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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:27:22 UTC

Update Date

2021-09-26 23:15:52 UTC

HMDB ID

HMDB0258734

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Taspine

Description

Taspine belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Based on a literature review a significant number of articles have been published on Taspine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Taspine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Taspine 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

  Mrv1533004231517522D          

 27 30  0  0  0  0            999 V2000
    5.5539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
  6 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 27  1  0  0  0  0
 21 27  2  0  0  0  0
M  END

HMDB0258734
     RDKit          3D
Taspine
 46 49  0  0  0  0  0  0  0  0999 V2000
   -5.0263   -3.8568   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7365   -3.2362    0.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -1.8578   -0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7603   -1.0714   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6863    0.3135   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    0.8890   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2816    2.2555   -0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748    2.9921   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    2.8273   -0.0930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105    2.1258    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2391    2.7589    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3314    4.0343    0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    5.3123    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266    1.9113    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    0.5349    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527   -0.2169    0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1189   -0.7327   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -1.4236   -0.6874 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3007   -2.6601    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338   -0.5639   -0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -0.0342    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1095   -1.3948    0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -2.1245    0.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.9660    0.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3991   -1.2682    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3126    0.1164   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062    0.7631    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6504   -3.4693    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8520   -4.9321    0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4911   -3.7180   -1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7222   -1.5495   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5555    0.9487   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336    5.8479    0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5592    5.6410    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0199    5.8712   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960    2.4251    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026   -0.9190    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073    0.5480    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221    0.2059   -1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794   -1.2597   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3542   -3.1838    0.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332   -3.3636   -0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7640   -2.4837    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2689   -0.6168   -0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1193    0.4898   -0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8704   -0.9092    0.7392 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 15 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 25  3  1  0
 26  6  1  0
 27 10  2  0
 27 21  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END

  Mrv1533004231517522D          

 27 30  0  0  0  0            999 V2000
    5.5539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
  6 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 27  1  0  0  0  0
 21 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258734

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C2C(=O)OC3=C(OC)C=C(CCN(C)C)C4=C3C2=C1OC4=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H19NO6/c1-21(2)8-7-10-9-13(25-4)18-16-14(10)20(23)27-17-12(24-3)6-5-11(15(16)17)19(22)26-18/h5-6,9H,7-8H2,1-4H3

> <INCHI_KEY>
MTAWKURMWOXCEO-UHFFFAOYSA-N

> <FORMULA>
C20H19NO6

> <MOLECULAR_WEIGHT>
369.373

> <EXACT_MASS>
369.121237336

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.13126694502732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[2-(dimethylamino)ethyl]-7,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.144899145333333

> <ALOGPS_LOGS>
-3.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.72965405923662

> <JCHEM_POLAR_SURFACE_AREA>
74.30000000000001

> <JCHEM_REFRACTIVITY>
98.90809999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[2-(dimethylamino)ethyl]-7,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258734
     RDKit          3D
Taspine
 46 49  0  0  0  0  0  0  0  0999 V2000
   -5.0263   -3.8568   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7365   -3.2362    0.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -1.8578   -0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7603   -1.0714   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6863    0.3135   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    0.8890   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2816    2.2555   -0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748    2.9921   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    2.8273   -0.0930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105    2.1258    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2391    2.7589    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3314    4.0343    0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    5.3123    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266    1.9113    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    0.5349    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527   -0.2169    0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1189   -0.7327   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -1.4236   -0.6874 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3007   -2.6601    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338   -0.5639   -0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -0.0342    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1095   -1.3948    0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -2.1245    0.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.9660    0.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3991   -1.2682    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3126    0.1164   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062    0.7631    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6504   -3.4693    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8520   -4.9321    0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4911   -3.7180   -1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7222   -1.5495   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5555    0.9487   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336    5.8479    0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5592    5.6410    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0199    5.8712   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960    2.4251    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026   -0.9190    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073    0.5480    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221    0.2059   -1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794   -1.2597   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3542   -3.1838    0.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332   -3.3636   -0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7640   -2.4837    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2689   -0.6168   -0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1193    0.4898   -0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8704   -0.9092    0.7392 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 15 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 25  3  1  0
 26  6  1  0
 27 10  2  0
 27 21  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      10.367   1.127   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.827   1.127   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.057  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.827  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.057  -2.874   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.517  -2.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.747  -4.207   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.517  -5.541   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.207  -4.207   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.127  -4.207   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.413  -4.207   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.127  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.127   1.127   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.413   1.127   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -1.183   2.461   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -2.723   2.461   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.413   3.795   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.437  -0.206   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.207   1.127   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.437   2.461   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.747   1.127   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.517  -0.206   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.747  -1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.207  -1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   26                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   15   22   27                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25    6   27                                                  
CONECT   27   26   10   21                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0258734
HETATM    1  C1  UNL     1      -5.026  -3.857  -0.033  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.736  -3.236   0.039  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.643  -1.858  -0.018  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.760  -1.071  -0.144  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.686   0.314  -0.201  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.447   0.889  -0.128  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.282   2.256  -0.168  1.00  0.00           C  
HETATM    8  O2  UNL     1      -4.275   2.992  -0.281  1.00  0.00           O  
HETATM    9  O3  UNL     1      -2.108   2.827  -0.093  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.011   2.126   0.027  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.239   2.759   0.107  1.00  0.00           C  
HETATM   12  O4  UNL     1       0.331   4.034   0.067  1.00  0.00           O  
HETATM   13  C9  UNL     1       0.460   5.312   0.030  1.00  0.00           C  
HETATM   14  C10 UNL     1       1.327   1.911   0.230  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.291   0.535   0.280  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.553  -0.217   0.380  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.119  -0.733  -0.894  1.00  0.00           C  
HETATM   18  N1  UNL     1       4.356  -1.424  -0.687  1.00  0.00           N  
HETATM   19  C14 UNL     1       4.301  -2.660   0.006  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.434  -0.564  -0.239  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.033  -0.034   0.197  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.109  -1.395   0.246  1.00  0.00           C  
HETATM   23  O5  UNL     1       0.892  -2.124   0.362  1.00  0.00           O  
HETATM   24  O6  UNL     1      -1.291  -1.966   0.176  1.00  0.00           O  
HETATM   25  C18 UNL     1      -2.399  -1.268   0.054  1.00  0.00           C  
HETATM   26  C19 UNL     1      -2.313   0.116  -0.002  1.00  0.00           C  
HETATM   27  C20 UNL     1      -1.106   0.763   0.072  1.00  0.00           C  
HETATM   28  H1  UNL     1      -5.650  -3.469   0.805  1.00  0.00           H  
HETATM   29  H2  UNL     1      -4.852  -4.932   0.168  1.00  0.00           H  
HETATM   30  H3  UNL     1      -5.491  -3.718  -1.011  1.00  0.00           H  
HETATM   31  H4  UNL     1      -5.722  -1.550  -0.198  1.00  0.00           H  
HETATM   32  H5  UNL     1      -5.555   0.949  -0.300  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.034   5.848   0.935  1.00  0.00           H  
HETATM   34  H7  UNL     1       1.559   5.641   0.015  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.020   5.871  -0.860  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.296   2.425   0.288  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.603  -0.919   1.233  1.00  0.00           H  
HETATM   38  H11 UNL     1       3.307   0.548   0.727  1.00  0.00           H  
HETATM   39  H12 UNL     1       3.422   0.206  -1.475  1.00  0.00           H  
HETATM   40  H13 UNL     1       2.479  -1.260  -1.583  1.00  0.00           H  
HETATM   41  H14 UNL     1       3.354  -3.184   0.046  1.00  0.00           H  
HETATM   42  H15 UNL     1       5.033  -3.364  -0.494  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.764  -2.484   1.020  1.00  0.00           H  
HETATM   44  H17 UNL     1       6.269  -0.617  -0.968  1.00  0.00           H  
HETATM   45  H18 UNL     1       5.119   0.490  -0.203  1.00  0.00           H  
HETATM   46  H19 UNL     1       5.870  -0.909   0.739  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   31
CONECT    5    6    6   32
CONECT    6    7   26
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   27   27
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   33   34   35
CONECT   14   15   36
CONECT   15   16   21   21
CONECT   16   17   37   38
CONECT   17   18   39   40
CONECT   18   19   20
CONECT   19   41   42   43
CONECT   20   44   45   46
CONECT   21   22   27
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26   26
CONECT   26   27
END

HMDB0258734
     RDKit          3D
Taspine
 46 49  0  0  0  0  0  0  0  0999 V2000
   -5.0263   -3.8568   -0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7365   -3.2362    0.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -1.8578   -0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7603   -1.0714   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6863    0.3135   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    0.8890   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2816    2.2555   -0.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748    2.9921   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    2.8273   -0.0930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105    2.1258    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2391    2.7589    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3314    4.0343    0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    5.3123    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266    1.9113    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    0.5349    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527   -0.2169    0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1189   -0.7327   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -1.4236   -0.6874 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3007   -2.6601    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338   -0.5639   -0.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -0.0342    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1095   -1.3948    0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -2.1245    0.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.9660    0.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3991   -1.2682    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3126    0.1164   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062    0.7631    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6504   -3.4693    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8520   -4.9321    0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4911   -3.7180   -1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7222   -1.5495   -0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5555    0.9487   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336    5.8479    0.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5592    5.6410    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0199    5.8712   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960    2.4251    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026   -0.9190    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073    0.5480    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221    0.2059   -1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794   -1.2597   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3542   -3.1838    0.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332   -3.3636   -0.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7640   -2.4837    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2689   -0.6168   -0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1193    0.4898   -0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8704   -0.9092    0.7392 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  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 15 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 25  3  1  0
 26  6  1  0
 27 10  2  0
 27 21  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Thaspine	MeSH
Taspine sulfate (1:1)	MeSH

Chemical Formula

C₂₀H₁₉NO₆

Average Molecular Weight

369.373

Monoisotopic Molecular Weight

369.121237336

IUPAC Name

5-[2-(dimethylamino)ethyl]-7,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

Traditional Name

5-[2-(dimethylamino)ethyl]-7,14-dimethoxy-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(=O)OC3=C(OC)C=C(CCN(C)C)C4=C3C2=C1OC4=O

InChI Identifier

InChI=1S/C20H19NO6/c1-21(2)8-7-10-9-13(25-4)18-16-14(10)20(23)27-17-12(24-3)6-5-11(15(16)17)19(22)26-18/h5-6,9H,7-8H2,1-4H3

InChI Key

MTAWKURMWOXCEO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Isocoumarin
Benzopyran
2-benzopyran
1-benzopyran
Phenethylamine
Anisole
Alkyl aryl ether
Aralkylamine
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen 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)

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	2.25	ALOGPS
logP	2.14	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	8.73	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.91 m³·mol⁻¹	ChemAxon
Polarizability	38.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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+H]+	183.046	30932474
DeepCCS	[M-H]-	180.688	30932474
DeepCCS	[M-2H]-	214.976	30932474
DeepCCS	[M+Na]+	190.202	30932474
AllCCS	[M+H]+	184.0	32859911
AllCCS	[M+H-H2O]+	181.4	32859911
AllCCS	[M+NH4]+	186.4	32859911
AllCCS	[M+Na]+	187.1	32859911
AllCCS	[M-H]-	187.5	32859911
AllCCS	[M+Na-2H]-	186.9	32859911
AllCCS	[M+HCOO]-	186.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Taspine	COC1=CC=C2C(=O)OC3=C(OC)C=C(CCN(C)C)C4=C3C2=C1OC4=O	4116.7	Standard polar	33892256
Taspine	COC1=CC=C2C(=O)OC3=C(OC)C=C(CCN(C)C)C4=C3C2=C1OC4=O	3367.5	Standard non polar	33892256
Taspine	COC1=CC=C2C(=O)OC3=C(OC)C=C(CCN(C)C)C4=C3C2=C1OC4=O	3496.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Taspine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9015000000-567b73c7643255faa5e8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Taspine 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

186530

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Taspine

METLIN ID

Not Available

PubChem Compound

215159

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 Taspine (HMDB0258734)

MOL for HMDB0258734 (Taspine)

3D MOL for HMDB0258734 (Taspine)

3D SDF for HMDB0258734 (Taspine)

3D-SDF for HMDB0258734 (Taspine)

PDB for HMDB0258734 (Taspine)

3D PDB for HMDB0258734 (Taspine)

SMILES for HMDB0258734 (Taspine)

INCHI for HMDB0258734 (Taspine)

Structure for HMDB0258734 (Taspine)

3D Structure for HMDB0258734 (Taspine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra