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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:08 UTC

Update Date

2022-03-07 02:52:26 UTC

HMDB ID

HMDB0030158

Secondary Accession Numbers

HMDB30158

Metabolite Identification

Common Name

Austalide L

Description

Austalide L belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton. Based on a literature review a small amount of articles have been published on Austalide L.

Structure

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

  Mrv0541 05061305022D          

 31 35  0  0  0  0            999 V2000
    4.1749    2.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9670    2.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3847    4.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9960    2.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    5.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038    4.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904    4.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018    2.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    2.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1789    4.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3848    3.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711    3.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9731    4.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5616    3.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884    3.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942    4.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3578    4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1769    3.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635    4.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0551    4.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    3.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    3.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    2.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    3.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5884    4.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1083    5.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    2.6315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3598    5.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6899    4.2984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5865    2.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 11  1  0  0  0  0
 17  7  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  2  0  0  0  0
 20 14  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22 17  1  0  0  0  0
 23  4  1  0  0  0  0
 23  8  1  0  0  0  0
 23 16  1  0  0  0  0
 24  5  1  0  0  0  0
 24  9  1  0  0  0  0
 24 16  1  0  0  0  0
 25 10  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 17  2  0  0  0  0
 27 21  2  0  0  0  0
 28 25  1  0  0  0  0
 29  6  1  0  0  0  0
 29 20  1  0  0  0  0
 30 12  1  0  0  0  0
 30 21  1  0  0  0  0
 31 19  1  0  0  0  0
 31 24  1  0  0  0  0
M  END

HMDB0030158
     RDKit          3D
Austalide L
 63 67  0  0  0  0  0  0  0  0999 V2000
    2.7083   -1.2306    3.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939    0.0225    2.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0763   -0.0071    1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865   -0.2167    0.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3994   -0.2578   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306   -0.0827   -1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0304   -0.1327   -2.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7243    0.1273   -0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956    0.1652    0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836    0.3957    1.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6462    0.4881    3.0311 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6263    0.4934    0.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1753    0.3396   -0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514   -0.4704   -1.7743 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083   -0.0165   -1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    0.9948   -2.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599   -1.2284   -1.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -1.1184   -1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523   -0.4711    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8313   -1.4195    1.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8089   -0.2979    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2422   -0.1280    1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4969   -1.5649   -0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3207    0.8121   -0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5159    0.8461   -0.6606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4448    1.8712   -0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    2.0087   -0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138    0.7561    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3335    0.9928    1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129    0.5203   -0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.4093    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786   -2.0788    2.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587   -1.2073    4.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330   -1.4163    3.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3968   -0.8760   -3.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0819   -0.4293   -2.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116    0.8845   -3.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6490   -0.5624   -0.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4543    1.2729   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2583    0.5728   -3.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483    1.9071   -2.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2698    1.1304   -2.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9087   -1.4574   -2.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507   -2.1245   -1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984   -0.6340   -1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6284   -2.1690   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225   -1.9498    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6673   -0.6409    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3958    0.9717    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2946   -0.5365    1.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670   -1.5670   -1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5588   -1.4670    0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917   -2.4757    0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3808    1.7479   -1.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248    2.8381   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384    2.8238    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    2.4843   -0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3839    1.5850    1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280    1.7047    2.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3909    0.0792    2.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4207    1.5043   -0.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5263   -0.2208    1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4329   -1.4755    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  9  3  1  0
 30 15  1  0
 31  4  1  0
 13  8  1  0
 28 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
M  END

  Mrv0541 05061305022D          

 31 35  0  0  0  0            999 V2000
    4.1749    2.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    3.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9670    2.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3847    4.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9960    2.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    5.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038    4.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904    4.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018    2.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    2.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1789    4.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3848    3.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711    3.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9731    4.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5616    3.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884    3.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7942    4.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3578    4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1769    3.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635    4.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0551    4.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    3.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    3.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    2.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038    3.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5884    4.5715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1083    5.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    2.6315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3598    5.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6899    4.2984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5865    2.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 11  1  0  0  0  0
 17  7  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  2  0  0  0  0
 20 14  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 22 17  1  0  0  0  0
 23  4  1  0  0  0  0
 23  8  1  0  0  0  0
 23 16  1  0  0  0  0
 24  5  1  0  0  0  0
 24  9  1  0  0  0  0
 24 16  1  0  0  0  0
 25 10  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 17  2  0  0  0  0
 27 21  2  0  0  0  0
 28 25  1  0  0  0  0
 29  6  1  0  0  0  0
 29 20  1  0  0  0  0
 30 12  1  0  0  0  0
 30 21  1  0  0  0  0
 31 19  1  0  0  0  0
 31 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030158

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CCC3(O)C(C)(C)C(=O)CCC13C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O6/c1-13-15-12-30-21(27)18(15)20(29-6)14-11-16-23(4)8-7-17(26)22(2,3)25(23,28)10-9-24(16,5)31-19(13)14/h16,28H,7-12H2,1-6H3

> <INCHI_KEY>
XTSSAALSNSPVIH-UHFFFAOYSA-N

> <FORMULA>
C25H32O6

> <MOLECULAR_WEIGHT>
428.518

> <EXACT_MASS>
428.219888756

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
46.65957300714756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
19-hydroxy-10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3(11),4,9-triene-8,17-dione

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.991863077333333

> <ALOGPS_LOGS>
-5.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.209247966849532

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.840663915853867

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2971805315884426

> <JCHEM_POLAR_SURFACE_AREA>
82.06000000000002

> <JCHEM_REFRACTIVITY>
115.43059999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
19-hydroxy-10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3(11),4,9-triene-8,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030158
     RDKit          3D
Austalide L
 63 67  0  0  0  0  0  0  0  0999 V2000
    2.7083   -1.2306    3.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939    0.0225    2.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0763   -0.0071    1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865   -0.2167    0.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3994   -0.2578   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306   -0.0827   -1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0304   -0.1327   -2.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7243    0.1273   -0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956    0.1652    0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836    0.3957    1.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6462    0.4881    3.0311 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6263    0.4934    0.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1753    0.3396   -0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514   -0.4704   -1.7743 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083   -0.0165   -1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    0.9948   -2.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599   -1.2284   -1.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -1.1184   -1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523   -0.4711    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8313   -1.4195    1.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8089   -0.2979    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2422   -0.1280    1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4969   -1.5649   -0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3207    0.8121   -0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5159    0.8461   -0.6606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4448    1.8712   -0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    2.0087   -0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138    0.7561    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3335    0.9928    1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129    0.5203   -0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.4093    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786   -2.0788    2.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587   -1.2073    4.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330   -1.4163    3.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3968   -0.8760   -3.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0819   -0.4293   -2.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116    0.8845   -3.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6490   -0.5624   -0.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4543    1.2729   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2583    0.5728   -3.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483    1.9071   -2.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2698    1.1304   -2.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9087   -1.4574   -2.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507   -2.1245   -1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984   -0.6340   -1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6284   -2.1690   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225   -1.9498    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6673   -0.6409    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3958    0.9717    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2946   -0.5365    1.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670   -1.5670   -1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5588   -1.4670    0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917   -2.4757    0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3808    1.7479   -1.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248    2.8381   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384    2.8238    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    2.4843   -0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3839    1.5850    1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280    1.7047    2.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3909    0.0792    2.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4207    1.5043   -0.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5263   -0.2208    1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4329   -1.4755    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  9  3  1  0
 30 15  1  0
 31  4  1  0
 13  8  1  0
 28 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  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       7.793   4.124   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.638   6.509   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.805   5.257   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.585   8.359   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.726   3.882   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.374  11.169   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.380   9.192   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.102   8.776   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.243   4.299   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.761   4.715   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.067   7.942   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.052   6.593   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.413   5.616   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.550   7.525   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.515   6.692   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.965   6.867   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.483   8.117   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.135   8.184   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.930   6.033   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.652   8.601   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.436   9.007   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.102   6.624   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.483   7.283   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.345   5.374   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.380   6.208   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.965   8.533   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.535  10.544   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.502   4.912   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.272  10.093   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      10.621   8.024   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.828   4.958   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   22                                                            
CONECT    3   22                                                            
CONECT    4   23                                                            
CONECT    5   24                                                            
CONECT    6   29                                                            
CONECT    7    8   17                                                       
CONECT    8    7   23                                                       
CONECT    9   10   24                                                       
CONECT   10    9   25                                                       
CONECT   11   14   16                                                       
CONECT   12   15   30                                                       
CONECT   13    1   15   19                                                  
CONECT   14   11   19   20                                                  
CONECT   15   12   13   18                                                  
CONECT   16   11   23   24                                                  
CONECT   17    7   22   26                                                  
CONECT   18   15   20   21                                                  
CONECT   19   13   14   31                                                  
CONECT   20   14   18   29                                                  
CONECT   21   18   27   30                                                  
CONECT   22    2    3   17   25                                             
CONECT   23    4    8   16   25                                             
CONECT   24    5    9   16   31                                             
CONECT   25   10   22   23   28                                             
CONECT   26   17                                                            
CONECT   27   21                                                            
CONECT   28   25                                                            
CONECT   29    6   20                                                       
CONECT   30   12   21                                                       
CONECT   31   19   24                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

COMPND    HMDB0030158
HETATM    1  C1  UNL     1       2.708  -1.231   3.389  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.694   0.023   2.692  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.076  -0.007   1.357  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.087  -0.217   0.421  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.399  -0.258  -0.929  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.731  -0.083  -1.311  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.030  -0.133  -2.767  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.724   0.127  -0.379  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.396   0.165   0.960  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.584   0.396   1.758  1.00  0.00           C  
HETATM   11  O2  UNL     1       5.646   0.488   3.031  1.00  0.00           O  
HETATM   12  O3  UNL     1       6.626   0.493   0.853  1.00  0.00           O  
HETATM   13  C10 UNL     1       6.175   0.340  -0.465  1.00  0.00           C  
HETATM   14  O4  UNL     1       1.351  -0.470  -1.774  1.00  0.00           O  
HETATM   15  C11 UNL     1       0.008  -0.017  -1.552  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.216   0.995  -2.662  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.860  -1.228  -1.708  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.231  -1.118  -1.190  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.352  -0.471   0.174  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.831  -1.420   1.087  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.809  -0.298   0.408  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.242  -0.128   1.816  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.497  -1.565  -0.125  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.321   0.812  -0.393  1.00  0.00           C  
HETATM   25  O6  UNL     1      -5.516   0.846  -0.661  1.00  0.00           O  
HETATM   26  C20 UNL     1      -3.445   1.871  -0.877  1.00  0.00           C  
HETATM   27  C21 UNL     1      -2.133   2.009  -0.209  1.00  0.00           C  
HETATM   28  C22 UNL     1      -1.514   0.756   0.313  1.00  0.00           C  
HETATM   29  C23 UNL     1      -1.334   0.993   1.829  1.00  0.00           C  
HETATM   30  C24 UNL     1      -0.113   0.520  -0.182  1.00  0.00           C  
HETATM   31  C25 UNL     1       0.656  -0.409   0.752  1.00  0.00           C  
HETATM   32  H1  UNL     1       2.879  -2.079   2.715  1.00  0.00           H  
HETATM   33  H2  UNL     1       3.559  -1.207   4.100  1.00  0.00           H  
HETATM   34  H3  UNL     1       1.733  -1.416   3.894  1.00  0.00           H  
HETATM   35  H4  UNL     1       3.397  -0.876  -3.276  1.00  0.00           H  
HETATM   36  H5  UNL     1       5.082  -0.429  -2.930  1.00  0.00           H  
HETATM   37  H6  UNL     1       3.912   0.885  -3.224  1.00  0.00           H  
HETATM   38  H7  UNL     1       6.649  -0.562  -0.903  1.00  0.00           H  
HETATM   39  H8  UNL     1       6.454   1.273  -1.013  1.00  0.00           H  
HETATM   40  H9  UNL     1       0.258   0.573  -3.600  1.00  0.00           H  
HETATM   41  H10 UNL     1       0.348   1.907  -2.451  1.00  0.00           H  
HETATM   42  H11 UNL     1      -1.270   1.130  -2.927  1.00  0.00           H  
HETATM   43  H12 UNL     1      -0.909  -1.457  -2.796  1.00  0.00           H  
HETATM   44  H13 UNL     1      -0.351  -2.125  -1.253  1.00  0.00           H  
HETATM   45  H14 UNL     1      -2.898  -0.634  -1.927  1.00  0.00           H  
HETATM   46  H15 UNL     1      -2.628  -2.169  -1.060  1.00  0.00           H  
HETATM   47  H16 UNL     1      -2.522  -1.950   1.512  1.00  0.00           H  
HETATM   48  H17 UNL     1      -3.667  -0.641   2.578  1.00  0.00           H  
HETATM   49  H18 UNL     1      -4.396   0.972   2.015  1.00  0.00           H  
HETATM   50  H19 UNL     1      -5.295  -0.537   1.898  1.00  0.00           H  
HETATM   51  H20 UNL     1      -4.567  -1.567  -1.219  1.00  0.00           H  
HETATM   52  H21 UNL     1      -5.559  -1.467   0.240  1.00  0.00           H  
HETATM   53  H22 UNL     1      -4.092  -2.476   0.321  1.00  0.00           H  
HETATM   54  H23 UNL     1      -3.381   1.748  -1.999  1.00  0.00           H  
HETATM   55  H24 UNL     1      -4.025   2.838  -0.779  1.00  0.00           H  
HETATM   56  H25 UNL     1      -2.238   2.824   0.569  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.428   2.484  -0.955  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.384   1.585   1.987  1.00  0.00           H  
HETATM   59  H28 UNL     1      -2.128   1.705   2.199  1.00  0.00           H  
HETATM   60  H29 UNL     1      -1.391   0.079   2.408  1.00  0.00           H  
HETATM   61  H30 UNL     1       0.421   1.504  -0.120  1.00  0.00           H  
HETATM   62  H31 UNL     1       0.526  -0.221   1.805  1.00  0.00           H  
HETATM   63  H32 UNL     1       0.433  -1.476   0.536  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   31
CONECT    5    6    6   14
CONECT    6    7    8
CONECT    7   35   36   37
CONECT    8    9    9   13
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   38   39
CONECT   14   15
CONECT   15   16   17   30
CONECT   16   40   41   42
CONECT   17   18   43   44
CONECT   18   19   45   46
CONECT   19   20   21   28
CONECT   20   47
CONECT   21   22   23   24
CONECT   22   48   49   50
CONECT   23   51   52   53
CONECT   24   25   25   26
CONECT   26   27   54   55
CONECT   27   28   56   57
CONECT   28   29   30
CONECT   29   58   59   60
CONECT   30   31   61
CONECT   31   62   63
END

HMDB0030158
     RDKit          3D
Austalide L
 63 67  0  0  0  0  0  0  0  0999 V2000
    2.7083   -1.2306    3.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939    0.0225    2.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0763   -0.0071    1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865   -0.2167    0.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3994   -0.2578   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306   -0.0827   -1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0304   -0.1327   -2.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7243    0.1273   -0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956    0.1652    0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836    0.3957    1.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6462    0.4881    3.0311 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6263    0.4934    0.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1753    0.3396   -0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514   -0.4704   -1.7743 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083   -0.0165   -1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    0.9948   -2.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8599   -1.2284   -1.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -1.1184   -1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523   -0.4711    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8313   -1.4195    1.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8089   -0.2979    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2422   -0.1280    1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4969   -1.5649   -0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3207    0.8121   -0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5159    0.8461   -0.6606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4448    1.8712   -0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    2.0087   -0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138    0.7561    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3335    0.9928    1.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129    0.5203   -0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.4093    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8786   -2.0788    2.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587   -1.2073    4.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330   -1.4163    3.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3968   -0.8760   -3.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0819   -0.4293   -2.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116    0.8845   -3.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6490   -0.5624   -0.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4543    1.2729   -1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2583    0.5728   -3.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3483    1.9071   -2.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2698    1.1304   -2.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9087   -1.4574   -2.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507   -2.1245   -1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984   -0.6340   -1.9273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6284   -2.1690   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225   -1.9498    1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6673   -0.6409    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3958    0.9717    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2946   -0.5365    1.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5670   -1.5670   -1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5588   -1.4670    0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917   -2.4757    0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3808    1.7479   -1.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0248    2.8381   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384    2.8238    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    2.4843   -0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3839    1.5850    1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280    1.7047    2.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3909    0.0792    2.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4207    1.5043   -0.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5263   -0.2208    1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4329   -1.4755    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  9  3  1  0
 30 15  1  0
 31  4  1  0
 13  8  1  0
 28 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxynobiletin	HMDB
2-(3,4-Dimethoxyphenyl)-3-hydroxy-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one	HMDB
3',4',5,6,7,8-Hexamethoxyflavonol	HMDB
3-Hydroxy-3',4',5,6,7,8-hexamethoxyflavone	HMDB
3-Hydroxy-5,6,7,8,3',4'-hexamethoxyflavone	HMDB

Chemical Formula

C₂₅H₃₂O₆

Average Molecular Weight

428.518

Monoisotopic Molecular Weight

428.219888756

IUPAC Name

19-hydroxy-10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3(11),4,9-triene-8,17-dione

Traditional Name

19-hydroxy-10-methoxy-1,4,14,18,18-pentamethyl-2,7-dioxapentacyclo[11.8.0.0³,¹¹.0⁵,⁹.0¹⁴,¹⁹]henicosa-3(11),4,9-triene-8,17-dione

CAS Registry Number

87833-52-1

SMILES

COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CCC3(O)C(C)(C)C(=O)CCC13C)O2

InChI Identifier

InChI=1S/C25H32O6/c1-13-15-12-30-21(27)18(15)20(29-6)14-11-16-23(4)8-7-17(26)22(2,3)25(23,28)10-9-24(16,5)31-19(13)14/h16,28H,7-12H2,1-6H3

InChI Key

XTSSAALSNSPVIH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavanols. These are polycyclic compounds containing a hydroxylated isoflavan skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

Isoflavanols

Alternative Parents

Substituents

Isoflavanol
Naphthopyran
Xanthene
Dibenzopyran
Naphthalene
Phthalide
1-benzopyran
Isobenzofuranone
Benzopyran
Chromane
Isocoumaran
Anisole
Alkyl aryl ether
Benzenoid
Pyran
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Cyclic ketone
Ketone
Lactone
Ether
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0030158)

Plant

Plant (HMDB: HMDB0030158)

Exogenous

Food

Food (HMDB: HMDB0030158)

Exogenous (HMDB: HMDB0030158)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030158)

Role

Biological role

Energy source (HMDB: HMDB0030158)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030158)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	207 - 208 °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	0.004 g/L	ALOGPS
logP	3.47	ALOGPS
logP	3.99	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	115.43 m³·mol⁻¹	ChemAxon
Polarizability	46.66 Å³	ChemAxon
Number of Rings	5	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]+	197.444	31661259
DarkChem	[M-H]-	194.665	31661259
DeepCCS	[M-2H]-	230.772	30932474
DeepCCS	[M+Na]+	206.025	30932474
AllCCS	[M+H]+	200.0	32859911
AllCCS	[M+H-H2O]+	197.7	32859911
AllCCS	[M+NH4]+	202.1	32859911
AllCCS	[M+Na]+	202.7	32859911
AllCCS	[M-H]-	210.9	32859911
AllCCS	[M+Na-2H]-	211.6	32859911
AllCCS	[M+HCOO]-	212.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Austalide L	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CCC3(O)C(C)(C)C(=O)CCC13C)O2	3672.1	Standard polar	33892256
Austalide L	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CCC3(O)C(C)(C)C(=O)CCC13C)O2	3465.8	Standard non polar	33892256
Austalide L	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CCC3(O)C(C)(C)C(=O)CCC13C)O2	3756.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Austalide L,1TMS,isomer #1	COC1=C2CC3C(C)(CCC4(O[Si](C)(C)C)C(C)(C)C(=O)CCC34C)OC2=C(C)C2=C1C(=O)OC2	3423.1	Semi standard non polar	33892256
Austalide L,1TMS,isomer #2	COC1=C2CC3C(C)(CCC4(O)C(C)(C)C(O[Si](C)(C)C)=CCC34C)OC2=C(C)C2=C1C(=O)OC2	3388.4	Semi standard non polar	33892256
Austalide L,2TMS,isomer #1	COC1=C2CC3C(C)(CCC4(O[Si](C)(C)C)C(C)(C)C(O[Si](C)(C)C)=CCC34C)OC2=C(C)C2=C1C(=O)OC2	3318.7	Semi standard non polar	33892256
Austalide L,2TMS,isomer #1	COC1=C2CC3C(C)(CCC4(O[Si](C)(C)C)C(C)(C)C(O[Si](C)(C)C)=CCC34C)OC2=C(C)C2=C1C(=O)OC2	3301.2	Standard non polar	33892256
Austalide L,1TBDMS,isomer #1	COC1=C2CC3C(C)(CCC4(O[Si](C)(C)C(C)(C)C)C(C)(C)C(=O)CCC34C)OC2=C(C)C2=C1C(=O)OC2	3645.8	Semi standard non polar	33892256
Austalide L,1TBDMS,isomer #2	COC1=C2CC3C(C)(CCC4(O)C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC34C)OC2=C(C)C2=C1C(=O)OC2	3619.4	Semi standard non polar	33892256
Austalide L,2TBDMS,isomer #1	COC1=C2CC3C(C)(CCC4(O[Si](C)(C)C(C)(C)C)C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC34C)OC2=C(C)C2=C1C(=O)OC2	3781.8	Semi standard non polar	33892256
Austalide L,2TBDMS,isomer #1	COC1=C2CC3C(C)(CCC4(O[Si](C)(C)C(C)(C)C)C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC34C)OC2=C(C)C2=C1C(=O)OC2	3660.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide L GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-9318300000-221420aa3dc4a54cf032	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide L GC-MS (1 TMS) - 70eV, Positive	splash10-0f9i-4020900000-5a38005748a71d80b9b5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide L GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide L 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 - Austalide L 10V, Positive-QTOF	splash10-08i0-0072900000-9873f8396b1db1c1f6fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 20V, Positive-QTOF	splash10-0bt9-1192300000-49123a3bb3e0534b0a2f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 40V, Positive-QTOF	splash10-06vi-2951000000-192811531d2c8c04e47c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 10V, Negative-QTOF	splash10-004i-0002900000-ec21940c8c8133307311	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 20V, Negative-QTOF	splash10-056r-1134900000-ecc7aa3d5653ce3c8ee7	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 40V, Negative-QTOF	splash10-01tc-4926100000-694f68ecdd00e4d9e6cc	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 10V, Negative-QTOF	splash10-004i-0000900000-e05a8e3e0764d06fd9c1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 20V, Negative-QTOF	splash10-004i-0001900000-993eb0f2e98e41148e7e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 40V, Negative-QTOF	splash10-07mi-0329700000-ac397f3e0fcbd04164e9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 10V, Positive-QTOF	splash10-01tc-0002900000-1985f10190a20c401d9f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 20V, Positive-QTOF	splash10-01t9-3054900000-c1714ca4438f6ab71f65	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide L 40V, Positive-QTOF	splash10-0292-1097500000-59f333abe4fe796a7320	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

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Natsudaidain

METLIN ID

Not Available

PubChem Compound

74095080

PDB ID

Not Available

ChEBI ID

479532

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Austalide L (HMDB0030158)

MOL for HMDB0030158 (Austalide L)

3D MOL for HMDB0030158 (Austalide L)

3D SDF for HMDB0030158 (Austalide L)

3D-SDF for HMDB0030158 (Austalide L)

PDB for HMDB0030158 (Austalide L)

3D PDB for HMDB0030158 (Austalide L)

SMILES for HMDB0030158 (Austalide L)

INCHI for HMDB0030158 (Austalide L)

Structure for HMDB0030158 (Austalide L)

3D Structure for HMDB0030158 (Austalide L)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra