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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:57:18 UTC

Update Date

2022-03-07 02:55:03 UTC

HMDB ID

HMDB0036780

Secondary Accession Numbers

HMDB36780

Metabolite Identification

Common Name

Diosbulbin F

Description

Diosbulbin F belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review a small amount of articles have been published on Diosbulbin F.

Structure

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


  Mrv0541 05061309202D          

 27 30  0  0  0  0            999 V2000
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2250    2.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881    3.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9310    1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    2.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 16 10  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20  1  1  0  0  0  0
 20  8  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 11  1  0  0  0  0
 22 15  2  0  0  0  0
 23 18  2  0  0  0  0
 24 19  2  0  0  0  0
 25  2  1  0  0  0  0
 25 18  1  0  0  0  0
 26  4  1  0  0  0  0
 26  9  1  0  0  0  0
 27 16  1  0  0  0  0
 27 19  1  0  0  0  0
M  END

HMDB0036780
     RDKit          3D
Diosbulbin F
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.6007    2.0189    2.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725    0.9930    1.8945 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7671    0.8504    0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3529    1.6816   -0.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9983   -0.2329   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092   -0.2103   -1.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896   -1.4050   -2.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3558   -1.6631   -3.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459   -1.1035   -1.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826   -1.2110   -0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6151   -0.2410    0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9684    1.0952    0.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052    2.0509   -0.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2871    1.2457    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7700   -0.1542    1.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -0.0434    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370    0.6789    3.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1359   -0.7277    1.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0654   -0.6623   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9645    0.4365   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6833    1.3975   -1.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8042    2.1926   -1.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7200    1.7694   -0.7488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420    0.7157   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6644   -0.4519   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -1.0375    0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311   -2.4076    0.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3398    2.5011    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596    1.6727    3.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691    2.8174    2.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4824   -1.1976    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217    0.6918   -1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0295   -0.3266   -1.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257   -2.2651   -1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403   -1.9217   -3.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1457   -1.9411   -2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4166   -0.1104   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810   -2.2423    0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251   -0.5616    1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0643    1.8150    0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995    1.7475    2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2109   -0.5874    2.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -1.5987   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7828    1.5051   -2.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9635    3.0666   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445    0.1240    0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5856   -0.9919   -1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    0.6132   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9855   -2.7926    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6130   -2.4192    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3997   -3.1732    0.7627 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 19 25  1  0
 25 26  1  0
 26 27  1  0
 11  5  1  0
 26 15  1  0
 26 10  1  0
 24 20  2  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
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
M  END


  Mrv0541 05061309202D          

 27 30  0  0  0  0            999 V2000
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2250    2.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3881    3.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9310    1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    2.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 16 10  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20  1  1  0  0  0  0
 20  8  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 11  1  0  0  0  0
 22 15  2  0  0  0  0
 23 18  2  0  0  0  0
 24 19  2  0  0  0  0
 25  2  1  0  0  0  0
 25 18  1  0  0  0  0
 26  4  1  0  0  0  0
 26  9  1  0  0  0  0
 27 16  1  0  0  0  0
 27 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036780

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1CC(O)CC2C1C(=O)CC1C(=O)OC(CC21C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-20-8-16(10-3-4-26-9-10)27-19(24)14(20)7-15(22)17-12(18(23)25-2)5-11(21)6-13(17)20/h3-4,9,11-14,16-17,21H,5-8H2,1-2H3

> <INCHI_KEY>
LPHWMSVPEOJPHG-UHFFFAOYSA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.4004

> <EXACT_MASS>
376.152203122

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.82631890382889

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(furan-3-yl)-9-hydroxy-10b-methyl-4,6-dioxo-dodecahydro-1H-naphtho[2,1-c]pyran-7-carboxylate

> <ALOGPS_LOGP>
1.18

> <JCHEM_LOGP>
1.1321887193333333

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.953185795211237

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.205330356433159

> <JCHEM_PKA_STRONGEST_BASIC>
-2.702939559936687

> <JCHEM_POLAR_SURFACE_AREA>
103.04

> <JCHEM_REFRACTIVITY>
92.54609999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(furan-3-yl)-9-hydroxy-10b-methyl-4,6-dioxo-decahydronaphtho[2,1-c]pyran-7-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036780
     RDKit          3D
Diosbulbin F
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.6007    2.0189    2.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725    0.9930    1.8945 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7671    0.8504    0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3529    1.6816   -0.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9983   -0.2329   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092   -0.2103   -1.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896   -1.4050   -2.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3558   -1.6631   -3.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459   -1.1035   -1.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826   -1.2110   -0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6151   -0.2410    0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9684    1.0952    0.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052    2.0509   -0.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2871    1.2457    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7700   -0.1542    1.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -0.0434    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370    0.6789    3.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1359   -0.7277    1.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0654   -0.6623   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9645    0.4365   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6833    1.3975   -1.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8042    2.1926   -1.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7200    1.7694   -0.7488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420    0.7157   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6644   -0.4519   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -1.0375    0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311   -2.4076    0.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3398    2.5011    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596    1.6727    3.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691    2.8174    2.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4824   -1.1976    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217    0.6918   -1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0295   -0.3266   -1.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5257   -2.2651   -1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403   -1.9217   -3.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1457   -1.9411   -2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4166   -0.1104   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810   -2.2423    0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251   -0.5616    1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0643    1.8150    0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995    1.7475    2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2109   -0.5874    2.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -1.5987   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7828    1.5051   -2.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9635    3.0666   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445    0.1240    0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5856   -0.9919   -1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    0.6132   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9855   -2.7926    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6130   -2.4192    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3997   -3.1732    0.7627 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 19 25  1  0
 25 26  1  0
 26 27  1  0
 11  5  1  0
 26 15  1  0
 26 10  1  0
 24 20  2  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
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  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       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.804  -3.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.420   4.844   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.724   5.875   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.738   3.598   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.184  -3.231   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.724  -3.231   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.034  -1.897   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.058   5.105   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.206   0.770   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   25                                                            
CONECT    3    4   10                                                       
CONECT    4    3   26                                                       
CONECT    5   11   12                                                       
CONECT    6   11   13                                                       
CONECT    7   14   15                                                       
CONECT    8   16   20                                                       
CONECT    9   10   26                                                       
CONECT   10    3    9   16                                                  
CONECT   11    5    6   21                                                  
CONECT   12    5   17   18                                                  
CONECT   13    6   17   20                                                  
CONECT   14    7   19   20                                                  
CONECT   15    7   17   22                                                  
CONECT   16    8   10   27                                                  
CONECT   17   12   13   15                                                  
CONECT   18   12   23   25                                                  
CONECT   19   14   24   27                                                  
CONECT   20    1    8   13   14                                             
CONECT   21   11                                                            
CONECT   22   15                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25    2   18                                                       
CONECT   26    4    9                                                       
CONECT   27   16   19                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0036780
HETATM    1  C1  UNL     1       4.601   2.019   2.542  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.873   0.993   1.894  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.767   0.850   0.537  1.00  0.00           C  
HETATM    4  O2  UNL     1       4.353   1.682  -0.202  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.998  -0.233  -0.083  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.009  -0.210  -1.576  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.190  -1.405  -2.046  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.356  -1.663  -3.381  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.746  -1.103  -1.674  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.683  -1.211  -0.148  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.615  -0.241   0.496  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.968   1.095   0.491  1.00  0.00           C  
HETATM   13  O4  UNL     1       1.405   2.051  -0.110  1.00  0.00           O  
HETATM   14  C10 UNL     1      -0.287   1.246   1.276  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.770  -0.154   1.613  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.190  -0.043   2.023  1.00  0.00           C  
HETATM   17  O5  UNL     1      -2.437   0.679   3.030  1.00  0.00           O  
HETATM   18  O6  UNL     1      -3.136  -0.728   1.289  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.065  -0.662  -0.124  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.964   0.437  -0.565  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.683   1.398  -1.509  1.00  0.00           C  
HETATM   22  C16 UNL     1      -4.804   2.193  -1.580  1.00  0.00           C  
HETATM   23  O7  UNL     1      -5.720   1.769  -0.749  1.00  0.00           O  
HETATM   24  C17 UNL     1      -5.242   0.716  -0.126  1.00  0.00           C  
HETATM   25  C18 UNL     1      -1.664  -0.452  -0.636  1.00  0.00           C  
HETATM   26  C19 UNL     1      -0.699  -1.038   0.373  1.00  0.00           C  
HETATM   27  C20 UNL     1      -1.231  -2.408   0.766  1.00  0.00           C  
HETATM   28  H1  UNL     1       5.340   2.501   1.869  1.00  0.00           H  
HETATM   29  H2  UNL     1       5.060   1.673   3.484  1.00  0.00           H  
HETATM   30  H3  UNL     1       3.869   2.817   2.817  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.482  -1.198   0.233  1.00  0.00           H  
HETATM   32  H5  UNL     1       2.522   0.692  -1.992  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.030  -0.327  -1.952  1.00  0.00           H  
HETATM   34  H7  UNL     1       2.526  -2.265  -1.424  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.540  -1.922  -3.857  1.00  0.00           H  
HETATM   36  H9  UNL     1       0.146  -1.941  -2.108  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.417  -0.110  -2.029  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.081  -2.242   0.075  1.00  0.00           H  
HETATM   39  H12 UNL     1       1.725  -0.562   1.573  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.064   1.815   0.764  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.100   1.747   2.248  1.00  0.00           H  
HETATM   42  H15 UNL     1      -0.211  -0.587   2.460  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.521  -1.599  -0.535  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.783   1.505  -2.071  1.00  0.00           H  
HETATM   45  H18 UNL     1      -4.963   3.067  -2.220  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.744   0.124   0.628  1.00  0.00           H  
HETATM   47  H20 UNL     1      -1.586  -0.992  -1.598  1.00  0.00           H  
HETATM   48  H21 UNL     1      -1.435   0.613  -0.842  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.986  -2.793   0.074  1.00  0.00           H  
HETATM   50  H23 UNL     1      -1.613  -2.419   1.815  1.00  0.00           H  
HETATM   51  H24 UNL     1      -0.400  -3.173   0.763  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   11   31
CONECT    6    7   32   33
CONECT    7    8    9   34
CONECT    8   35
CONECT    9   10   36   37
CONECT   10   11   26   38
CONECT   11   12   39
CONECT   12   13   13   14
CONECT   14   15   40   41
CONECT   15   16   26   42
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   25   43
CONECT   20   21   24   24
CONECT   21   22   22   44
CONECT   22   23   45
CONECT   23   24
CONECT   24   46
CONECT   25   26   47   48
CONECT   26   27
CONECT   27   49   50   51
END

HMDB0036780
     RDKit          3D
Diosbulbin F
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.6007    2.0189    2.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725    0.9930    1.8945 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7671    0.8504    0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3529    1.6816   -0.2020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9983   -0.2329   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092   -0.2103   -1.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896   -1.4050   -2.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3558   -1.6631   -3.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459   -1.1035   -1.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826   -1.2110   -0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6151   -0.2410    0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9684    1.0952    0.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052    2.0509   -0.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2871    1.2457    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7700   -0.1542    1.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -0.0434    2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370    0.6789    3.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1359   -0.7277    1.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0654   -0.6623   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9645    0.4365   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6833    1.3975   -1.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8042    2.1926   -1.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7200    1.7694   -0.7488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420    0.7157   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6644   -0.4519   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993   -1.0375    0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311   -2.4076    0.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3398    2.5011    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596    1.6727    3.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691    2.8174    2.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4824   -1.1976    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217    0.6918   -1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0295   -0.3266   -1.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5403   -1.9217   -3.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1457   -1.9411   -2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4166   -0.1104   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810   -2.2423    0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251   -0.5616    1.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0643    1.8150    0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995    1.7475    2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2109   -0.5874    2.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -1.5987   -0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7828    1.5051   -2.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9635    3.0666   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445    0.1240    0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5856   -0.9919   -1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    0.6132   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9855   -2.7926    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6130   -2.4192    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3997   -3.1732    0.7627 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
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  6  7  1  0
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 23 24  1  0
 19 25  1  0
 25 26  1  0
 26 27  1  0
 11  5  1  0
 26 15  1  0
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  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Carbonic acid, diethyl ester, polymer with 1,10-decanediol	HMDB
Methyl 2-(furan-3-yl)-9-hydroxy-10b-methyl-4,6-dioxo-dodecahydro-1H-naphtho[2,1-c]pyran-7-carboxylic acid	Generator

Chemical Formula

C₂₀H₂₄O₇

Average Molecular Weight

376.4004

Monoisotopic Molecular Weight

376.152203122

IUPAC Name

methyl 2-(furan-3-yl)-9-hydroxy-10b-methyl-4,6-dioxo-dodecahydro-1H-naphtho[2,1-c]pyran-7-carboxylate

Traditional Name

methyl 2-(furan-3-yl)-9-hydroxy-10b-methyl-4,6-dioxo-decahydronaphtho[2,1-c]pyran-7-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1CC(O)CC2C1C(=O)CC1C(=O)OC(CC21C)C1=COC=C1

InChI Identifier

InChI=1S/C20H24O7/c1-20-8-16(10-3-4-26-9-10)27-19(24)14(20)7-15(22)17-12(18(23)25-2)5-11(21)6-13(17)20/h3-4,9,11-14,16-17,21H,5-8H2,1-2H3

InChI Key

LPHWMSVPEOJPHG-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
Naphthopyran
Naphthalene
Delta valerolactone
Delta_valerolactone
Pyran
Oxane
Dicarboxylic acid or derivatives
Cyclic alcohol
Heteroaromatic compound
Methyl ester
Furan
Carboxylic acid ester
Secondary alcohol
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036780)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036780)

Source

Endogenous

Animal

Animal (HMDB: HMDB0036780)

Endogenous (HMDB: HMDB0036780)

Plant

Plant (HMDB: HMDB0036780)

Exogenous

Food

Food (HMDB: HMDB0036780)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036780)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036780)

Cellular process

Cell signaling (HMDB: HMDB0036780)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036780)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036780)

Nutrient

Nutrient (HMDB: HMDB0036780)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036780)

Emulsifier (HMDB: HMDB0036780)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	211 - 212 °C	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
Water Solubility	0.31 g/L	ALOGPS
logP	1.18	ALOGPS
logP	1.13	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	15.21	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.04 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.55 m³·mol⁻¹	ChemAxon
Polarizability	38.83 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]+	187.464	31661259
DarkChem	[M-H]-	182.991	31661259
DeepCCS	[M-2H]-	218.475	30932474
DeepCCS	[M+Na]+	193.741	30932474
AllCCS	[M+H]+	189.0	32859911
AllCCS	[M+H-H2O]+	186.3	32859911
AllCCS	[M+NH4]+	191.5	32859911
AllCCS	[M+Na]+	192.2	32859911
AllCCS	[M-H]-	191.4	32859911
AllCCS	[M+Na-2H]-	191.6	32859911
AllCCS	[M+HCOO]-	191.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diosbulbin F	COC(=O)C1CC(O)CC2C1C(=O)CC1C(=O)OC(CC21C)C1=COC=C1	3722.3	Standard polar	33892256
Diosbulbin F	COC(=O)C1CC(O)CC2C1C(=O)CC1C(=O)OC(CC21C)C1=COC=C1	2620.1	Standard non polar	33892256
Diosbulbin F	COC(=O)C1CC(O)CC2C1C(=O)CC1C(=O)OC(CC21C)C1=COC=C1	3233.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diosbulbin F,1TMS,isomer #1	COC(=O)C1CC(O[Si](C)(C)C)CC2C1C(=O)CC1C(=O)OC(C3=COC=C3)CC12C	3074.2	Semi standard non polar	33892256
Diosbulbin F,1TMS,isomer #2	COC(=O)C1CC(O)CC2C1=C(O[Si](C)(C)C)CC1C(=O)OC(C3=COC=C3)CC12C	3090.4	Semi standard non polar	33892256
Diosbulbin F,1TMS,isomer #3	COC(=O)C1CC(O)CC2C1C(O[Si](C)(C)C)=CC1C(=O)OC(C3=COC=C3)CC12C	3039.2	Semi standard non polar	33892256
Diosbulbin F,2TMS,isomer #1	COC(=O)C1CC(O[Si](C)(C)C)CC2C1=C(O[Si](C)(C)C)CC1C(=O)OC(C3=COC=C3)CC12C	3056.5	Semi standard non polar	33892256
Diosbulbin F,2TMS,isomer #1	COC(=O)C1CC(O[Si](C)(C)C)CC2C1=C(O[Si](C)(C)C)CC1C(=O)OC(C3=COC=C3)CC12C	2968.6	Standard non polar	33892256
Diosbulbin F,2TMS,isomer #2	COC(=O)C1CC(O[Si](C)(C)C)CC2C1C(O[Si](C)(C)C)=CC1C(=O)OC(C3=COC=C3)CC12C	2984.1	Semi standard non polar	33892256
Diosbulbin F,2TMS,isomer #2	COC(=O)C1CC(O[Si](C)(C)C)CC2C1C(O[Si](C)(C)C)=CC1C(=O)OC(C3=COC=C3)CC12C	2906.4	Standard non polar	33892256
Diosbulbin F,1TBDMS,isomer #1	COC(=O)C1CC(O[Si](C)(C)C(C)(C)C)CC2C1C(=O)CC1C(=O)OC(C3=COC=C3)CC12C	3282.4	Semi standard non polar	33892256
Diosbulbin F,1TBDMS,isomer #2	COC(=O)C1CC(O)CC2C1=C(O[Si](C)(C)C(C)(C)C)CC1C(=O)OC(C3=COC=C3)CC12C	3308.5	Semi standard non polar	33892256
Diosbulbin F,1TBDMS,isomer #3	COC(=O)C1CC(O)CC2C1C(O[Si](C)(C)C(C)(C)C)=CC1C(=O)OC(C3=COC=C3)CC12C	3247.5	Semi standard non polar	33892256
Diosbulbin F,2TBDMS,isomer #1	COC(=O)C1CC(O[Si](C)(C)C(C)(C)C)CC2C1=C(O[Si](C)(C)C(C)(C)C)CC1C(=O)OC(C3=COC=C3)CC12C	3468.7	Semi standard non polar	33892256
Diosbulbin F,2TBDMS,isomer #1	COC(=O)C1CC(O[Si](C)(C)C(C)(C)C)CC2C1=C(O[Si](C)(C)C(C)(C)C)CC1C(=O)OC(C3=COC=C3)CC12C	3434.3	Standard non polar	33892256
Diosbulbin F,2TBDMS,isomer #2	COC(=O)C1CC(O[Si](C)(C)C(C)(C)C)CC2C1C(O[Si](C)(C)C(C)(C)C)=CC1C(=O)OC(C3=COC=C3)CC12C	3375.8	Semi standard non polar	33892256
Diosbulbin F,2TBDMS,isomer #2	COC(=O)C1CC(O[Si](C)(C)C(C)(C)C)CC2C1C(O[Si](C)(C)C(C)(C)C)=CC1C(=O)OC(C3=COC=C3)CC12C	3340.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diosbulbin F GC-MS (Non-derivatized) - 70eV, Positive	splash10-053s-1459000000-a2470afcf2c4e96e71b5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diosbulbin F GC-MS (1 TMS) - 70eV, Positive	splash10-05fs-5295500000-4b37bb518892edab27f8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diosbulbin F 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 - Diosbulbin F 10V, Positive-QTOF	splash10-0a6r-0009000000-73a226a33c461a46cb84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 20V, Positive-QTOF	splash10-056v-1019000000-83fa175d5b31f78efa65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 40V, Positive-QTOF	splash10-0002-3495000000-8ae26666d9106fc4ccba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 10V, Negative-QTOF	splash10-004i-0009000000-c5ad5e1fddf5d0d2dbd8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 20V, Negative-QTOF	splash10-004i-0019000000-491098cb51702bf9345c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 40V, Negative-QTOF	splash10-00kb-3096000000-2b45651bfb5f2f6f86b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 10V, Positive-QTOF	splash10-002b-0009000000-e0d864fbee04c8bd83cf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 20V, Positive-QTOF	splash10-056s-0029000000-aa6542456f486b7f0910	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 40V, Positive-QTOF	splash10-00kg-5479000000-d768402beb00d8e1e434	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 10V, Negative-QTOF	splash10-004i-0009000000-5c57f0048490445d6215	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 20V, Negative-QTOF	splash10-014i-0019000000-157f2264cbabb6a7c915	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diosbulbin F 40V, Negative-QTOF	splash10-01b9-3049000000-57228a4cfcff9f529f2f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB015722

KNApSAcK ID

C00033664

Chemspider ID

26503997

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53463161

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

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 Diosbulbin F (HMDB0036780)

MOL for HMDB0036780 (Diosbulbin F)

3D MOL for HMDB0036780 (Diosbulbin F)

3D SDF for HMDB0036780 (Diosbulbin F)

3D-SDF for HMDB0036780 (Diosbulbin F)

PDB for HMDB0036780 (Diosbulbin F)

3D PDB for HMDB0036780 (Diosbulbin F)

SMILES for HMDB0036780 (Diosbulbin F)

INCHI for HMDB0036780 (Diosbulbin F)

Structure for HMDB0036780 (Diosbulbin F)

3D Structure for HMDB0036780 (Diosbulbin F)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra