Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:55:32 UTC

Update Date

2021-09-26 23:14:25 UTC

HMDB ID

HMDB0257831

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

Description

(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety. Based on a literature review very few articles have been published on (4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). (4r,4ar,7ar,12bs)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one 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

HMDB0257831
     RDKit          3D
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-me...
 43 47  0  0  0  0  0  0  0  0999 V2000
    4.6880    0.2284   -1.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777   -0.2912    0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282   -0.5181    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    0.3277    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9733    1.4690   -0.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212    1.7237   -1.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    3.0510   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4112    4.0962   -1.1992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4629    3.0501    0.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2897    2.0572    1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    0.9828    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338   -0.2369    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0495   -0.8151    1.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756   -1.1515    1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179   -1.9666    1.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -1.6752    1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544    0.1190    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2009    0.6166   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197   -0.4187   -1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9051   -0.9714   -1.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460   -1.3355   -0.1596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6113   -1.7420   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461    1.2465   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7882    0.4207   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567   -0.4671   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533    1.7783   -2.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    3.8578    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696    2.0910    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826    1.2382   -0.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9526    0.0174    1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186   -1.7596    2.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8877   -0.1426    2.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702   -1.7959    0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253   -2.8375    2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2971   -2.3167    1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    0.8840    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999    0.1334   -2.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716   -1.1774   -1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9341   -1.9272   -2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6496   -0.3088   -1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7138   -2.6148    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327   -0.9161    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493   -2.0033   -1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 16  3  1  0
 17  4  1  0
 18  6  1  0
 18 11  1  0
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
M  END


  Mrv1652309112120552D          

 22 26  0  0  0  0            999 V2000
   -1.2926    1.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    0.4469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9533   -0.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1481   -0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -0.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741   -0.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238    0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258    0.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4686   -0.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9963   -0.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953   -0.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0223    0.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410    0.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3826   -1.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1780   -1.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5328   -1.7025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7075   -1.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1167   -1.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3024   -2.5642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429   -1.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4085   -0.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  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
  2  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
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
  6 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257831

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2OC3C(=O)C=CC4C5CC(C=C1)C2C34CCN5C

> <INCHI_IDENTIFIER>
InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,10-12,15,17H,7-9H2,1-2H3

> <INCHI_KEY>
UUXKJWSSCUHNOY-UHFFFAOYSA-N

> <FORMULA>
C18H21NO3

> <MOLECULAR_WEIGHT>
299.37

> <EXACT_MASS>
299.15214354

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.0030589506075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-8,10,15-trien-14-one

> <ALOGPS_LOGP>
1.18

> <JCHEM_LOGP>
0.5969955139999996

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.03579209874022

> <JCHEM_PKA_STRONGEST_BASIC>
9.490955914005829

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
87.07159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-8,10,15-trien-14-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0257831
     RDKit          3D
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-me...
 43 47  0  0  0  0  0  0  0  0999 V2000
    4.6880    0.2284   -1.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777   -0.2912    0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282   -0.5181    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    0.3277    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9733    1.4690   -0.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212    1.7237   -1.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    3.0510   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4112    4.0962   -1.1992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4629    3.0501    0.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2897    2.0572    1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    0.9828    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338   -0.2369    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0495   -0.8151    1.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756   -1.1515    1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179   -1.9666    1.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -1.6752    1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544    0.1190    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2009    0.6166   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197   -0.4187   -1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9051   -0.9714   -1.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460   -1.3355   -0.1596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6113   -1.7420   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461    1.2465   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7882    0.4207   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567   -0.4671   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533    1.7783   -2.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    3.8578    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696    2.0910    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826    1.2382   -0.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9526    0.0174    1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186   -1.7596    2.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8877   -0.1426    2.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702   -1.7959    0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253   -2.8375    2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2971   -2.3167    1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    0.8840    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999    0.1334   -2.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716   -1.1774   -1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9341   -1.9272   -2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6496   -0.3088   -1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7138   -2.6148    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327   -0.9161    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493   -2.0033   -1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 16  3  1  0
 17  4  1  0
 18  6  1  0
 18 11  1  0
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.413   1.930   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.331   0.834   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -1.779  -0.717   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.276  -1.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.328  -1.265   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.698  -0.137   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.239   1.265   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.724   1.855   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.035   0.896   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.741  -0.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.726  -1.848   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.218  -1.405   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.642   0.096   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.557   1.213   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.314  -2.486   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.799  -2.078   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.861  -3.178   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.321  -2.829   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.218  -3.286   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.564  -4.787   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.387  -2.212   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.763  -0.622   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10   18                                             
CONECT    6    5    7   22                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16                                                       
CONECT   16   15                                                            
CONECT   17   11   18                                                       
CONECT   18   17    5   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21    6                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

COMPND    HMDB0257831
HETATM    1  C1  UNL     1       4.688   0.228  -1.031  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.278  -0.291   0.214  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.928  -0.518   0.523  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.020   0.328   0.066  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.973   1.469  -0.726  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.621   1.724  -1.160  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.205   3.051  -0.601  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.411   4.096  -1.199  1.00  0.00           O  
HETATM    9  C6  UNL     1      -0.463   3.050   0.695  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.290   2.057   1.031  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.499   0.983   0.058  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.034  -0.237   0.773  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.049  -0.815   1.810  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.176  -1.151   1.008  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.218  -1.967   1.537  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.500  -1.675   1.295  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.654   0.119   0.484  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.201   0.617  -0.610  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.520  -0.419  -1.665  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.905  -0.971  -1.515  1.00  0.00           C  
HETATM   21  N1  UNL     1      -2.246  -1.335  -0.160  1.00  0.00           N  
HETATM   22  C18 UNL     1      -3.611  -1.742  -0.082  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.246   1.246  -1.230  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.788   0.421  -0.939  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.557  -0.467  -1.860  1.00  0.00           H  
HETATM   26  H4  UNL     1       0.553   1.778  -2.261  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.287   3.858   1.384  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.770   2.091   2.011  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.283   1.238  -0.700  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.953   0.017   1.335  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.519  -1.760   2.143  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.888  -0.143   2.645  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.270  -1.796   0.128  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.025  -2.838   2.144  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.297  -2.317   1.682  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.455   0.884   1.362  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.500   0.133  -2.648  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.272  -1.177  -1.737  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.934  -1.927  -2.106  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.650  -0.309  -1.987  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.714  -2.615   0.605  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.233  -0.916   0.355  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.049  -2.003  -1.068  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   16
CONECT    4    5   17
CONECT    5    6
CONECT    6    7   18   26
CONECT    7    8    8    9
CONECT    9   10   10   27
CONECT   10   11   28
CONECT   11   12   18   29
CONECT   12   13   21   30
CONECT   13   14   31   32
CONECT   14   15   17   33
CONECT   15   16   16   34
CONECT   16   35
CONECT   17   18   36
CONECT   18   19
CONECT   19   20   37   38
CONECT   20   21   39   40
CONECT   21   22
CONECT   22   41   42   43
END

HMDB0257831
     RDKit          3D
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-me...
 43 47  0  0  0  0  0  0  0  0999 V2000
    4.6880    0.2284   -1.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777   -0.2912    0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282   -0.5181    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    0.3277    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9733    1.4690   -0.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212    1.7237   -1.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    3.0510   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4112    4.0962   -1.1992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4629    3.0501    0.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2897    2.0572    1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    0.9828    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0338   -0.2369    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0495   -0.8151    1.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756   -1.1515    1.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179   -1.9666    1.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -1.6752    1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544    0.1190    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2009    0.6166   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197   -0.4187   -1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9051   -0.9714   -1.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460   -1.3355   -0.1596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6113   -1.7420   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461    1.2465   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7882    0.4207   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567   -0.4671   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5533    1.7783   -2.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2872    3.8578    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696    2.0910    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826    1.2382   -0.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9526    0.0174    1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5186   -1.7596    2.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8877   -0.1426    2.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702   -1.7959    0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253   -2.8375    2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2971   -2.3167    1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    0.8840    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999    0.1334   -2.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716   -1.1774   -1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9341   -1.9272   -2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6496   -0.3088   -1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7138   -2.6148    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327   -0.9161    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493   -2.0033   -1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 16  3  1  0
 17  4  1  0
 18  6  1  0
 18 11  1  0
 21 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₁NO₃

Average Molecular Weight

299.37

Monoisotopic Molecular Weight

299.15214354

IUPAC Name

10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-8,10,15-trien-14-one

Traditional Name

10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-8,10,15-trien-14-one

CAS Registry Number

Not Available

SMILES

COC1=C2OC3C(=O)C=CC4C5CC(C=C1)C2C34CCN5C

InChI Identifier

InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,10-12,15,17H,7-9H2,1-2H3

InChI Key

UUXKJWSSCUHNOY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinolones and derivatives

Direct Parent

Isoquinolones and derivatives

Alternative Parents

Substituents

Isoquinolone
Azaspirodecane
Cyclohexenone
Piperidine
Oxolane
Tertiary aliphatic amine
Tertiary amine
Ketone
Oxacycle
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Amine
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	1.18	ALOGPS
logP	0.6	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	16.04	ChemAxon
pKa (Strongest Basic)	9.49	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.07 m³·mol⁻¹	ChemAxon
Polarizability	32 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	205.55	30932474
DeepCCS	[M+Na]+	180.777	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	3.33 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3978 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.71 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1446.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	205.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	134.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	53.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	311.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	297.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	697.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	810.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	278.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1075.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	203.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	254.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	384.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	263.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	48.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one	COC1=C2OC3C(=O)C=CC4C5CC(C=C1)C2C34CCN5C	3851.0	Standard polar	33892256
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one	COC1=C2OC3C(=O)C=CC4C5CC(C=C1)C2C34CCN5C	2555.2	Standard non polar	33892256
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one	COC1=C2OC3C(=O)C=CC4C5CC(C=C1)C2C34CCN5C	2566.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one,1TMS,isomer #1	COC1=C2OC3=C(O[Si](C)(C)C)C=CC4C5CC(C=C1)C2C34CCN5C	2607.5	Semi standard non polar	33892256
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one,1TMS,isomer #1	COC1=C2OC3=C(O[Si](C)(C)C)C=CC4C5CC(C=C1)C2C34CCN5C	2324.0	Standard non polar	33892256
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one,1TMS,isomer #1	COC1=C2OC3=C(O[Si](C)(C)C)C=CC4C5CC(C=C1)C2C34CCN5C	3168.0	Standard polar	33892256
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one,1TBDMS,isomer #1	COC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4C5CC(C=C1)C2C34CCN5C	2827.4	Semi standard non polar	33892256
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one,1TBDMS,isomer #1	COC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4C5CC(C=C1)C2C34CCN5C	2593.9	Standard non polar	33892256
(4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one,1TBDMS,isomer #1	COC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4C5CC(C=C1)C2C34CCN5C	3335.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kus-2090000000-31fcd8ee68fb53e5a990	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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

76122826

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 (4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one (HMDB0257831)

MOL for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

3D MOL for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

3D SDF for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

3D-SDF for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

PDB for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

3D PDB for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

SMILES for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

INCHI for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

Structure for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

3D Structure for HMDB0257831 ((4R,4Ar,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,11a,12a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra