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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 06:25:47 UTC

Update Date

2021-09-23 06:25:47 UTC

HMDB ID

HMDB0302085

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Theasaponin F1

Description

Theasaponin f1, also known as tcm f1, is a member of the class of compounds known as naphthacenes. Naphthacenes are compounds containing a naphthacene moiety, which is a polyaromatic hydrocarbon made of four linearly fused benzene rings. Theasaponin f1 is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Theasaponin f1 can be found in tea, which makes theasaponin f1 a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241221152D          

 27 30  0  0  0  0            999 V2000
   17.0205    1.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4564    0.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1673    1.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8841    0.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5950    1.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3117    0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4540   -0.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7336    0.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4502    1.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1612    0.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1617   -0.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8783   -0.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5893   -0.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3059   -0.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0169   -0.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7278   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4446   -0.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1612   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1559   -1.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5835   -1.3416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0112   -1.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4388   -1.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7341    1.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8748   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5867   -0.1117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8765   -1.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8722    1.2499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
  2  3  1  0  0  0  0
 14 15  1  0  0  0  0
  1  8  2  0  0  0  0
 15 16  2  0  0  0  0
  4  5  1  0  0  0  0
 16 17  1  0  0  0  0
  8  9  1  0  0  0  0
 17 18  2  0  0  0  0
 11 19  1  0  0  0  0
  9 10  2  0  0  0  0
 13 20  2  0  0  0  0
  5  6  1  0  0  0  0
 15 21  1  0  0  0  0
  7 11  1  0  0  0  0
 17 22  1  0  0  0  0
  6  1  1  0  0  0  0
  2 23  1  0  0  0  0
  4 12  1  0  0  0  0
  6 14  2  0  0  0  0
  8 16  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  2  0  0  0  0
 18 24  1  0  0  0  0
  3  4  2  0  0  0  0
 24 25  1  0  0  0  0
 12 13  1  0  0  0  0
 24 26  2  0  0  0  0
  2  7  2  0  0  0  0
 10 27  1  0  0  0  0
M  END

HMDB0302085
     RDKit          3D
Theasaponin F1
 41 44  0  0  0  0  0  0  0  0999 V2000
   -2.8982   -0.7499   -2.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9667   -0.4607   -0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896   -0.4688   -0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4298   -0.7712   -0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6593   -1.0559   -2.1069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6158   -0.7609   -0.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -0.1695    1.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343   -0.1445    1.8649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9151    0.1175    1.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    0.1225    1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513    0.4103    1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616    0.4072    0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659    0.1210   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5506   -0.1669   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5836   -0.4517   -2.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -0.1689   -0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9231    0.1207   -1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890   -0.1335   -2.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1645    0.4297   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3901    0.4390   -1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330    0.1541   -2.3642 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5509    0.7295   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4803    1.0124    1.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6666    1.3029    1.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2934    1.0069    1.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1079    0.7099    0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8640    0.7198    1.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    0.1398   -2.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334   -1.6899   -2.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8774   -0.9280   -2.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1419   -1.6420   -0.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1593   -0.2780    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8940    0.3457    2.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5645    0.6321    2.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0833   -0.5144   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3312    0.1667   -2.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5121    0.7412   -0.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6456    1.5123    2.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308    1.2249    2.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7313    1.6771    2.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9940   -0.0442    2.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 16  2  1  0
 26 19  1  0
 16 10  1  0
 27 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 15 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
 25 39  1  0
 27 40  1  0
 27 41  1  0
M  END


  Mrv0541 02241221152D          

 27 30  0  0  0  0            999 V2000
   17.0205    1.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4564    0.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1673    1.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8841    0.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5950    1.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3117    0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4540   -0.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7336    0.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4502    1.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1612    0.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1617   -0.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8783   -0.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5893   -0.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3059   -0.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0169   -0.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7278   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4446   -0.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1612   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1559   -1.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5835   -1.3416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0112   -1.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4388   -1.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7341    1.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8748   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5867   -0.1117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8765   -1.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8722    1.2499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
  2  3  1  0  0  0  0
 14 15  1  0  0  0  0
  1  8  2  0  0  0  0
 15 16  2  0  0  0  0
  4  5  1  0  0  0  0
 16 17  1  0  0  0  0
  8  9  1  0  0  0  0
 17 18  2  0  0  0  0
 11 19  1  0  0  0  0
  9 10  2  0  0  0  0
 13 20  2  0  0  0  0
  5  6  1  0  0  0  0
 15 21  1  0  0  0  0
  7 11  1  0  0  0  0
 17 22  1  0  0  0  0
  6  1  1  0  0  0  0
  2 23  1  0  0  0  0
  4 12  1  0  0  0  0
  6 14  2  0  0  0  0
  8 16  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  2  0  0  0  0
 18 24  1  0  0  0  0
  3  4  2  0  0  0  0
 24 25  1  0  0  0  0
 12 13  1  0  0  0  0
 24 26  2  0  0  0  0
  2  7  2  0  0  0  0
 10 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302085

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C(O)=O)C(O)=CC2=CC3=C(C(O)=C12)C(=O)C1=C(O)C=C(O)C=C1C3

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O7/c1-7-14-10(5-12(22)15(7)20(26)27)3-8-2-9-4-11(21)6-13(23)16(9)19(25)17(8)18(14)24/h3-6,21-24H,2H2,1H3,(H,26,27)

> <INCHI_KEY>
BJSNGVYBQJIGRT-UHFFFAOYSA-N

> <FORMULA>
C20H14O7

> <MOLECULAR_WEIGHT>
366.321

> <EXACT_MASS>
366.073952802

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
36.85408448813871

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,8,10,12-tetrahydroxy-1-methyl-11-oxo-6,11-dihydrotetracene-2-carboxylic acid

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
5.447366831666667

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.95788303519604

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5636612861781467

> <JCHEM_PKA_STRONGEST_BASIC>
-4.128133027556943

> <JCHEM_POLAR_SURFACE_AREA>
135.29

> <JCHEM_REFRACTIVITY>
96.98389999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetracenomycin F1

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302085
     RDKit          3D
Theasaponin F1
 41 44  0  0  0  0  0  0  0  0999 V2000
   -2.8982   -0.7499   -2.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9667   -0.4607   -0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896   -0.4688   -0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4298   -0.7712   -0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6593   -1.0559   -2.1069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6158   -0.7609   -0.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -0.1695    1.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343   -0.1445    1.8649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9151    0.1175    1.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    0.1225    1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513    0.4103    1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616    0.4072    0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659    0.1210   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5506   -0.1669   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5836   -0.4517   -2.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -0.1689   -0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9231    0.1207   -1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890   -0.1335   -2.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1645    0.4297   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3901    0.4390   -1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330    0.1541   -2.3642 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5509    0.7295   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4803    1.0124    1.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6666    1.3029    1.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2934    1.0069    1.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1079    0.7099    0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8640    0.7198    1.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    0.1398   -2.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334   -1.6899   -2.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8774   -0.9280   -2.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1419   -1.6420   -0.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1593   -0.2780    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8940    0.3457    2.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5645    0.6321    2.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0833   -0.5144   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3312    0.1667   -2.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5121    0.7412   -0.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6456    1.5123    2.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308    1.2249    2.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7313    1.6771    2.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9940   -0.0442    2.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 16  2  1  0
 26 19  1  0
 16 10  1  0
 27 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 15 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
 25 39  1  0
 27 40  1  0
 27 41  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      31.772   2.352   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.119   1.584   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.446   2.355   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.784   1.584   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.111   2.344   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.449   1.573   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.114  -0.182   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.103   1.563   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.440   2.344   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.768   1.563   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.435  -0.952   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.773  -0.193   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.100  -0.963   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.438  -0.203   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.765  -0.974   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.092  -0.214   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.430  -0.985   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      35.768  -0.214   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      26.424  -2.493   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      29.089  -2.504   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      31.754  -2.515   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      34.419  -2.515   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      23.770   2.355   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      37.100  -0.977   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      38.428  -0.209   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      37.103  -2.518   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      37.095   2.333   0.000  0.00  0.00           O+0
CONECT    1    8    6                                                       
CONECT    2    3   23    7                                                  
CONECT    3    2    4                                                       
CONECT    4    5   12    3                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1   14                                                  
CONECT    7   11    2                                                       
CONECT    8    1    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   18   27                                                  
CONECT   11   19    7   12                                                  
CONECT   12    4   11   13                                                  
CONECT   13   14   20   12                                                  
CONECT   14   13   15    6                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17    8                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   10   24                                                  
CONECT   19   11                                                            
CONECT   20   13                                                            
CONECT   21   15                                                            
CONECT   22   17                                                            
CONECT   23    2                                                            
CONECT   24   18   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   10                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0302085
HETATM    1  C1  UNL     1      -2.898  -0.750  -2.382  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.967  -0.461  -0.945  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.190  -0.469  -0.262  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.430  -0.771  -0.918  1.00  0.00           C  
HETATM    5  O1  UNL     1      -5.659  -1.056  -2.107  1.00  0.00           O  
HETATM    6  O2  UNL     1      -6.616  -0.761  -0.148  1.00  0.00           O  
HETATM    7  C5  UNL     1      -4.134  -0.170   1.102  1.00  0.00           C  
HETATM    8  O3  UNL     1      -5.234  -0.144   1.865  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.915   0.117   1.724  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.727   0.123   1.050  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.551   0.410   1.712  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.662   0.407   0.996  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.666   0.121  -0.341  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.551  -0.167  -0.980  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.584  -0.452  -2.285  1.00  0.00           O  
HETATM   16  C12 UNL     1      -1.766  -0.169  -0.288  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.923   0.121  -1.069  1.00  0.00           C  
HETATM   18  O5  UNL     1       1.989  -0.134  -2.292  1.00  0.00           O  
HETATM   19  C14 UNL     1       3.165   0.430  -0.346  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.390   0.439  -1.011  1.00  0.00           C  
HETATM   21  O6  UNL     1       4.433   0.154  -2.364  1.00  0.00           O  
HETATM   22  C16 UNL     1       5.551   0.729  -0.328  1.00  0.00           C  
HETATM   23  C17 UNL     1       5.480   1.012   1.032  1.00  0.00           C  
HETATM   24  O7  UNL     1       6.667   1.303   1.700  1.00  0.00           O  
HETATM   25  C18 UNL     1       4.293   1.007   1.692  1.00  0.00           C  
HETATM   26  C19 UNL     1       3.108   0.710   0.993  1.00  0.00           C  
HETATM   27  C20 UNL     1       1.864   0.720   1.758  1.00  0.00           C  
HETATM   28  H1  UNL     1      -2.526   0.140  -2.990  1.00  0.00           H  
HETATM   29  H2  UNL     1      -2.333  -1.690  -2.633  1.00  0.00           H  
HETATM   30  H3  UNL     1      -3.877  -0.928  -2.849  1.00  0.00           H  
HETATM   31  H4  UNL     1      -7.142  -1.642  -0.137  1.00  0.00           H  
HETATM   32  H5  UNL     1      -6.159  -0.278   1.784  1.00  0.00           H  
HETATM   33  H6  UNL     1      -2.894   0.346   2.776  1.00  0.00           H  
HETATM   34  H7  UNL     1      -0.564   0.632   2.754  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.083  -0.514  -2.960  1.00  0.00           H  
HETATM   36  H9  UNL     1       5.331   0.167  -2.824  1.00  0.00           H  
HETATM   37  H10 UNL     1       6.512   0.741  -0.829  1.00  0.00           H  
HETATM   38  H11 UNL     1       6.646   1.512   2.688  1.00  0.00           H  
HETATM   39  H12 UNL     1       4.231   1.225   2.744  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.731   1.677   2.327  1.00  0.00           H  
HETATM   41  H14 UNL     1       1.994  -0.044   2.592  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3   16
CONECT    3    4    7
CONECT    4    5    5    6
CONECT    6   31
CONECT    7    8    9    9
CONECT    8   32
CONECT    9   10   33
CONECT   10   11   11   16
CONECT   11   12   34
CONECT   12   13   13   27
CONECT   13   14   17
CONECT   14   15   16   16
CONECT   15   35
CONECT   17   18   18   19
CONECT   19   20   20   26
CONECT   20   21   22
CONECT   21   36
CONECT   22   23   23   37
CONECT   23   24   25
CONECT   24   38
CONECT   25   26   26   39
CONECT   26   27
CONECT   27   40   41
END

HMDB0302085
     RDKit          3D
Theasaponin F1
 41 44  0  0  0  0  0  0  0  0999 V2000
   -2.8982   -0.7499   -2.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9667   -0.4607   -0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1896   -0.4688   -0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4298   -0.7712   -0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6593   -1.0559   -2.1069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6158   -0.7609   -0.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344   -0.1695    1.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343   -0.1445    1.8649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9151    0.1175    1.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    0.1225    1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5513    0.4103    1.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6616    0.4072    0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659    0.1210   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5506   -0.1669   -0.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5836   -0.4517   -2.2850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7661   -0.1689   -0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9231    0.1207   -1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9890   -0.1335   -2.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1645    0.4297   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3901    0.4390   -1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330    0.1541   -2.3642 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5509    0.7295   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4803    1.0124    1.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6666    1.3029    1.7001 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2934    1.0069    1.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1079    0.7099    0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8640    0.7198    1.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    0.1398   -2.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334   -1.6899   -2.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8774   -0.9280   -2.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1419   -1.6420   -0.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1593   -0.2780    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8940    0.3457    2.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5645    0.6321    2.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0833   -0.5144   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3312    0.1667   -2.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5121    0.7412   -0.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6456    1.5123    2.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308    1.2249    2.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7313    1.6771    2.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9940   -0.0442    2.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  3  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 16  2  1  0
 26 19  1  0
 16 10  1  0
 27 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 15 35  1  0
 21 36  1  0
 22 37  1  0
 24 38  1  0
 25 39  1  0
 27 40  1  0
 27 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
TCM F1	ChEBI

Chemical Formula

C₂₀H₁₄O₇

Average Molecular Weight

366.321

Monoisotopic Molecular Weight

366.073952802

IUPAC Name

3,8,10,12-tetrahydroxy-1-methyl-11-oxo-6,11-dihydrotetracene-2-carboxylic acid

Traditional Name

tetracenomycin F1

CAS Registry Number

Not Available

SMILES

CC1=C(C(O)=O)C(O)=CC2=CC3=C(C(O)=C12)C(=O)C1=C(O)C=C(O)C=C1C3

InChI Identifier

InChI=1S/C20H14O7/c1-7-14-10(5-12(22)15(7)20(26)27)3-8-2-9-4-11(21)6-13(23)16(9)19(25)17(8)18(14)24/h3-6,21-24H,2H2,1H3,(H,26,27)

InChI Key

BJSNGVYBQJIGRT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthacenes. Naphthacenes are compounds containing a naphthacene moiety, which is a polyaromatic hydrocarbon made of four linearly fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthacenes

Sub Class

Not Available

Direct Parent

Naphthacenes

Alternative Parents

Substituents

Tetracene
Anthracene carboxylic acid
Anthracene carboxylic acid or derivatives
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
2-naphthol
1-naphthol
Hydroxybenzoic acid
Salicylic acid or derivatives
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

phenols (CHEBI:32205 )
hydroxy monocarboxylic acid (CHEBI:32205 )
tetracenomycin (CHEBI:32205 )

Ontology

Not Available

Exogenous (HMDB: HMDB0302085)

Not Available

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	2.69	ALOGPS
logP	5.45	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	2.56	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	96.98 m³·mol⁻¹	ChemAxon
Polarizability	36.85 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
AllCCS	[M+H]+	184.718	32859911
AllCCS	[M+H-H2O]+	181.702	32859911
AllCCS	[M+Na]+	188.305	32859911
AllCCS	[M+NH4]+	187.505	32859911
AllCCS	[M-H]-	184.762	32859911
AllCCS	[M+Na-2H]-	183.971	32859911
AllCCS	[M+HCOO]-	183.255	32859911
DeepCCS	[M-2H]-	213.465	30932474
DeepCCS	[M+Na]+	188.154	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.665 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.01 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2301.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	288.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	143.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	195.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	738.1 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	718.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1002.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	471.3 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	1779.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	405.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	467.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	398.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	103.5 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	161.6 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Theasaponin F1 GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2022-08-08	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 10V, Positive-QTOF	splash10-014i-0009000000-ce9f272420c24b0ac8e7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 20V, Positive-QTOF	splash10-00kb-0009000000-20da3fa8c8db5366b153	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 40V, Positive-QTOF	splash10-0a4j-1039000000-7c2ff52f9fa584509dc9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 10V, Negative-QTOF	splash10-01b9-0009000000-85311e106242d40e918f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 20V, Negative-QTOF	splash10-00di-0009000000-3a6ec40a379c81b6528f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 40V, Negative-QTOF	splash10-0fk9-0039000000-3d4fdb4b9d89c481f122	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 10V, Positive-QTOF	splash10-014i-0009000000-e26426695916111c8048	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 20V, Positive-QTOF	splash10-00dj-0009000000-bab5dc3cf485ddf52ee4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 40V, Positive-QTOF	splash10-008j-0569000000-69ba0ad140a7dbba75eb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 10V, Negative-QTOF	splash10-014i-0009000000-03696246d4fc35e34a08	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 20V, Negative-QTOF	splash10-00di-0009000000-f498f1704fd80e452808	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin F1 40V, Negative-QTOF	splash10-01b9-0019000000-be35296649ac03faf206	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB001840

KNApSAcK ID

Not Available

Chemspider ID

113278

KEGG Compound ID

C12367

BioCyc ID

CPD-14353

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

32205

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

Not Available

Showing metabocard for Theasaponin F1 (HMDB0302085)

MOL for HMDB0302085 (Theasaponin F1)

3D MOL for HMDB0302085 (Theasaponin F1)

3D SDF for HMDB0302085 (Theasaponin F1)

3D-SDF for HMDB0302085 (Theasaponin F1)

PDB for HMDB0302085 (Theasaponin F1)

3D PDB for HMDB0302085 (Theasaponin F1)

SMILES for HMDB0302085 (Theasaponin F1)

INCHI for HMDB0302085 (Theasaponin F1)

Structure for HMDB0302085 (Theasaponin F1)

3D Structure for HMDB0302085 (Theasaponin F1)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra