0  0  0
 32  4  1  0  0  0  0
 32  5  1  0  0  0  0
 32 22  1  0  0  0  0
 33  6  1  6  0  0  0
 33 10  1  0  0  0  0
 34  7  1  1  0  0  0
 34 18  1  0  0  0  0
 34 30  1  0  0  0  0
 34 33  1  0  0  0  0
 35 11  1  0  0  0  0
 35 33  1  0  0  0  0
 36 19  1  0  0  0  0
 36 22  1  0  0  0  0
 36 26  1  0  0  0  0
 37 23  1  0  0  0  0
 37 31  1  0  0  0  0
 37 35  1  0  0  0  0
 38 20  1  0  0  0  0
 39 21  1  0  0  0  0
 39 30  1  0  0  0  0
 27 40  1  6  0  0  0
 35 41  1  1  0  0  0
 36 42  1  1  0  0  0
 43 23  1  0  0  0  0
 43 28  1  0  0  0  0
 44 29  1  0  0  0  0
 44 32  1  0  0  0  0
 45 31  1  0  0  0  0
 37 45  1  1  0  0  0
 18 46  1  6  0  0  0
 19 47  1  1  0  0  0
 22 48  1  6  0  0  0
 23 49  1  1  0  0  0
 27 50  1  1  0  0  0
 28 51  1  1  0  0  0
 29 52  1  1  0  0  0
 31 53  1  6  0  0  0
M  END


  Mrv1652305152105282D          

 53 62  0  0  1  0            999 V2000
    4.2155   -1.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8867   -0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3573   -0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7689    1.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7660    1.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7956   -1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1375   -1.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7039    0.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1899   -1.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9928   -1.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9011    0.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1768   -1.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7530    1.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5829   -2.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525   -0.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5346   -0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5147   -1.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2698    0.1593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0697    0.1196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3615   -2.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9574   -1.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9743    0.8364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6241   -1.2003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1106   -0.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3672   -0.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8892   -0.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925    0.0005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2554   -0.7897    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0945    0.1780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7110   -1.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2953    0.1903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2309    1.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2298   -0.8207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0327   -0.6309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6640   -0.2203    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.2470    0.0577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8611   -0.4101    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9870   -2.5723    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.1884   -1.9234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267    0.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5592    0.5980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4233    0.1038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8212   -1.3901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4523    0.9214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0982    0.3801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5881    0.9204    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8110    0.4816    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0204    1.6601    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0583   -0.5999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7295    0.7907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -0.1893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9183    0.1320    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5324    0.9805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 15  1  2  0  0  0  0
 15  2  1  0  0  0  0
 16  3  2  0  0  0  0
 16 12  1  0  0  0  0
 17 12  1  0  0  0  0
 18  8  1  0  0  0  0
 19 13  1  0  0  0  0
 19 16  1  0  0  0  0
 20 14  2  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 22 13  1  0  0  0  0
 23  9  1  0  0  0  0
 24 21  2  0  0  0  0
 25 24  1  0  0  0  0
 26 17  2  0  0  0  0
 26 24  1  0  0  0  0
 28 15  1  6  0  0  0
 28 27  1  0  0  0  0
 29 18  1  0  0  0  0
 29 25  1  0  0  0  0
 30 25  2  0  0  0  0
 31 27  1  0  0  0  0
 32  4  1  0  0  0  0
 32  5  1  0  0  0  0
 32 22  1  0  0  0  0
 33  6  1  6  0  0  0
 33 10  1  0  0  0  0
 34  7  1  1  0  0  0
 34 18  1  0  0  0  0
 34 30  1  0  0  0  0
 34 33  1  0  0  0  0
 35 11  1  0  0  0  0
 35 33  1  0  0  0  0
 36 19  1  0  0  0  0
 36 22  1  0  0  0  0
 36 26  1  0  0  0  0
 37 23  1  0  0  0  0
 37 31  1  0  0  0  0
 37 35  1  0  0  0  0
 38 20  1  0  0  0  0
 39 21  1  0  0  0  0
 39 30  1  0  0  0  0
 27 40  1  6  0  0  0
 35 41  1  1  0  0  0
 36 42  1  1  0  0  0
 43 23  1  0  0  0  0
 43 28  1  0  0  0  0
 44 29  1  0  0  0  0
 44 32  1  0  0  0  0
 45 31  1  0  0  0  0
 37 45  1  1  0  0  0
 18 46  1  6  0  0  0
 19 47  1  1  0  0  0
 22 48  1  6  0  0  0
 23 49  1  1  0  0  0
 27 50  1  1  0  0  0
 28 51  1  1  0  0  0
 29 52  1  1  0  0  0
 31 53  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0011696

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]12O[C@@]11[C@]([H])(CC[C@]3(C)[C@@]4(C)C5=C6C7=C(N5)C=C(Br)C5=C7[C@@]7(O)[C@]([H])(C[C@]7([H])C(C)(C)O[C@@]6([H])[C@]4([H])CC[C@@]13O)C(=C)C5)O[C@]([H])(C(C)=C)[C@]2([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C37H44BrNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29-,31+,33+,34+,35-,36+,37-/m0/s1

> <INCHI_KEY>
ZZWQUPXJSYFQBQ-JKPSMKLGSA-N

> <FORMULA>
C37H44BrNO6

> <MOLECULAR_WEIGHT>
678.664

> <EXACT_MASS>
677.235201

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
72.55919285136696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-bromo-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0^{2,16}.0^{5,15}.0^{6,8}.0^{6,12}.0^{17,31}.0^{19,30}.0^{22,29}.0^{25,28}]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

> <ALOGPS_LOGP>
4.94

> <JCHEM_LOGP>
4.485558338666667

> <ALOGPS_LOGS>
-5.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.248484165744468

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.729150391265119

> <JCHEM_PKA_STRONGEST_BASIC>
-3.424399437667213

> <JCHEM_POLAR_SURFACE_AREA>
107.47000000000001

> <JCHEM_REFRACTIVITY>
171.76420000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-bromo-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0^{2,16}.0^{5,15}.0^{6,8}.0^{6,12}.0^{17,31}.0^{19,30}.0^{22,29}.0^{25,28}]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

> <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       7.869  -3.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.255  -0.708   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.800  -0.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.969   3.397   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.097   3.501   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.418  -2.653   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.057  -2.705   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.247   1.418   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.421  -3.361   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.920  -3.007   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.749   1.064   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.597  -2.437   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.806   2.070   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.621  -4.306   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.311  -1.828   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.265  -1.049   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.361  -2.284   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.304   0.297   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.397   0.223   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.075  -3.797   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.454  -3.302   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.352   1.561   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.365  -2.241   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.740  -1.789   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.352  -1.121   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.193  -1.280   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.253   0.001   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.810  -1.474   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.843   0.332   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.127  -2.054   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.751   0.355   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.964   2.229   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.362  -1.532   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.861  -1.178   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.306  -0.411   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      22.861   0.108   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.807  -0.765   0.000  0.00  0.00           C+0
HETATM   38 Br   UNK     0      24.242  -4.802   0.000  0.00  0.00          Br+0
HETATM   39  N   UNK     0      19.018  -3.590   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0       9.196   1.122   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      14.110   1.116   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      21.323   0.194   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      10.866  -2.595   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      19.511   1.720   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      13.250   0.710   0.000  0.00  0.00           O+0
HETATM   46  H   UNK     0      17.898   1.718   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      25.781   0.899   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      22.438   3.099   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      11.309  -1.120   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      10.695   1.476   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       8.754  -0.353   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      20.381   0.246   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      12.194   1.830   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   32                                                            
CONECT    5   32                                                            
CONECT    6   33                                                            
CONECT    7   34                                                            
CONECT    8   11   18                                                       
CONECT    9   10   23                                                       
CONECT   10    9   33                                                       
CONECT   11    8   35                                                       
CONECT   12   16   17                                                       
CONECT   13   19   22                                                       
CONECT   14   20   21                                                       
CONECT   15    1    2   28                                                  
CONECT   16    3   12   19                                                  
CONECT   17   12   20   26                                                  
CONECT   18    8   29   34   46                                             
CONECT   19   13   16   36   47                                             
CONECT   20   14   17   38                                                  
CONECT   21   14   24   39                                                  
CONECT   22   13   32   36   48                                             
CONECT   23    9   37   43   49                                             
CONECT   24   21   25   26                                                  
CONECT   25   24   29   30                                                  
CONECT   26   17   24   36                                                  
CONECT   27   28   31   40   50                                             
CONECT   28   15   27   43   51                                             
CONECT   29   18   25   44   52                                             
CONECT   30   25   34   39                                                  
CONECT   31   27   37   45   53                                             
CONECT   32    4    5   22   44                                             
CONECT   33    6   10   34   35                                             
CONECT   34    7   18   30   33                                             
CONECT   35   11   33   37   41                                             
CONECT   36   19   22   26   42                                             
CONECT   37   23   31   35   45                                             
CONECT   38   20                                                            
CONECT   39   21   30                                                       
CONECT   40   27                                                            
CONECT   41   35                                                            
CONECT   42   36                                                            
CONECT   43   23   28                                                       
CONECT   44   29   32                                                       
CONECT   45   31   37                                                       
CONECT   46   18                                                            
CONECT   47   19                                                            
CONECT   48   22                                                            
CONECT   49   23                                                            
CONECT   50   27                                                            
CONECT   51   28                                                            
CONECT   52   29                                                            
CONECT   53   31                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  124    0
END

Synonyms

Not Available

Molecular Formula

C₃₇H₄₄BrNO₆

Average Mass

678.664

Monoisotopic Mass

677.235201

IUPAC Name

(1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-bromo-15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0^{2,16}.0^{5,15}.0^{6,8}.0^{6,12}.0^{17,31}.0^{19,30}.0^{22,29}.0^{25,28}]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@]12O[C@@]11[C@]([H])(CC[C@]3(C)[C@@]4(C)C5=C6C7=C(N5)C=C(Br)C5=C7[C@@]7(O)[C@]([H])(C[C@]7([H])C(C)(C)O[C@@]6([H])[C@]4([H])CC[C@@]13O)C(=C)C5)O[C@]([H])(C(C)=C)[C@]2([H])O

InChI Identifier

InChI=1S/C37H44BrNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29-,31+,33+,34+,35-,36+,37-/m0/s1

InChI Key

ZZWQUPXJSYFQBQ-JKPSMKLGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Tetralin
3-alkylindole
Indole or derivatives
Indole
Dioxepane
1,4-dioxepane
Benzenoid
Aryl halide
Pyran
Aryl bromide
Oxane
Monosaccharide
Tertiary alcohol
Pyrrole
Cyclic alcohol
Heteroaromatic compound
Cyclobutanol
Secondary alcohol
Oxacycle
Dialkyl ether
Azacycle
Oxirane
Ether
Polyol
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0025 g/L	ALOGPS
logP	4.94	ALOGPS
logP	4.49	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	12.73	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.47 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	171.76 m³·mol⁻¹	ChemAxon
Polarizability	72.56 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

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

Microbial Sources

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

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9939806

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11765115

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 6-Bromopenitrem E (MMDBc0011696)

MOL for #<Metabolite:0x0000559d052ee148>

3D MOL for #<Metabolite:0x0000559d052ee148>

3D SDF for #<Metabolite:0x0000559d052ee148>

3D-SDF for #<Metabolite:0x0000559d052ee148>

PDB for #<Metabolite:0x0000559d052ee148>

3D PDB for #<Metabolite:0x0000559d052ee148>

SMILES for #<Metabolite:0x0000559d052ee148>

INCHI for #<Metabolite:0x0000559d052ee148>

Structure for #<Metabolite:0x0000559d052ee148>

3D Structure for #<Metabolite:0x0000559d052ee148>