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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:37 UTC

Update Date

2022-03-07 02:53:10 UTC

HMDB ID

HMDB0031933

Secondary Accession Numbers

HMDB31933

Metabolite Identification

Common Name

11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide

Description

11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 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 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide.

Structure

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


  Mrv0541 02241211582D          

 28 31  0  0  0  0            999 V2000
   -0.3532    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.9785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -0.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -1.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960   -2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715   -2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    1.3894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601    2.2140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.2583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  1 21  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  2  0  0  0  0
  4 26  1  0  0  0  0
  5  6  1  0  0  0  0
  5 23  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0031933
     RDKit          3D
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide
 58 61  0  0  0  0  0  0  0  0999 V2000
    2.6113    2.4237    1.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4937    1.8768    0.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8915    0.6305   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630   -0.4578   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081   -0.2664    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9840   -1.5292    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011    0.4751   -0.9344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -1.6865   -0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9821   -2.7946   -0.2222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8166   -1.8444   -0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987   -3.1225   -0.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072   -0.7434   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5550    0.5135   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746    1.7527   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1915    2.2898   -1.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2815    3.5622   -1.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457    1.4685   -0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401    1.3671   -1.3578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939    0.2469   -1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3386    0.0090   -3.0800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4476   -0.7313   -0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1530   -1.9744   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -2.5258    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9918   -1.5141    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3638   -0.2235    0.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    0.8969    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3889   -0.2322    2.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9904    0.0487    0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0364    3.3888    1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2850    1.7317    2.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6770    2.7276    1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2993    0.4004    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1423   -2.0419   -0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -2.1694    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0242   -1.2076    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0584   -0.3211   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9802    1.0573   -1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6765    1.0782   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -3.7335   -0.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721   -3.9770   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1143    2.4425    0.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3841    4.2590   -1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3159    3.6708   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1406    3.8757   -2.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2111    2.2333    0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6586   -2.7569   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367   -1.7102   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092   -2.6286    1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724   -3.4617   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5529   -1.4141   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6977   -1.8471    1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1157    1.7751    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5003    1.0306   -0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3358    0.5139    0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5564   -0.8455    2.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    0.7867    2.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3542   -0.6935    2.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2749   -0.0790    1.2960 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  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 13  3  1  0
 28 17  1  0
 21 12  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 14 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
M  END


  Mrv0541 02241211582D          

 28 31  0  0  0  0            999 V2000
   -0.3532    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.9785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -0.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -1.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960   -2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715   -2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    1.3894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601    2.2140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.2583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  1 21  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  2  0  0  0  0
  4 26  1  0  0  0  0
  5  6  1  0  0  0  0
  5 23  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031933

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C1C(OC)=C(C(C)C)C(O)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O6/c1-10(2)11-14(23)15(24)13-12(16(11)26-5)17(27-6)18-19-21(3,4)8-7-9-22(13,19)20(25)28-18/h10,17-19,23-24H,7-9H2,1-6H3

> <INCHI_KEY>
DHNUPRDARUHAJK-UHFFFAOYSA-N

> <FORMULA>
C22H30O6

> <MOLECULAR_WEIGHT>
390.47

> <EXACT_MASS>
390.204238692

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.49914498626738

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4-dihydroxy-6,8-dimethoxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
4.063799503333332

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.872419694432118

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.505291545311529

> <JCHEM_PKA_STRONGEST_BASIC>
-4.088985859188126

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
103.928

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dihydroxy-5-isopropyl-6,8-dimethoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031933
     RDKit          3D
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide
 58 61  0  0  0  0  0  0  0  0999 V2000
    2.6113    2.4237    1.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4937    1.8768    0.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8915    0.6305   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630   -0.4578   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081   -0.2664    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9840   -1.5292    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011    0.4751   -0.9344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -1.6865   -0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9821   -2.7946   -0.2222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8166   -1.8444   -0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987   -3.1225   -0.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072   -0.7434   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5550    0.5135   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746    1.7527   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1915    2.2898   -1.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2815    3.5622   -1.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457    1.4685   -0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401    1.3671   -1.3578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939    0.2469   -1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3386    0.0090   -3.0800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4476   -0.7313   -0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1530   -1.9744   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -2.5258    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9918   -1.5141    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3638   -0.2235    0.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    0.8969    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3889   -0.2322    2.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9904    0.0487    0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0364    3.3888    1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2850    1.7317    2.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6770    2.7276    1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2993    0.4004    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1423   -2.0419   -0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -2.1694    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0242   -1.2076    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0584   -0.3211   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9802    1.0573   -1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6765    1.0782   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -3.7335   -0.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721   -3.9770   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1143    2.4425    0.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3841    4.2590   -1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3159    3.6708   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1406    3.8757   -2.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2111    2.2333    0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6586   -2.7569   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367   -1.7102   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092   -2.6286    1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724   -3.4617   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5529   -1.4141   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6977   -1.8471    1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1157    1.7751    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5003    1.0306   -0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3358    0.5139    0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5564   -0.8455    2.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    0.7867    2.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3542   -0.6935    2.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2749   -0.0790    1.2960 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  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 13  3  1  0
 28 17  1  0
 21 12  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 14 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.659   1.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.659   0.287   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.672  -0.482   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.001   0.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.001   1.827   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.672   2.594   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.993  -0.482   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.993  -2.024   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.659  -2.796   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.672  -2.024   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.330   0.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.669  -0.482   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.669  -2.024   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.330  -2.796   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.993   1.057   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.330   1.827   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.659  -1.257   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.001  -2.796   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.099  -4.133   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.560  -4.133   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.993   2.594   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.672   4.133   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.335   2.594   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.669   1.827   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.335   4.133   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.335  -0.482   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.335  -2.024   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.669   0.287   0.000  0.00  0.00           C+0
CONECT    1    2    6   21                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6   23                                                  
CONECT    6    1    5   22                                                  
CONECT    7    2    8   11   15                                             
CONECT    8    7    9   14                                                  
CONECT    9    8   10   17                                                  
CONECT   10    3    9   18                                                  
CONECT   11    7   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    8   13   19   20                                             
CONECT   15    7   16   17                                                  
CONECT   16   15                                                            
CONECT   17    9   15                                                       
CONECT   18   10   27                                                       
CONECT   19   14                                                            
CONECT   20   14                                                            
CONECT   21    1                                                            
CONECT   22    6                                                            
CONECT   23    5   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    4   28                                                       
CONECT   27   18                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0031933
HETATM    1  C1  UNL     1       2.611   2.424   1.475  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.494   1.877   0.195  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.891   0.630  -0.049  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.763  -0.458  -0.011  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.208  -0.266   0.263  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.984  -1.529   0.414  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.801   0.475  -0.934  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.184  -1.686  -0.246  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.982  -2.795  -0.222  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.817  -1.844  -0.506  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.299  -3.122  -0.733  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.007  -0.743  -0.533  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.555   0.513  -0.301  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.275   1.753  -0.321  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.192   2.290  -1.600  1.00  0.00           O  
HETATM   16  C12 UNL     1       0.281   3.562  -1.696  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.746   1.469  -0.045  1.00  0.00           C  
HETATM   18  O5  UNL     1      -2.340   1.367  -1.358  1.00  0.00           O  
HETATM   19  C14 UNL     1      -1.694   0.247  -1.880  1.00  0.00           C  
HETATM   20  O6  UNL     1      -1.339   0.009  -3.080  1.00  0.00           O  
HETATM   21  C15 UNL     1      -1.448  -0.731  -0.754  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.153  -1.974  -1.047  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.887  -2.526   0.192  1.00  0.00           C  
HETATM   24  C18 UNL     1      -3.992  -1.514   0.419  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.364  -0.223   0.845  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.347   0.897   0.500  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.389  -0.232   2.391  1.00  0.00           C  
HETATM   28  C22 UNL     1      -1.990   0.049   0.424  1.00  0.00           C  
HETATM   29  H1  UNL     1       2.036   3.389   1.574  1.00  0.00           H  
HETATM   30  H2  UNL     1       2.285   1.732   2.259  1.00  0.00           H  
HETATM   31  H3  UNL     1       3.677   2.728   1.642  1.00  0.00           H  
HETATM   32  H4  UNL     1       4.299   0.400   1.146  1.00  0.00           H  
HETATM   33  H5  UNL     1       5.142  -2.042  -0.536  1.00  0.00           H  
HETATM   34  H6  UNL     1       4.644  -2.169   1.253  1.00  0.00           H  
HETATM   35  H7  UNL     1       6.024  -1.208   0.739  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.058  -0.321  -1.693  1.00  0.00           H  
HETATM   37  H9  UNL     1       3.980   1.057  -1.390  1.00  0.00           H  
HETATM   38  H10 UNL     1       5.676   1.078  -0.661  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.710  -3.733  -0.372  1.00  0.00           H  
HETATM   40  H12 UNL     1       0.772  -3.977  -0.728  1.00  0.00           H  
HETATM   41  H13 UNL     1       0.114   2.442   0.432  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.384   4.259  -1.101  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.316   3.671  -1.386  1.00  0.00           H  
HETATM   44  H16 UNL     1       0.141   3.876  -2.775  1.00  0.00           H  
HETATM   45  H17 UNL     1      -2.211   2.233   0.569  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.659  -2.757  -1.632  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.037  -1.710  -1.732  1.00  0.00           H  
HETATM   48  H20 UNL     1      -2.209  -2.629   1.043  1.00  0.00           H  
HETATM   49  H21 UNL     1      -3.372  -3.462  -0.133  1.00  0.00           H  
HETATM   50  H22 UNL     1      -4.553  -1.414  -0.540  1.00  0.00           H  
HETATM   51  H23 UNL     1      -4.698  -1.847   1.224  1.00  0.00           H  
HETATM   52  H24 UNL     1      -4.116   1.775   1.098  1.00  0.00           H  
HETATM   53  H25 UNL     1      -4.500   1.031  -0.566  1.00  0.00           H  
HETATM   54  H26 UNL     1      -5.336   0.514   0.897  1.00  0.00           H  
HETATM   55  H27 UNL     1      -2.556  -0.846   2.748  1.00  0.00           H  
HETATM   56  H28 UNL     1      -3.340   0.787   2.795  1.00  0.00           H  
HETATM   57  H29 UNL     1      -4.354  -0.693   2.730  1.00  0.00           H  
HETATM   58  H30 UNL     1      -1.275  -0.079   1.296  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5    8
CONECT    5    6    7   32
CONECT    6   33   34   35
CONECT    7   36   37   38
CONECT    8    9   10   10
CONECT    9   39
CONECT   10   11   12
CONECT   11   40
CONECT   12   13   13   21
CONECT   13   14
CONECT   14   15   17   41
CONECT   15   16
CONECT   16   42   43   44
CONECT   17   18   28   45
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22   28
CONECT   22   23   46   47
CONECT   23   24   48   49
CONECT   24   25   50   51
CONECT   25   26   27   28
CONECT   26   52   53   54
CONECT   27   55   56   57
CONECT   28   58
END

HMDB0031933
     RDKit          3D
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide
 58 61  0  0  0  0  0  0  0  0999 V2000
    2.6113    2.4237    1.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4937    1.8768    0.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8915    0.6305   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630   -0.4578   -0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081   -0.2664    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9840   -1.5292    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011    0.4751   -0.9344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1841   -1.6865   -0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9821   -2.7946   -0.2222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8166   -1.8444   -0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987   -3.1225   -0.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072   -0.7434   -0.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5550    0.5135   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746    1.7527   -0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1915    2.2898   -1.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2815    3.5622   -1.6955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7457    1.4685   -0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401    1.3671   -1.3578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939    0.2469   -1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3386    0.0090   -3.0800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4476   -0.7313   -0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1530   -1.9744   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8870   -2.5258    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9918   -1.5141    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3638   -0.2235    0.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    0.8969    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3889   -0.2322    2.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9904    0.0487    0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0364    3.3888    1.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2850    1.7317    2.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6770    2.7276    1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2993    0.4004    1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1423   -2.0419   -0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -2.1694    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0242   -1.2076    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0584   -0.3211   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9802    1.0573   -1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6765    1.0782   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -3.7335   -0.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7721   -3.9770   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1143    2.4425    0.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3841    4.2590   -1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3159    3.6708   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1406    3.8757   -2.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2111    2.2333    0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6586   -2.7569   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0367   -1.7102   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092   -2.6286    1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724   -3.4617   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5529   -1.4141   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6977   -1.8471    1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1157    1.7751    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5003    1.0306   -0.5657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3358    0.5139    0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5564   -0.8455    2.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    0.7867    2.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3542   -0.6935    2.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2749   -0.0790    1.2960 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  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 13  3  1  0
 28 17  1  0
 21 12  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 14 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
14-Methoxy-7-O-methylrosmanol	HMDB

Chemical Formula

C₂₂H₃₀O₆

Average Molecular Weight

390.47

Monoisotopic Molecular Weight

390.204238692

IUPAC Name

3,4-dihydroxy-6,8-dimethoxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one

Traditional Name

3,4-dihydroxy-5-isopropyl-6,8-dimethoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one

CAS Registry Number

197649-68-6

SMILES

COC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C1C(OC)=C(C(C)C)C(O)=C2O

InChI Identifier

InChI=1S/C22H30O6/c1-10(2)11-14(23)15(24)13-12(16(11)26-5)17(27-6)18-19-21(3,4)8-7-9-22(13,19)20(25)28-18/h10,17-19,23-24H,7-9H2,1-6H3

InChI Key

DHNUPRDARUHAJK-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
Phenanthrene
Benzoxepine
Tetralin
Anisole
Alkyl aryl ether
Benzenoid
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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: HMDB0031933)

Source

Endogenous

Endogenous (HMDB: HMDB0031933)

Plant

Plant (HMDB: HMDB0031933)

Animal

Animal (HMDB: HMDB0031933)

Exogenous

Food

Food (HMDB: HMDB0031933)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0031933)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031933)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031933)

Lipid metabolism pathway (HMDB: HMDB0031933)

Cellular process

Cell signaling (HMDB: HMDB0031933)

Biochemical process

Lipid transport (HMDB: HMDB0031933)

Role

Biological role

Energy source (HMDB: HMDB0031933)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031933)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.098 g/L	ALOGPS
logP	3.76	ALOGPS
logP	4.06	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.93 m³·mol⁻¹	ChemAxon
Polarizability	41.5 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]+	191.735	31661259
DarkChem	[M-H]-	184.332	31661259
DeepCCS	[M-2H]-	229.322	30932474
DeepCCS	[M+Na]+	204.55	30932474
AllCCS	[M+H]+	191.2	32859911
AllCCS	[M+H-H2O]+	188.7	32859911
AllCCS	[M+NH4]+	193.5	32859911
AllCCS	[M+Na]+	194.1	32859911
AllCCS	[M-H]-	200.6	32859911
AllCCS	[M+Na-2H]-	201.1	32859911
AllCCS	[M+HCOO]-	201.9	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.	7.77 minutes	32390414
Predicted by Siyang on May 30, 2022	19.5808 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.77 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3179.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	451.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	240.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	206.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	260.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1004.9 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	1118.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1643.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	641.7 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	1901.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	559.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	530.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	314.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	373.9 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	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide	COC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C1C(OC)=C(C(C)C)C(O)=C2O	3860.9	Standard polar	33892256
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide	COC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C1C(OC)=C(C(C)C)C(O)=C2O	2868.7	Standard non polar	33892256
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide	COC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C1C(OC)=C(C(C)C)C(O)=C2O	2877.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide,1TMS,isomer #1	COC1=C(C(C)C)C(O[Si](C)(C)C)=C(O)C2=C1C(OC)C1OC(=O)C23CCCC(C)(C)C13	2886.4	Semi standard non polar	33892256
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide,1TMS,isomer #2	COC1=C(C(C)C)C(O)=C(O[Si](C)(C)C)C2=C1C(OC)C1OC(=O)C23CCCC(C)(C)C13	2876.1	Semi standard non polar	33892256
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide,2TMS,isomer #1	COC1=C(C(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C2=C1C(OC)C1OC(=O)C23CCCC(C)(C)C13	2868.0	Semi standard non polar	33892256
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide,1TBDMS,isomer #1	COC1=C(C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O)C2=C1C(OC)C1OC(=O)C23CCCC(C)(C)C13	3105.2	Semi standard non polar	33892256
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide,1TBDMS,isomer #2	COC1=C(C(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C2=C1C(OC)C1OC(=O)C23CCCC(C)(C)C13	3093.6	Semi standard non polar	33892256
11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide,2TBDMS,isomer #1	COC1=C(C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2=C1C(OC)C1OC(=O)C23CCCC(C)(C)C13	3300.2	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 - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide GC-MS (Non-derivatized) - 70eV, Positive	splash10-07yj-3019000000-da82053de8d9c305e6c8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide GC-MS (2 TMS) - 70eV, Positive	splash10-00or-2002950000-f87ad5c8042c09dc7184	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 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 - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 10V, Positive-QTOF	splash10-0006-0009000000-68b476f3bc15c15bc1e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 20V, Positive-QTOF	splash10-0006-2109000000-a6031955c4f8a3c8b1ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 40V, Positive-QTOF	splash10-00di-8739000000-69c5c233053c54390b9a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 10V, Negative-QTOF	splash10-000i-0009000000-fc6e51770e1d8052e095	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 20V, Negative-QTOF	splash10-000i-0009000000-d6e1c359f36e1c819ee8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 40V, Negative-QTOF	splash10-005a-1459000000-c026ef2567e4f3c7659f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 10V, Positive-QTOF	splash10-0006-0009000000-fffa3f9276397c4125da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 20V, Positive-QTOF	splash10-0007-0009000000-7c2422ac661aabf0743a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 40V, Positive-QTOF	splash10-002v-3139000000-7345847f6e0150d87aaa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 10V, Negative-QTOF	splash10-000i-0009000000-433078b8e90dca07b359	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 20V, Negative-QTOF	splash10-000b-0009000000-96c00a7c24d055916311	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide 40V, Negative-QTOF	splash10-053r-1029000000-6854129f24ebc0cfd9bb	2021-09-22	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

FDB008621

KNApSAcK ID

Not Available

Chemspider ID

35013417

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76401227

PDB ID

Not Available

ChEBI ID

175118

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1828821

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 11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide (HMDB0031933)

MOL for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

3D MOL for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

3D SDF for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

3D-SDF for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

PDB for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

3D PDB for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

SMILES for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

INCHI for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

Structure for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

3D Structure for HMDB0031933 (11,12-Dihydroxy-7,14-dimethoxy-8,11,13-abietatrien-20,6-olide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra