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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:34:07 UTC

Update Date

2021-09-26 23:11:45 UTC

HMDB ID

HMDB0256241

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Penitrem E

Description

15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9,28-triol 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. 15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9,28-triol is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Penitrem e is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Penitrem E is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533004241511292D          

 44 53  0  0  0  0            999 V2000
   11.0313    1.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4633    2.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6975    2.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6611    1.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0932    2.4129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2910    2.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7230    2.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9208    2.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6866    1.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1187    2.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8844    1.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7767    2.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6502    0.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2182    0.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0204    0.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2546    1.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3624    0.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0568    1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8225    0.6382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6247    0.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4269    1.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9949    0.4252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8255    0.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704    0.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6928   -0.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601   -0.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1570   -0.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9481    0.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1704   -0.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8502    0.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3828    1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5604    1.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7379    2.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5603    2.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9556    2.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241    2.9306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2045    2.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500    1.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053    1.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0277    1.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    0.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4965    0.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 11 39  1  0  0  0  0
 39 40  2  0  0  0  0
 23 40  1  0  0  0  0
 40 41  1  0  0  0  0
 37 41  1  0  0  0  0
 41 42  2  0  0  0  0
 34 42  1  0  0  0  0
 42 43  1  0  0  0  0
 28 43  1  0  0  0  0
 30 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END

HMDB0256241
     RDKit          3D
Penitrem E
 89 98  0  0  0  0  0  0  0  0999 V2000
    8.5429    0.2338    0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2122    0.2377    0.7979 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5601    1.5659    0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4201   -1.0347    0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -1.1638   -0.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5633   -0.5153   -0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0661   -0.6566   -2.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6229   -0.3308   -2.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838   -0.8598   -1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -2.3622   -1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180   -0.3241   -1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324   -0.0172   -2.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7617   -1.1531   -0.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1690   -2.3953   -0.4276 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3668   -2.2961    0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593   -3.3258    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3487   -2.9349    1.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7329   -1.6231    1.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9654   -0.5448    0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.9544    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7341   -0.2874   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894    1.1047   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0173    1.9257    0.1292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2166    2.4524   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0602    3.9383    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2830    2.6300   -1.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3713    1.9376    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5468    1.3783   -0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0336    0.8118    0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6944   -0.4692    0.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6869   -0.8950    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1029   -1.3818    1.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317    0.7678    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4983    1.0923    2.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1108    1.0032   -0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    0.8301    0.9136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2834   -0.3351    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5758   -1.0178    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516   -2.2964    0.9071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077   -1.1212    1.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5864   -1.2637    1.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0408   -0.3688    2.8982 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2513    2.2347    1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4202   -0.7632   -3.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1376   -0.2337   -2.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.7090   -2.2868    1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9414    0.4373    3.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000    1.8424   -1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477    1.7584    1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5744    0.6366    1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7499   -0.1311    2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687   -1.3000    1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0587    1.3444    0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -1.0399    2.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7418   -2.2787    2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    0.0430    3.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 11 13  1  0
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 39 86  1  0
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 43 88  1  0
 44 89  1  0
M  END


  Mrv1533004241511292D          

 44 53  0  0  0  0            999 V2000
   11.0313    1.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4633    2.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6975    2.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6611    1.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0256241

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C(=C)CC5=CC=C6NC4=C1C6=C5C23O

> <INCHI_IDENTIFIER>
InChI=1S/C37H45NO6/c1-16(2)28-27(39)31-37(44-31)23(42-28)11-12-33(6)34(7)19(10-13-35(33,37)40)29-25-24-21(38-30(25)34)9-8-18-14-17(3)20-15-22(32(4,5)43-29)36(20,41)26(18)24/h8-9,19-20,22-23,27-29,31,38-41H,1,3,10-15H2,2,4-7H3

> <INCHI_KEY>
LTCFBVUSILPMGG-UHFFFAOYSA-N

> <FORMULA>
C37H45NO6

> <MOLECULAR_WEIGHT>
599.768

> <EXACT_MASS>
599.324688173

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
67.50059360394366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
3.716805713333333

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.263621970591856

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.737068484035692

> <JCHEM_PKA_STRONGEST_BASIC>
-3.402851881901393

> <JCHEM_POLAR_SURFACE_AREA>
107.47000000000001

> <JCHEM_REFRACTIVITY>
164.14140000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256241
     RDKit          3D
Penitrem E
 89 98  0  0  0  0  0  0  0  0999 V2000
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 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 34 80  1  0
 35 81  1  0
 36 82  1  0
 36 83  1  0
 37 84  1  0
 37 85  1  0
 39 86  1  0
 42 87  1  0
 43 88  1  0
 44 89  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      20.592   2.630   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.532   3.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.969   5.224   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.034   3.387   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      16.974   4.504   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      15.477   4.144   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.416   5.261   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.919   4.902   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.482   3.425   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.421   4.542   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.984   3.065   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.783   4.592   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.547   1.589   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.607   0.472   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.105   0.832   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.542   2.308   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.743   0.781   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      15.039   2.668   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.602   1.191   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      16.099   1.551   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.597   1.911   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      18.657   0.794   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.008   1.548   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.345   0.158   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.893  -0.356   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.766  -1.625   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.893  -1.527   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.503   0.307   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.052  -0.207   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.454   1.637   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.581   2.907   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.046   2.786   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.244   4.297   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.779   4.418   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.761   5.663   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.213   6.177   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.384   5.177   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       8.818   5.470   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       9.715   3.938   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.493   3.000   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.103   3.663   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.652   3.149   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.989   1.758   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       6.527   1.678   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12   13   39                                             
CONECT   12   11                                                            
CONECT   13   11   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    9   17   18                                             
CONECT   17   16                                                            
CONECT   18   16    6   19   20                                             
CONECT   19   18   20                                                       
CONECT   20   19   18   21                                                  
CONECT   21   20    4   22                                                  
CONECT   22   21                                                            
CONECT   23   13   24   40                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29   43                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   43                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   42                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   41                                                  
CONECT   38   37   39                                                       
CONECT   39   38   11   40                                                  
CONECT   40   39   23   41                                                  
CONECT   41   40   37   42                                                  
CONECT   42   41   34   43                                                  
CONECT   43   42   28   30   44                                             
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0  106    0
END

COMPND    HMDB0256241
HETATM    1  C1  UNL     1       8.543   0.234   0.735  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.212   0.238   0.798  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.560   1.566   0.975  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.420  -1.035   0.694  1.00  0.00           C  
HETATM    5  O1  UNL     1       5.762  -1.164  -0.499  1.00  0.00           O  
HETATM    6  C5  UNL     1       4.563  -0.515  -0.613  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.066  -0.657  -2.009  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.623  -0.331  -2.236  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.684  -0.860  -1.171  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.792  -2.362  -1.221  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.318  -0.324  -1.341  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.032  -0.017  -2.779  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.762  -1.153  -0.749  1.00  0.00           C  
HETATM   14  N1  UNL     1      -1.169  -2.395  -0.428  1.00  0.00           N  
HETATM   15  C13 UNL     1      -2.367  -2.296   0.176  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.159  -3.326   0.667  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.349  -2.935   1.236  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.733  -1.623   1.318  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.965  -0.545   0.839  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.769  -0.954   0.261  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.734  -0.287  -0.335  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.389   1.105  -0.723  1.00  0.00           C  
HETATM   23  O2  UNL     1      -2.017   1.926   0.129  1.00  0.00           O  
HETATM   24  C21 UNL     1      -3.217   2.452  -0.350  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.060   3.938   0.124  1.00  0.00           C  
HETATM   26  C23 UNL     1      -3.283   2.630  -1.835  1.00  0.00           C  
HETATM   27  C24 UNL     1      -4.371   1.938   0.318  1.00  0.00           C  
HETATM   28  C25 UNL     1      -5.547   1.378  -0.557  1.00  0.00           C  
HETATM   29  C26 UNL     1      -6.034   0.812   0.758  1.00  0.00           C  
HETATM   30  C27 UNL     1      -6.694  -0.469   0.822  1.00  0.00           C  
HETATM   31  C28 UNL     1      -7.687  -0.895   0.084  1.00  0.00           C  
HETATM   32  C29 UNL     1      -6.103  -1.382   1.909  1.00  0.00           C  
HETATM   33  C30 UNL     1      -4.532   0.768   1.137  1.00  0.00           C  
HETATM   34  O3  UNL     1      -4.498   1.092   2.527  1.00  0.00           O  
HETATM   35  C31 UNL     1       0.111   1.003  -0.557  1.00  0.00           C  
HETATM   36  C32 UNL     1       0.346   0.830   0.914  1.00  0.00           C  
HETATM   37  C33 UNL     1       1.283  -0.335   1.223  1.00  0.00           C  
HETATM   38  C34 UNL     1       2.293  -0.329   0.136  1.00  0.00           C  
HETATM   39  O4  UNL     1       2.614   1.027  -0.120  1.00  0.00           O  
HETATM   40  C35 UNL     1       3.576  -1.018   0.422  1.00  0.00           C  
HETATM   41  O5  UNL     1       3.652  -2.296   0.907  1.00  0.00           O  
HETATM   42  C36 UNL     1       4.108  -1.121   1.695  1.00  0.00           C  
HETATM   43  C37 UNL     1       5.586  -1.264   1.919  1.00  0.00           C  
HETATM   44  O6  UNL     1       6.041  -0.369   2.898  1.00  0.00           O  
HETATM   45  H1  UNL     1       9.052  -0.718   0.606  1.00  0.00           H  
HETATM   46  H2  UNL     1       9.144   1.114   0.804  1.00  0.00           H  
HETATM   47  H3  UNL     1       5.632   1.531   1.549  1.00  0.00           H  
HETATM   48  H4  UNL     1       7.251   2.235   1.569  1.00  0.00           H  
HETATM   49  H5  UNL     1       6.462   2.098  -0.007  1.00  0.00           H  
HETATM   50  H6  UNL     1       7.189  -1.868   0.693  1.00  0.00           H  
HETATM   51  H7  UNL     1       4.644   0.595  -0.420  1.00  0.00           H  
HETATM   52  H8  UNL     1       4.356  -1.654  -2.456  1.00  0.00           H  
HETATM   53  H9  UNL     1       4.653   0.081  -2.637  1.00  0.00           H  
HETATM   54  H10 UNL     1       2.520   0.757  -2.367  1.00  0.00           H  
HETATM   55  H11 UNL     1       2.385  -0.798  -3.238  1.00  0.00           H  
HETATM   56  H12 UNL     1       2.854  -2.639  -1.494  1.00  0.00           H  
HETATM   57  H13 UNL     1       1.633  -2.757  -0.222  1.00  0.00           H  
HETATM   58  H14 UNL     1       1.176  -2.750  -2.027  1.00  0.00           H  
HETATM   59  H15 UNL     1       0.162   1.013  -3.076  1.00  0.00           H  
HETATM   60  H16 UNL     1       0.420  -0.763  -3.500  1.00  0.00           H  
HETATM   61  H17 UNL     1      -1.138  -0.234  -2.908  1.00  0.00           H  
HETATM   62  H18 UNL     1      -0.670  -3.284  -0.602  1.00  0.00           H  
HETATM   63  H19 UNL     1      -2.865  -4.351   0.608  1.00  0.00           H  
HETATM   64  H20 UNL     1      -4.975  -3.750   1.623  1.00  0.00           H  
HETATM   65  H21 UNL     1      -1.662   1.317  -1.780  1.00  0.00           H  
HETATM   66  H22 UNL     1      -4.005   4.462  -0.122  1.00  0.00           H  
HETATM   67  H23 UNL     1      -2.187   4.311  -0.424  1.00  0.00           H  
HETATM   68  H24 UNL     1      -2.874   3.904   1.212  1.00  0.00           H  
HETATM   69  H25 UNL     1      -3.471   1.767  -2.446  1.00  0.00           H  
HETATM   70  H26 UNL     1      -4.092   3.365  -2.042  1.00  0.00           H  
HETATM   71  H27 UNL     1      -2.359   3.133  -2.174  1.00  0.00           H  
HETATM   72  H28 UNL     1      -4.909   2.820   0.852  1.00  0.00           H  
HETATM   73  H29 UNL     1      -5.241   0.698  -1.333  1.00  0.00           H  
HETATM   74  H30 UNL     1      -6.226   2.158  -0.928  1.00  0.00           H  
HETATM   75  H31 UNL     1      -6.602   1.581   1.352  1.00  0.00           H  
HETATM   76  H32 UNL     1      -8.151  -0.310  -0.697  1.00  0.00           H  
HETATM   77  H33 UNL     1      -8.091  -1.894   0.244  1.00  0.00           H  
HETATM   78  H34 UNL     1      -6.074  -0.873   2.867  1.00  0.00           H  
HETATM   79  H35 UNL     1      -6.709  -2.287   1.928  1.00  0.00           H  
HETATM   80  H36 UNL     1      -3.941   0.437   3.017  1.00  0.00           H  
HETATM   81  H37 UNL     1       0.600   1.842  -1.032  1.00  0.00           H  
HETATM   82  H38 UNL     1       0.848   1.758   1.301  1.00  0.00           H  
HETATM   83  H39 UNL     1      -0.574   0.637   1.502  1.00  0.00           H  
HETATM   84  H40 UNL     1       1.750  -0.131   2.208  1.00  0.00           H  
HETATM   85  H41 UNL     1       0.769  -1.300   1.257  1.00  0.00           H  
HETATM   86  H42 UNL     1       3.059   1.344   0.724  1.00  0.00           H  
HETATM   87  H43 UNL     1       3.529  -1.040   2.648  1.00  0.00           H  
HETATM   88  H44 UNL     1       5.742  -2.279   2.355  1.00  0.00           H  
HETATM   89  H45 UNL     1       5.309   0.043   3.403  1.00  0.00           H  
CONECT    1    2    2   45   46
CONECT    2    3    4
CONECT    3   47   48   49
CONECT    4    5   43   50
CONECT    5    6
CONECT    6    7   40   51
CONECT    7    8   52   53
CONECT    8    9   54   55
CONECT    9   10   11   38
CONECT   10   56   57   58
CONECT   11   12   13   35
CONECT   12   59   60   61
CONECT   13   14   21   21
CONECT   14   15   62
CONECT   15   16   16   20
CONECT   16   17   63
CONECT   17   18   18   64
CONECT   18   19   32
CONECT   19   20   20   33
CONECT   20   21
CONECT   21   22
CONECT   22   23   35   65
CONECT   23   24
CONECT   24   25   26   27
CONECT   25   66   67   68
CONECT   26   69   70   71
CONECT   27   28   33   72
CONECT   28   29   73   74
CONECT   29   30   33   75
CONECT   30   31   31   32
CONECT   31   76   77
CONECT   32   78   79
CONECT   33   34
CONECT   34   80
CONECT   35   36   81
CONECT   36   37   82   83
CONECT   37   38   84   85
CONECT   38   39   40
CONECT   39   86
CONECT   40   41   42
CONECT   41   42
CONECT   42   43   87
CONECT   43   44   88
CONECT   44   89
END

HMDB0256241
     RDKit          3D
Penitrem E
 89 98  0  0  0  0  0  0  0  0999 V2000
    8.5429    0.2338    0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2122    0.2377    0.7979 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5601    1.5659    0.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4201   -1.0347    0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -1.1638   -0.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5633   -0.5153   -0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0661   -0.6566   -2.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6229   -0.3308   -2.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838   -0.8598   -1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -2.3622   -1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180   -0.3241   -1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324   -0.0172   -2.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7617   -1.1531   -0.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1690   -2.3953   -0.4276 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3668   -2.2961    0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593   -3.3258    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3487   -2.9349    1.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7329   -1.6231    1.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9654   -0.5448    0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.9544    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7341   -0.2874   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894    1.1047   -0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0173    1.9257    0.1292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2166    2.4524   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0602    3.9383    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2830    2.6300   -1.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3713    1.9376    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5468    1.3783   -0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0336    0.8118    0.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6944   -0.4692    0.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6869   -0.8950    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1029   -1.3818    1.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317    0.7678    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4983    1.0923    2.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1108    1.0032   -0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    0.8301    0.9136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2834   -0.3351    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2927   -0.3292    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6135    1.0269   -0.1199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758   -1.0178    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516   -2.2964    0.9071 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077   -1.1212    1.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5864   -1.2637    1.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0408   -0.3688    2.8982 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0515   -0.7177    0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1439    1.1140    0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6322    1.5310    1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2513    2.2347    1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4621    2.0982   -0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1890   -1.8681    0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6443    0.5951   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -1.6539   -2.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6526    0.0808   -2.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5202    0.7565   -2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3852   -0.7984   -3.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539   -2.6390   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325   -2.7573   -0.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1756   -2.7498   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1622    1.0127   -3.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -0.7632   -3.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1376   -0.2337   -2.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6698   -3.2838   -0.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8647   -4.3512    0.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752   -3.7496    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6620    1.3172   -1.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0053    4.4618   -0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866    4.3106   -0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8745    3.9039    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4710    1.7671   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0919    3.3654   -2.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3595    3.1334   -2.1737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9086    2.8201    0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2415    0.6977   -1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2265    2.1580   -0.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6019    1.5811    1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1507   -0.3100   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0906   -1.8945    0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0744   -0.8735    2.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7090   -2.2868    1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9414    0.4373    3.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000    1.8424   -1.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477    1.7584    1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5744    0.6366    1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7499   -0.1311    2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687   -1.3000    1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0587    1.3444    0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -1.0399    2.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7418   -2.2787    2.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    0.0430    3.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  3
 30 32  1  0
 29 33  1  0
 33 34  1  0
 22 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 43  4  1  0
 40  6  1  0
 38  9  1  0
 42 40  1  0
 35 11  1  0
 21 13  2  0
 33 27  1  0
 20 15  1  0
 32 18  1  0
 33 19  1  0
  1 45  1  0
  1 46  1  0
  3 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  6 51  1  0
  7 52  1  0
  7 53  1  0
  8 54  1  0
  8 55  1  0
 10 56  1  0
 10 57  1  0
 10 58  1  0
 12 59  1  0
 12 60  1  0
 12 61  1  0
 14 62  1  0
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 17 64  1  0
 22 65  1  0
 25 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 34 80  1  0
 35 81  1  0
 36 82  1  0
 36 83  1  0
 37 84  1  0
 37 85  1  0
 39 86  1  0
 42 87  1  0
 43 88  1  0
 44 89  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₇H₄₅NO₆

Average Molecular Weight

599.768

Monoisotopic Molecular Weight

599.324688173

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C(=C)CC5=CC=C6NC4=C1C6=C5C23O

InChI Identifier

InChI=1S/C37H45NO6/c1-16(2)28-27(39)31-37(44-31)23(42-28)11-12-33(6)34(7)19(10-13-35(33,37)40)29-25-24-21(38-30(25)34)9-8-18-14-17(3)20-15-22(32(4,5)43-29)36(20,41)26(18)24/h8-9,19-20,22-23,27-29,31,38-41H,1,3,10-15H2,2,4-7H3

InChI Key

LTCFBVUSILPMGG-UHFFFAOYSA-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
Indole or derivatives
1,4-dioxepane
Dioxepane
Monosaccharide
Oxane
Pyran
Benzenoid
Pyrrole
Tertiary alcohol
Heteroaromatic compound
Cyclic alcohol
Cyclobutanol
Secondary alcohol
Polyol
Azacycle
Oxacycle
Dialkyl ether
Oxirane
Ether
Alcohol
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.36	ALOGPS
logP	3.72	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	12.74	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	164.14 m³·mol⁻¹	ChemAxon
Polarizability	67.5 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	261.598	30932474
DeepCCS	[M+Na]+	236.534	30932474
AllCCS	[M+H]+	238.1	32859911
AllCCS	[M+H-H2O]+	237.1	32859911
AllCCS	[M+NH4]+	239.1	32859911
AllCCS	[M+Na]+	239.3	32859911
AllCCS	[M-H]-	231.8	32859911
AllCCS	[M+Na-2H]-	234.8	32859911
AllCCS	[M+HCOO]-	238.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Penitrem E	CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C(=C)CC5=CC=C6NC4=C1C6=C5C23O	3884.2	Standard polar	33892256
Penitrem E	CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C(=C)CC5=CC=C6NC4=C1C6=C5C23O	4370.5	Standard non polar	33892256
Penitrem E	CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C(=C)CC5=CC=C6NC4=C1C6=C5C23O	4971.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Penitrem E,1TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O	4893.3	Semi standard non polar	33892256
Penitrem E,1TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O	4561.7	Standard non polar	33892256
Penitrem E,1TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O	5073.3	Standard polar	33892256
Penitrem E,2TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O[Si](C)(C)C	4724.2	Semi standard non polar	33892256
Penitrem E,2TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O[Si](C)(C)C	4577.6	Standard non polar	33892256
Penitrem E,2TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O[Si](C)(C)C	4973.7	Standard polar	33892256
Penitrem E,2TMS,isomer #2	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O	4851.3	Semi standard non polar	33892256
Penitrem E,2TMS,isomer #2	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O	4577.9	Standard non polar	33892256
Penitrem E,2TMS,isomer #2	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O	4942.5	Standard polar	33892256
Penitrem E,2TMS,isomer #3	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O	4841.3	Semi standard non polar	33892256
Penitrem E,2TMS,isomer #3	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O	4593.0	Standard non polar	33892256
Penitrem E,2TMS,isomer #3	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O	4962.5	Standard polar	33892256
Penitrem E,3TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O[Si](C)(C)C	4647.2	Semi standard non polar	33892256
Penitrem E,3TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O[Si](C)(C)C	4600.9	Standard non polar	33892256
Penitrem E,3TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O[Si](C)(C)C	4818.1	Standard polar	33892256
Penitrem E,3TMS,isomer #2	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O[Si](C)(C)C	4618.3	Semi standard non polar	33892256
Penitrem E,3TMS,isomer #2	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O[Si](C)(C)C	4613.9	Standard non polar	33892256
Penitrem E,3TMS,isomer #2	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O)C85O[Si](C)(C)C	4829.5	Standard polar	33892256
Penitrem E,3TMS,isomer #3	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O	4762.1	Semi standard non polar	33892256
Penitrem E,3TMS,isomer #3	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O	4617.3	Standard non polar	33892256
Penitrem E,3TMS,isomer #3	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O	4802.9	Standard polar	33892256
Penitrem E,4TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O[Si](C)(C)C	4567.9	Semi standard non polar	33892256
Penitrem E,4TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O[Si](C)(C)C	4632.0	Standard non polar	33892256
Penitrem E,4TMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C)C23OC3C1O[Si](C)(C)C)C85O[Si](C)(C)C	4664.5	Standard polar	33892256
Penitrem E,1TBDMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O)C85O	5104.2	Semi standard non polar	33892256
Penitrem E,1TBDMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O)C85O	4810.5	Standard non polar	33892256
Penitrem E,1TBDMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O)C85O	5145.2	Standard polar	33892256
Penitrem E,2TBDMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O)C85O[Si](C)(C)C(C)(C)C	5098.6	Semi standard non polar	33892256
Penitrem E,2TBDMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O)C85O[Si](C)(C)C(C)(C)C	5042.4	Standard non polar	33892256
Penitrem E,2TBDMS,isomer #1	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O)C85O[Si](C)(C)C(C)(C)C	5088.7	Standard polar	33892256
Penitrem E,2TBDMS,isomer #2	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O[Si](C)(C)C(C)(C)C)C85O	5262.9	Semi standard non polar	33892256
Penitrem E,2TBDMS,isomer #2	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O[Si](C)(C)C(C)(C)C)C85O	5049.2	Standard non polar	33892256
Penitrem E,2TBDMS,isomer #2	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7[NH]5)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O[Si](C)(C)C(C)(C)C)C85O	5070.3	Standard polar	33892256
Penitrem E,2TBDMS,isomer #3	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C(C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O)C85O	5183.7	Semi standard non polar	33892256
Penitrem E,2TBDMS,isomer #3	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C(C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O)C85O	5039.5	Standard non polar	33892256
Penitrem E,2TBDMS,isomer #3	C=C(C)C1OC2CCC3(C)C4(C)C5=C6C7=C8C(=CC=C7N5[Si](C)(C)C(C)(C)C)CC(=C)C5CC(C(C)(C)OC6C4CCC3(O[Si](C)(C)C(C)(C)C)C23OC3C1O)C85O	5068.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem E GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Penitrem E (HMDB0256241)

MOL for HMDB0256241 (Penitrem E)

3D MOL for HMDB0256241 (Penitrem E)

3D SDF for HMDB0256241 (Penitrem E)

3D-SDF for HMDB0256241 (Penitrem E)

PDB for HMDB0256241 (Penitrem E)

3D PDB for HMDB0256241 (Penitrem E)

SMILES for HMDB0256241 (Penitrem E)

INCHI for HMDB0256241 (Penitrem E)

Structure for HMDB0256241 (Penitrem E)

3D Structure for HMDB0256241 (Penitrem E)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra