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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:56:14 UTC

Update Date

2022-03-07 02:55:03 UTC

HMDB ID

HMDB0036763

Secondary Accession Numbers

HMDB36763

Metabolite Identification

Common Name

(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid

Description

(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid, also known as 6beta,7beta-dihydroxykaurenoic acid, belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0036763
     RDKit          3D
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid
 54 57  0  0  0  0  0  0  0  0999 V2000
    4.8004   -0.6472    0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7517   -0.1772    0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -0.9046   -0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5730   -0.0604   -0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    1.3427   -0.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2635    1.2247    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    1.3482    1.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1084    0.9194    1.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133   -0.2699    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576   -0.5893    0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286   -2.0414    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2157   -0.2256    1.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448   -0.6599    1.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2694   -0.6538    0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6601    0.4035   -0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086    1.7406    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3676    0.3091   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2522   -0.5413   -1.8749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0357    1.1991   -2.6440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1772    0.3129   -0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    0.0306   -1.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371   -0.8905   -2.5058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -0.3865   -1.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9156   -1.7529   -2.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1205   -1.6977    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896   -0.0352    1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3062   -0.8853   -1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354   -1.9332   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4697    2.1291   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232    1.4519   -1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597    1.9730    0.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830    0.7786    2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    2.4394    1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.5697    2.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020    1.7812    1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850   -1.1382    1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2618   -2.5842    0.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966   -2.3524   -0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234   -2.5283    1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -0.8044    2.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    0.8510    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7238   -1.6649    2.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926    0.0262    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3784   -1.6282    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334   -0.2921    0.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0251    2.1138   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507    1.6573    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    2.5117    0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1669    0.9366   -3.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7754    1.3431   -0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433    0.9971   -2.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8629   -1.2364   -3.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026    0.1370   -2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7979   -1.9463   -2.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  6  2  1  0
 20 10  1  0
  9  4  1  0
 23  4  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
M  END


  Mrv0541 05061309192D          

 24 27  0  0  0  0            999 V2000
   -0.6778    1.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366    0.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7827    2.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550    0.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    0.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9942    0.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    0.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222    1.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7383    2.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998    1.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1409    1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5599    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836    1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    2.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    2.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7862    2.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    1.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    2.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    3.4127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    3.1227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    3.4139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5084    2.1905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
  8  4  1  0  0  0  0
 11  1  2  0  0  0  0
 11  9  1  0  0  0  0
 12  5  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  6  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18  7  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19  3  1  0  0  0  0
 19  8  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20  9  1  0  0  0  0
 20 10  1  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21 14  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  2  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036763

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCCC(C)(C1C(O)C(O)C13CC(CCC21)C(=C)C3)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O4/c1-11-9-20-10-12(11)5-6-13(20)18(2)7-4-8-19(3,17(23)24)15(18)14(21)16(20)22/h12-16,21-22H,1,4-10H2,2-3H3,(H,23,24)

> <INCHI_KEY>
MXCZWKLLVGCJTB-UHFFFAOYSA-N

> <FORMULA>
C20H30O4

> <MOLECULAR_WEIGHT>
334.4498

> <EXACT_MASS>
334.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.999337305712075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
2.5800698203333337

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.516322535239578

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.581353248375854

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2838396878294027

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
90.16359999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036763
     RDKit          3D
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid
 54 57  0  0  0  0  0  0  0  0999 V2000
    4.8004   -0.6472    0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7517   -0.1772    0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -0.9046   -0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5730   -0.0604   -0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    1.3427   -0.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2635    1.2247    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    1.3482    1.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1084    0.9194    1.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133   -0.2699    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576   -0.5893    0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286   -2.0414    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2157   -0.2256    1.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448   -0.6599    1.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2694   -0.6538    0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6601    0.4035   -0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086    1.7406    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3676    0.3091   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2522   -0.5413   -1.8749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0357    1.1991   -2.6440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1772    0.3129   -0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    0.0306   -1.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371   -0.8905   -2.5058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -0.3865   -1.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9156   -1.7529   -2.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1205   -1.6977    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896   -0.0352    1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3062   -0.8853   -1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354   -1.9332   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4697    2.1291   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232    1.4519   -1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597    1.9730    0.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830    0.7786    2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    2.4394    1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.5697    2.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020    1.7812    1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850   -1.1382    1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2618   -2.5842    0.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966   -2.3524   -0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234   -2.5283    1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -0.8044    2.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    0.8510    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7238   -1.6649    2.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926    0.0262    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3784   -1.6282    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334   -0.2921    0.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0251    2.1138   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507    1.6573    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    2.5117    0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1669    0.9366   -3.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7754    1.3431   -0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433    0.9971   -2.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8629   -1.2364   -3.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026    0.1370   -2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7979   -1.9463   -2.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  6  2  1  0
 20 10  1  0
  9  4  1  0
 23  4  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  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      -1.265   2.796   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.108   0.827   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.061   5.474   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.129   1.420   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.170   0.028   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.722   0.398   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.618   1.124   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.628   2.877   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.378   3.797   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.053   2.140   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.263   2.606   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.045   1.193   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.076   1.981   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.099   4.917   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.105   3.741   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.569   4.626   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.934   4.833   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.606   2.284   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.616   4.038   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.933   3.166   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.609   6.370   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.608   5.829   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.905   6.373   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.282   4.089   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4    7    8                                                       
CONECT    5    6   12                                                       
CONECT    6    5   13                                                       
CONECT    7    4   18                                                       
CONECT    8    4   19                                                       
CONECT    9   11   20                                                       
CONECT   10   12   20                                                       
CONECT   11    1    9   12                                                  
CONECT   12    5   10   11                                                  
CONECT   13    6   18   20                                                  
CONECT   14   15   16   21                                                  
CONECT   15   14   18   19                                                  
CONECT   16   14   20   22                                                  
CONECT   17   19   23   24                                                  
CONECT   18    2    7   13   15                                             
CONECT   19    3    8   15   17                                             
CONECT   20    9   10   13   16                                             
CONECT   21   14                                                            
CONECT   22   16                                                            
CONECT   23   17                                                            
CONECT   24   17                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0036763
HETATM    1  C1  UNL     1       4.800  -0.647   0.894  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.752  -0.177   0.253  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.853  -0.905  -0.685  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.573  -0.060  -0.629  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.188   1.343  -0.728  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.263   1.225   0.360  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.544   1.348   1.677  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.108   0.919   1.614  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.913  -0.270   0.672  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.558  -0.589   0.600  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.729  -2.041   0.372  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.216  -0.226   1.934  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.645  -0.660   1.924  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.269  -0.654   0.565  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.660   0.403  -0.356  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.109   1.741   0.256  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.368   0.309  -1.648  1.00  0.00           C  
HETATM   18  O1  UNL     1      -4.252  -0.541  -1.875  1.00  0.00           O  
HETATM   19  O2  UNL     1      -3.036   1.199  -2.644  1.00  0.00           O  
HETATM   20  C18 UNL     1      -1.177   0.313  -0.437  1.00  0.00           C  
HETATM   21  C19 UNL     1      -0.640   0.031  -1.827  1.00  0.00           C  
HETATM   22  O3  UNL     1      -1.437  -0.891  -2.506  1.00  0.00           O  
HETATM   23  C20 UNL     1       0.783  -0.387  -1.844  1.00  0.00           C  
HETATM   24  O4  UNL     1       0.916  -1.753  -2.194  1.00  0.00           O  
HETATM   25  H1  UNL     1       5.121  -1.698   0.778  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.390  -0.035   1.555  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.306  -0.885  -1.689  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.635  -1.933  -0.329  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.470   2.129  -0.501  1.00  0.00           H  
HETATM   30  H6  UNL     1       2.723   1.452  -1.676  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.060   1.973   0.219  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.083   0.779   2.465  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.589   2.439   1.957  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.839   0.570   2.653  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.502   1.781   1.342  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.385  -1.138   1.222  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.262  -2.584   0.417  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.197  -2.352  -0.556  1.00  0.00           H  
HETATM   39  H15 UNL     1      -1.323  -2.528   1.200  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.666  -0.804   2.724  1.00  0.00           H  
HETATM   41  H17 UNL     1      -1.119   0.851   2.158  1.00  0.00           H  
HETATM   42  H18 UNL     1      -2.724  -1.665   2.403  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.193   0.026   2.636  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.378  -1.628   0.091  1.00  0.00           H  
HETATM   45  H21 UNL     1      -4.333  -0.292   0.719  1.00  0.00           H  
HETATM   46  H22 UNL     1      -4.025   2.114  -0.197  1.00  0.00           H  
HETATM   47  H23 UNL     1      -3.251   1.657   1.340  1.00  0.00           H  
HETATM   48  H24 UNL     1      -2.307   2.512   0.092  1.00  0.00           H  
HETATM   49  H25 UNL     1      -3.167   0.937  -3.612  1.00  0.00           H  
HETATM   50  H26 UNL     1      -0.775   1.343  -0.185  1.00  0.00           H  
HETATM   51  H27 UNL     1      -0.743   0.997  -2.405  1.00  0.00           H  
HETATM   52  H28 UNL     1      -0.863  -1.236  -3.254  1.00  0.00           H  
HETATM   53  H29 UNL     1       1.303   0.137  -2.705  1.00  0.00           H  
HETATM   54  H30 UNL     1       1.798  -1.946  -2.563  1.00  0.00           H  
CONECT    1    2    2   25   26
CONECT    2    3    6
CONECT    3    4   27   28
CONECT    4    5    9   23
CONECT    5    6   29   30
CONECT    6    7   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   36
CONECT   10   11   12   20
CONECT   11   37   38   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   17   20
CONECT   16   46   47   48
CONECT   17   18   18   19
CONECT   19   49
CONECT   20   21   50
CONECT   21   22   23   51
CONECT   22   52
CONECT   23   24   53
CONECT   24   54
END

HMDB0036763
     RDKit          3D
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid
 54 57  0  0  0  0  0  0  0  0999 V2000
    4.8004   -0.6472    0.8937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7517   -0.1772    0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -0.9046   -0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5730   -0.0604   -0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877    1.3427   -0.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2635    1.2247    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    1.3482    1.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1084    0.9194    1.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133   -0.2699    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5576   -0.5893    0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7286   -2.0414    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2157   -0.2256    1.9340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448   -0.6599    1.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2694   -0.6538    0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6601    0.4035   -0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086    1.7406    0.2557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3676    0.3091   -1.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2522   -0.5413   -1.8749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0357    1.1991   -2.6440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1772    0.3129   -0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    0.0306   -1.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371   -0.8905   -2.5058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -0.3865   -1.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9156   -1.7529   -2.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1205   -1.6977    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896   -0.0352    1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3062   -0.8853   -1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354   -1.9332   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4697    2.1291   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232    1.4519   -1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597    1.9730    0.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830    0.7786    2.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    2.4394    1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    0.5697    2.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020    1.7812    1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850   -1.1382    1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2618   -2.5842    0.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966   -2.3524   -0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234   -2.5283    1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -0.8044    2.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    0.8510    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7238   -1.6649    2.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926    0.0262    2.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3784   -1.6282    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334   -0.2921    0.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0251    2.1138   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507    1.6573    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    2.5117    0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1669    0.9366   -3.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7754    1.3431   -0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433    0.9971   -2.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8629   -1.2364   -3.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026    0.1370   -2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7979   -1.9463   -2.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  6  2  1  0
 20 10  1  0
  9  4  1  0
 23  4  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(ent-6a,7a)-6,7-Dihydroxy-16-kauren-19-Oate	Generator
(ent-6a,7a)-6,7-Dihydroxy-16-kauren-19-Oic acid	Generator
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-Oate	Generator
(ent-6Α,7α)-6,7-dihydroxy-16-kauren-19-Oate	Generator
(ent-6Α,7α)-6,7-dihydroxy-16-kauren-19-Oic acid	Generator
6beta,7beta-Dihydroxykaurenoic acid	HMDB
ent-6alpha,7alpha-Dihydroxykaur-16-en-19-Oic acid	HMDB
2,3-Dihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate	Generator

Chemical Formula

C₂₀H₃₀O₄

Average Molecular Weight

334.4498

Monoisotopic Molecular Weight

334.214409448

IUPAC Name

2,3-dihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

Traditional Name

2,3-dihydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

CAS Registry Number

26109-32-0

SMILES

CC12CCCC(C)(C1C(O)C(O)C13CC(CCC21)C(=C)C3)C(O)=O

InChI Identifier

InChI=1S/C20H30O4/c1-11-9-20-10-12(11)5-6-13(20)18(2)7-4-8-19(3,17(23)24)15(18)14(21)16(20)22/h12-16,21-22H,1,4-10H2,2-3H3,(H,23,24)

InChI Key

MXCZWKLLVGCJTB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Cyclic alcohol
Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036763)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036763)

Source

Endogenous

Endogenous (HMDB: HMDB0036763)

Plant

Plant (HMDB: HMDB0036763)
Cucurbitaceae (HMDB: HMDB0036763)

Animal

Animal (HMDB: HMDB0036763)

Exogenous

Food

Food (HMDB: HMDB0036763)

Gourd

Japanese pumpkin (FooDB: FOOD00886)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036763)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036763)

Cellular process

Cell signaling (HMDB: HMDB0036763)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036763)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036763)

Nutrient

Nutrient (HMDB: HMDB0036763)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036763)

Emulsifier (HMDB: HMDB0036763)

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	0.66 g/L	ALOGPS
logP	2.06	ALOGPS
logP	2.58	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.58	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.16 m³·mol⁻¹	ChemAxon
Polarizability	37 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]+	178.413	31661259
DarkChem	[M-H]-	174.665	31661259
DeepCCS	[M-2H]-	216.928	30932474
DeepCCS	[M+Na]+	192.521	30932474
AllCCS	[M+H]+	182.9	32859911
AllCCS	[M+H-H2O]+	180.2	32859911
AllCCS	[M+NH4]+	185.5	32859911
AllCCS	[M+Na]+	186.2	32859911
AllCCS	[M-H]-	185.6	32859911
AllCCS	[M+Na-2H]-	185.8	32859911
AllCCS	[M+HCOO]-	186.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid	CC12CCCC(C)(C1C(O)C(O)C13CC(CCC21)C(=C)C3)C(O)=O	3112.6	Standard polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid	CC12CCCC(C)(C1C(O)C(O)C13CC(CCC21)C(=C)C3)C(O)=O	2641.2	Standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid	CC12CCCC(C)(C1C(O)C(O)C13CC(CCC21)C(=C)C3)C(O)=O	2795.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,1TMS,isomer #1	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O)C1C(O[Si](C)(C)C)C3O	2838.3	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,1TMS,isomer #2	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O)C1C(O)C3O[Si](C)(C)C	2814.6	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,1TMS,isomer #3	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O[Si](C)(C)C)C1C(O)C3O	2750.8	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,2TMS,isomer #1	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O[Si](C)(C)C)C1C(O[Si](C)(C)C)C3O	2706.6	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,2TMS,isomer #2	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O)C1C(O[Si](C)(C)C)C3O[Si](C)(C)C	2780.1	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,2TMS,isomer #3	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O[Si](C)(C)C)C1C(O)C3O[Si](C)(C)C	2670.1	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,3TMS,isomer #1	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O[Si](C)(C)C)C1C(O[Si](C)(C)C)C3O[Si](C)(C)C	2715.2	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,1TBDMS,isomer #1	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O)C1C(O[Si](C)(C)C(C)(C)C)C3O	3085.4	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,1TBDMS,isomer #2	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O)C1C(O)C3O[Si](C)(C)C(C)(C)C	3051.8	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,1TBDMS,isomer #3	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C1C(O)C3O	3031.2	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,2TBDMS,isomer #1	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C1C(O[Si](C)(C)C(C)(C)C)C3O	3210.3	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,2TBDMS,isomer #2	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O)C1C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C	3281.6	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,2TBDMS,isomer #3	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C1C(O)C3O[Si](C)(C)C(C)(C)C	3168.5	Semi standard non polar	33892256
(ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid,3TBDMS,isomer #1	C=C1CC23CC1CCC2C1(C)CCCC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C1C(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C	3442.1	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 - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gc0-1945000000-c01a428c42f8ce3397fb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid GC-MS (3 TMS) - 70eV, Positive	splash10-000i-4024690000-f5629d442f42032804ac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 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 - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 10V, Positive-QTOF	splash10-000i-0049000000-82d8ae8336dcfe98268a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 20V, Positive-QTOF	splash10-00rj-0293000000-1c3fcfa76e1e92eea8e5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 40V, Positive-QTOF	splash10-014i-7892000000-7087526f92ed0547a5d9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 10V, Negative-QTOF	splash10-001i-0039000000-abb17cd64f72c1d3478c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 20V, Negative-QTOF	splash10-0080-0096000000-54c956c4fbd9e17f5399	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 40V, Negative-QTOF	splash10-00xr-2092000000-5138c0b0e14892de8b1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 10V, Negative-QTOF	splash10-001i-0009000000-fd5cd126f4d2eefd9030	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 20V, Negative-QTOF	splash10-001i-0029000000-fba55d66b981eaa66d93	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 40V, Negative-QTOF	splash10-030r-2098000000-435280faa4abb65c49b9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 10V, Positive-QTOF	splash10-000i-0019000000-fb1868a1dff58ab7fde4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 20V, Positive-QTOF	splash10-00ks-0195000000-d18ba80898d211cf977f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid 40V, Positive-QTOF	splash10-01b9-7591000000-1f9894b64e4a83ff0a2e	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015704

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C11876

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14635434

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for (ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid (HMDB0036763)

MOL for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

3D MOL for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

3D SDF for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

3D-SDF for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

PDB for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

3D PDB for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

SMILES for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

INCHI for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

Structure for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

3D Structure for HMDB0036763 ((ent-6alpha,7alpha)-6,7-Dihydroxy-16-kauren-19-oic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra