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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:59:54 UTC

Update Date

2022-03-07 02:56:58 UTC

HMDB ID

HMDB0041330

Secondary Accession Numbers

HMDB41330

Metabolite Identification

Common Name

Tanabalin

Description

Tanabalin belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review a significant number of articles have been published on Tanabalin.

Structure

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


  Mrv0541 05061312352D          

 27 30  0  0  0  0            999 V2000
    3.5829    1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8453    3.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6926    1.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    0.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7253    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125    4.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642   -0.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186    4.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321    1.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    3.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    3.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024    3.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244    2.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1541    1.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -0.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5090    4.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3046   -1.8274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    3.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839   -1.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387    2.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 14  1  1  0  0  0  0
 14  7  1  0  0  0  0
 15  2  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  2  0  0  0  0
 17  5  2  0  0  0  0
 18 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19  6  1  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  0  0  0  0
 21 11  1  0  0  0  0
 21 14  1  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 22 13  1  0  0  0  0
 22 17  1  0  0  0  0
 22 19  1  0  0  0  0
 23 15  2  0  0  0  0
 24 20  2  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 26 13  1  0  0  0  0
 26 20  1  0  0  0  0
 27 15  1  0  0  0  0
 27 18  1  0  0  0  0
M  END

HMDB0041330
     RDKit          3D
Tanabalin
 55 58  0  0  0  0  0  0  0  0999 V2000
    3.7992    2.8120    2.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4016    1.3889    2.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7053    0.5036    3.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6956    0.9795    1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2876   -0.3079    0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8864   -0.6744    0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043   -0.0448   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3309   -0.3150   -1.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1961    1.4199    0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4476    2.2981   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4601    2.0475    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571    1.1877    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5953    0.0249   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8254    0.6648   -1.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1599    1.2186   -1.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8341    0.2100   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0723    0.1377   -0.3249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8570   -0.7956   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8527   -2.0586    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6719   -2.8863    0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -2.2080   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4117   -0.7535    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0448   -0.9653   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -2.3019   -0.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144   -2.5456   -1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.4252   -2.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -0.4580   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182    3.3864    2.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727    3.3045    1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    2.8025    3.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7014   -0.8720    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -0.3913    1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237   -1.7868    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492   -0.4163   -2.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9506    0.4646   -2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527   -1.2723   -1.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.6211    1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0177    2.2406   -1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5222    2.1600   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292    3.3783   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    2.8220   -0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3936    2.6893    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5754    1.7606    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795    0.7195    1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707    1.5914   -1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9071   -0.0256   -2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8242   -2.5867    0.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7179   -3.9083    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191   -2.8429    1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6241   -2.8269    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6185   -2.4425   -1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -0.7866    1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514   -3.0321    0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5219   -3.4853   -1.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4858    0.5818   -1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 22  7  1  0
 27 23  2  0
 18 13  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 14 45  1  0
 14 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 27 55  1  0
M  END


  Mrv0541 05061312352D          

 27 30  0  0  0  0            999 V2000
    3.5829    1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8453    3.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6926    1.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    0.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7253    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125    4.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642   -0.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186    4.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321    1.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788    3.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0293   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    3.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024    3.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244    2.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1541    1.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -0.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5090    4.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3046   -1.8274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    3.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839   -1.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387    2.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 14  1  1  0  0  0  0
 14  7  1  0  0  0  0
 15  2  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  2  0  0  0  0
 17  5  2  0  0  0  0
 18 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19  6  1  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  0  0  0  0
 21 11  1  0  0  0  0
 21 14  1  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 22 13  1  0  0  0  0
 22 17  1  0  0  0  0
 22 19  1  0  0  0  0
 23 15  2  0  0  0  0
 24 20  2  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 26 13  1  0  0  0  0
 26 20  1  0  0  0  0
 27 15  1  0  0  0  0
 27 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041330

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC23COC(=O)C2=CCCC3C1(C)CC(OC(C)=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O5/c1-14-7-9-22-13-26-20(24)17(22)5-4-6-19(22)21(14,3)11-18(27-15(2)23)16-8-10-25-12-16/h5,8,10,12,14,18-19H,4,6-7,9,11,13H2,1-3H3

> <INCHI_KEY>
DZAYTXGDCMMRGZ-UHFFFAOYSA-N

> <FORMULA>
C22H28O5

> <MOLECULAR_WEIGHT>
372.4547

> <EXACT_MASS>
372.193674006

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
39.406750049325616

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{7,8-dimethyl-3-oxo-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
3.9046607243333327

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1902300376772055

> <JCHEM_POLAR_SURFACE_AREA>
65.74000000000001

> <JCHEM_REFRACTIVITY>
100.02609999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{7,8-dimethyl-3-oxo-1H,5H,6H,6aH,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041330
     RDKit          3D
Tanabalin
 55 58  0  0  0  0  0  0  0  0999 V2000
    3.7992    2.8120    2.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4016    1.3889    2.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7053    0.5036    3.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6956    0.9795    1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2876   -0.3079    0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8864   -0.6744    0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043   -0.0448   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3309   -0.3150   -1.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1961    1.4199    0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4476    2.2981   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4601    2.0475    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571    1.1877    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5953    0.0249   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8254    0.6648   -1.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1599    1.2186   -1.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8341    0.2100   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0723    0.1377   -0.3249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8570   -0.7956   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8527   -2.0586    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6719   -2.8863    0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -2.2080   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4117   -0.7535    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0448   -0.9653   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -2.3019   -0.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144   -2.5456   -1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.4252   -2.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -0.4580   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182    3.3864    2.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727    3.3045    1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    2.8025    3.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7014   -0.8720    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -0.3913    1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237   -1.7868    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492   -0.4163   -2.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9506    0.4646   -2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527   -1.2723   -1.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.6211    1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0177    2.2406   -1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5222    2.1600   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292    3.3783   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    2.8220   -0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3936    2.6893    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5754    1.7606    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795    0.7195    1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707    1.5914   -1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9071   -0.0256   -2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8242   -2.5867    0.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7179   -3.9083    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191   -2.8429    1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6241   -2.8269    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6185   -2.4425   -1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -0.7866    1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514   -3.0321    0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5219   -3.4853   -1.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4858    0.5818   -1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 22  7  1  0
 27 23  2  0
 18 13  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 14 45  1  0
 14 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 27 55  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.688   2.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.178   6.843   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.026   3.442   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.010   1.557   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.010   0.018   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.354   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.324  -0.052   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.010   7.589   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.040  -0.595   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.715   8.423   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.047   3.468   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.080   6.013   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.788  -1.063   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.344   1.488   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.658   6.595   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.618   6.100   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.314  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.592   4.908   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.677   1.522   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.614  -2.280   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.021   2.275   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.657  -0.017   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.683   7.788   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.569  -3.411   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.522   7.448   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.143  -2.461   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.112   5.155   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   21                                                            
CONECT    4    5    6                                                       
CONECT    5    4   17                                                       
CONECT    6    4   19                                                       
CONECT    7    9   14                                                       
CONECT    8   10   16                                                       
CONECT    9    7   22                                                       
CONECT   10    8   25                                                       
CONECT   11   18   21                                                       
CONECT   12   16   25                                                       
CONECT   13   22   26                                                       
CONECT   14    1    7   21                                                  
CONECT   15    2   23   27                                                  
CONECT   16    8   12   18                                                  
CONECT   17    5   20   22                                                  
CONECT   18   11   16   27                                                  
CONECT   19    6   21   22                                                  
CONECT   20   17   24   26                                                  
CONECT   21    3   11   14   19                                             
CONECT   22    9   13   17   19                                             
CONECT   23   15                                                            
CONECT   24   20                                                            
CONECT   25   10   12                                                       
CONECT   26   13   20                                                       
CONECT   27   15   18                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0041330
HETATM    1  C1  UNL     1       3.799   2.812   2.398  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.402   1.389   2.196  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.705   0.504   3.051  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.696   0.979   1.085  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.288  -0.308   0.817  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.886  -0.674   0.788  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.104  -0.045  -0.156  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.331  -0.315  -1.587  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.196   1.420   0.132  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.448   2.298  -0.954  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.460   2.048   0.527  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.657   1.188   0.766  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.595   0.025  -0.238  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.825   0.665  -1.540  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.160   1.219  -1.327  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.834   0.210  -0.603  1.00  0.00           C  
HETATM   17  O4  UNL     1      -6.072   0.138  -0.325  1.00  0.00           O  
HETATM   18  C14 UNL     1      -3.857  -0.796  -0.195  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.853  -2.059   0.121  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.672  -2.886   0.477  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.468  -2.208  -0.223  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.412  -0.753   0.114  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.045  -0.965  -0.277  1.00  0.00           C  
HETATM   24  C20 UNL     1       3.402  -2.302  -0.312  1.00  0.00           C  
HETATM   25  C21 UNL     1       4.114  -2.546  -1.462  1.00  0.00           C  
HETATM   26  O5  UNL     1       4.199  -1.425  -2.109  1.00  0.00           O  
HETATM   27  C22 UNL     1       3.579  -0.458  -1.445  1.00  0.00           C  
HETATM   28  H1  UNL     1       3.018   3.386   2.954  1.00  0.00           H  
HETATM   29  H2  UNL     1       4.073   3.304   1.453  1.00  0.00           H  
HETATM   30  H3  UNL     1       4.716   2.802   3.043  1.00  0.00           H  
HETATM   31  H4  UNL     1       2.701  -0.872   1.753  1.00  0.00           H  
HETATM   32  H5  UNL     1       0.452  -0.391   1.811  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.824  -1.787   0.844  1.00  0.00           H  
HETATM   34  H7  UNL     1      -0.549  -0.416  -2.270  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.951   0.465  -2.026  1.00  0.00           H  
HETATM   36  H9  UNL     1       0.853  -1.272  -1.705  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.498   1.621   1.011  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.018   2.241  -1.924  1.00  0.00           H  
HETATM   39  H12 UNL     1       1.522   2.160  -1.057  1.00  0.00           H  
HETATM   40  H13 UNL     1       0.329   3.378  -0.630  1.00  0.00           H  
HETATM   41  H14 UNL     1      -1.799   2.822  -0.231  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.394   2.689   1.464  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.575   1.761   0.672  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.580   0.720   1.765  1.00  0.00           H  
HETATM   45  H18 UNL     1      -2.271   1.591  -1.768  1.00  0.00           H  
HETATM   46  H19 UNL     1      -2.907  -0.026  -2.403  1.00  0.00           H  
HETATM   47  H20 UNL     1      -4.824  -2.587   0.132  1.00  0.00           H  
HETATM   48  H21 UNL     1      -2.718  -3.908   0.098  1.00  0.00           H  
HETATM   49  H22 UNL     1      -2.519  -2.843   1.559  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.624  -2.827   0.109  1.00  0.00           H  
HETATM   51  H24 UNL     1      -1.618  -2.442  -1.280  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.425  -0.787   1.262  1.00  0.00           H  
HETATM   53  H26 UNL     1       3.151  -3.032   0.454  1.00  0.00           H  
HETATM   54  H27 UNL     1       4.522  -3.485  -1.764  1.00  0.00           H  
HETATM   55  H28 UNL     1       3.486   0.582  -1.743  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   23   31
CONECT    6    7   32   33
CONECT    7    8    9   22
CONECT    8   34   35   36
CONECT    9   10   11   37
CONECT   10   38   39   40
CONECT   11   12   41   42
CONECT   12   13   43   44
CONECT   13   14   18   22
CONECT   14   15   45   46
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19   19
CONECT   19   20   47
CONECT   20   21   48   49
CONECT   21   22   50   51
CONECT   22   52
CONECT   23   24   27   27
CONECT   24   25   25   53
CONECT   25   26   54
CONECT   26   27
CONECT   27   55
END

HMDB0041330
     RDKit          3D
Tanabalin
 55 58  0  0  0  0  0  0  0  0999 V2000
    3.7992    2.8120    2.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4016    1.3889    2.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7053    0.5036    3.0508 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6956    0.9795    1.0853 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2876   -0.3079    0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8864   -0.6744    0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043   -0.0448   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3309   -0.3150   -1.5869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1961    1.4199    0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4476    2.2981   -0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4601    2.0475    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6571    1.1877    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5953    0.0249   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8254    0.6648   -1.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1599    1.2186   -1.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8341    0.2100   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0723    0.1377   -0.3249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8570   -0.7956   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8527   -2.0586    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6719   -2.8863    0.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -2.2080   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4117   -0.7535    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0448   -0.9653   -0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -2.3019   -0.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144   -2.5456   -1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986   -1.4252   -2.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -0.4580   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182    3.3864    2.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727    3.3045    1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    2.8025    3.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7014   -0.8720    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -0.3913    1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237   -1.7868    0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492   -0.4163   -2.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9506    0.4646   -2.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527   -1.2723   -1.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.6211    1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0177    2.2406   -1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5222    2.1600   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292    3.3783   -0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995    2.8220   -0.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3936    2.6893    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5754    1.7606    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795    0.7195    1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707    1.5914   -1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9071   -0.0256   -2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8242   -2.5867    0.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7179   -3.9083    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191   -2.8429    1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6241   -2.8269    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6185   -2.4425   -1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255   -0.7866    1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1514   -3.0321    0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5219   -3.4853   -1.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4858    0.5818   -1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 22  7  1  0
 27 23  2  0
 18 13  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 14 45  1  0
 14 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 27 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{7,8-dimethyl-3-oxo-1H,3H,5H,6H,6ah,7H,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetic acid	HMDB

Chemical Formula

C₂₂H₂₈O₅

Average Molecular Weight

372.4547

Monoisotopic Molecular Weight

372.193674006

IUPAC Name

2-{7,8-dimethyl-3-oxo-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate

Traditional Name

2-{7,8-dimethyl-3-oxo-1H,5H,6H,6aH,8H,9H,10H-naphtho[4,4a-c]furan-7-yl}-1-(furan-3-yl)ethyl acetate

CAS Registry Number

172548-61-7

SMILES

CC1CCC23COC(=O)C2=CCCC3C1(C)CC(OC(C)=O)C1=COC=C1

InChI Identifier

InChI=1S/C22H28O5/c1-14-7-9-22-13-26-20(24)17(22)5-4-6-19(22)21(14,3)11-18(27-15(2)23)16-8-10-25-12-16/h5,8,10,12,14,18-19H,4,6-7,9,11,13H2,1-3H3

InChI Key

DZAYTXGDCMMRGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Clerodane diterpenoid
Naphthofuran
Dicarboxylic acid or derivatives
Gamma butyrolactone
Heteroaromatic compound
Furan
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041330)

Source

Endogenous

Endogenous (HMDB: HMDB0041330)

Plant

Plant (HMDB: HMDB0041330)

Animal

Animal (HMDB: HMDB0041330)

Exogenous

Food

Food (HMDB: HMDB0041330)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0041330)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041330)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041330)

Lipid metabolism pathway (HMDB: HMDB0041330)

Cellular process

Cell signaling (HMDB: HMDB0041330)

Biochemical process

Lipid transport (HMDB: HMDB0041330)

Role

Biological role

Energy source (HMDB: HMDB0041330)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041330)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	150 - 152 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.23 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	4.48	ALOGPS
logP	3.9	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.74 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.03 m³·mol⁻¹	ChemAxon
Polarizability	39.41 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
DarkChem	[M+H]+	185.843	31661259
DarkChem	[M-H]-	180.946	31661259
DeepCCS	[M-2H]-	226.597	30932474
DeepCCS	[M+Na]+	202.791	30932474
AllCCS	[M+H]+	189.7	32859911
AllCCS	[M+H-H2O]+	187.0	32859911
AllCCS	[M+NH4]+	192.3	32859911
AllCCS	[M+Na]+	193.0	32859911
AllCCS	[M-H]-	195.0	32859911
AllCCS	[M+Na-2H]-	195.3	32859911
AllCCS	[M+HCOO]-	195.8	32859911

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. Predicted by Afia on May 17, 2022.	8.27 minutes	32390414
Predicted by Siyang on May 30, 2022	19.9852 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.79 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2868.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	525.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	236.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	239.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	731.8 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	1008.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	87.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1642.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	584.5 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	1844.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	619.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	545.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	344.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	449.1 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tanabalin	CC1CCC23COC(=O)C2=CCCC3C1(C)CC(OC(C)=O)C1=COC=C1	3961.1	Standard polar	33892256
Tanabalin	CC1CCC23COC(=O)C2=CCCC3C1(C)CC(OC(C)=O)C1=COC=C1	2759.0	Standard non polar	33892256
Tanabalin	CC1CCC23COC(=O)C2=CCCC3C1(C)CC(OC(C)=O)C1=COC=C1	2944.3	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 - Tanabalin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0btc-9345000000-6cdeb14757cd573f24d1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tanabalin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tanabalin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 10V, Positive-QTOF	splash10-0230-0019000000-d7ef01f1df31a8f808c7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 20V, Positive-QTOF	splash10-03ds-0349000000-bbc43df880c95f6516ce	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 40V, Positive-QTOF	splash10-00dl-1941000000-68a5744afd53f60870a9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 10V, Negative-QTOF	splash10-00fr-0009000000-8b8d434853783c0bfb63	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 20V, Negative-QTOF	splash10-004i-3029000000-eb146fe591067e6ff384	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 40V, Negative-QTOF	splash10-052b-5092000000-0b5220b3c141f5f62d7f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 10V, Positive-QTOF	splash10-044i-0089000000-e481da59e2a8409578bb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 20V, Positive-QTOF	splash10-0300-1092000000-23de5613fa6f6e4a4c10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 40V, Positive-QTOF	splash10-00b9-7869000000-b29a3d159e97ae5047bf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 10V, Negative-QTOF	splash10-00di-2009000000-6b0383b5b3c6486b4e5b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 20V, Negative-QTOF	splash10-0a4i-9002000000-7f9972e60e472325fd1e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanabalin 40V, Negative-QTOF	splash10-066u-9002000000-7869e95c11fa4e80b44c	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB021253

KNApSAcK ID

C00054227

Chemspider ID

327526

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

368920

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1891461

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Tanabalin (HMDB0041330)

MOL for HMDB0041330 (Tanabalin)

3D MOL for HMDB0041330 (Tanabalin)

3D SDF for HMDB0041330 (Tanabalin)

3D-SDF for HMDB0041330 (Tanabalin)

PDB for HMDB0041330 (Tanabalin)

3D PDB for HMDB0041330 (Tanabalin)

SMILES for HMDB0041330 (Tanabalin)

INCHI for HMDB0041330 (Tanabalin)

Structure for HMDB0041330 (Tanabalin)

3D Structure for HMDB0041330 (Tanabalin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra