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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:53:34 UTC

Update Date

2022-03-07 02:55:02 UTC

HMDB ID

HMDB0036723

Secondary Accession Numbers

HMDB36723

Metabolite Identification

Common Name

(ent-16alpha)-16-Kauranol

Description

(ent-16alpha)-16-Kauranol 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-16alpha)-16-Kauranol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0036723
     RDKit          3D
(ent-16alpha)-16-Kauranol
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.9076   -0.8749   -0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9606   -0.5921    0.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3991   -1.5327    1.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1572    0.7972    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7182    1.7673   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2688    1.5569   -0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    0.1617   -0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3145   -0.0352   -2.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364   -0.9122    0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.3875    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2894   -0.3711    1.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204   -0.0564    0.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    1.0919    0.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201    0.9638   -0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7153    1.1901   -1.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1953    1.2859   -1.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6092    0.0632   -0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545   -0.5203    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5746   -0.5812    1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0551   -1.0029   -1.1055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -1.1897    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9003   -0.0972   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652   -1.8976   -1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9384   -0.8648   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5261   -1.5912    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046   -1.0915    2.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -2.5501    1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1983    0.9118    1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5248    0.9440    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008    2.7980    0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552    1.8056   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462    2.1961   -1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6850    1.9958    0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571    0.7837   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569   -1.0200   -2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553   -0.0976   -2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -1.8134   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135   -1.6909    2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082   -2.3067    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    0.4865    2.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907   -0.9081    2.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339    0.8681    1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412    2.0589    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818    1.6017    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0776    2.1932   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345    0.3904   -2.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9527    2.2260   -0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8834    1.3807   -2.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8700   -0.8040   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5731   -0.5533    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099    0.3227    1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -1.4829    1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7617   -0.3675   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3502   -1.7001    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -1.9481   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  9  2  1  0
 17 12  1  0
 17  7  1  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
M  END


  Mrv0541 05061309182D          

 21 24  0  0  0  0            999 V2000
    4.7862    2.5891    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
    2.7366    0.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5355    0.9239    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
    2.7314    2.6342    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
    3.5455    0.6020    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
    1.0998    1.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    2.0342    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
    3.2704    2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1835    1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    2.1629    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
    0.1409    1.3963    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
   -0.3993    2.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 16  7  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  9  1  0  0  0  0
 17 15  1  0  0  0  0
 18  3  1  0  0  0  0
 18 10  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19  4  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 11  1  0  0  0  0
 20 12  1  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036723

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(O)CC23CC1CCC2C1(C)CCCC(C)(C)C1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O/c1-17(2)9-5-10-18(3)15(17)8-11-20-12-14(6-7-16(18)20)19(4,21)13-20/h14-16,21H,5-13H2,1-4H3

> <INCHI_KEY>
FZSRMADKTOBCNT-UHFFFAOYSA-N

> <FORMULA>
C20H34O

> <MOLECULAR_WEIGHT>
290.4834

> <EXACT_MASS>
290.26096571

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
35.83427608374609

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol

> <ALOGPS_LOGP>
4.96

> <JCHEM_LOGP>
4.648576751333334

> <ALOGPS_LOGS>
-6.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.845155663627263

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6795289127294345

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
87.55099999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036723
     RDKit          3D
(ent-16alpha)-16-Kauranol
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.9076   -0.8749   -0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9606   -0.5921    0.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3991   -1.5327    1.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1572    0.7972    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7182    1.7673   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2688    1.5569   -0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    0.1617   -0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3145   -0.0352   -2.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364   -0.9122    0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.3875    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2894   -0.3711    1.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204   -0.0564    0.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    1.0919    0.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201    0.9638   -0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7153    1.1901   -1.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1953    1.2859   -1.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6092    0.0632   -0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545   -0.5203    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5746   -0.5812    1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0551   -1.0029   -1.1055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -1.1897    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9003   -0.0972   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652   -1.8976   -1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9384   -0.8648   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5261   -1.5912    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046   -1.0915    2.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -2.5501    1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1983    0.9118    1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5248    0.9440    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008    2.7980    0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552    1.8056   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462    2.1961   -1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6850    1.9958    0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571    0.7837   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569   -1.0200   -2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553   -0.0976   -2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -1.8134   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135   -1.6909    2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082   -2.3067    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    0.4865    2.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907   -0.9081    2.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339    0.8681    1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412    2.0589    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818    1.6017    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0776    2.1932   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345    0.3904   -2.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9527    2.2260   -0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8834    1.3807   -2.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8700   -0.8040   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5731   -0.5533    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099    0.3227    1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -1.4829    1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7617   -0.3675   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3502   -1.7001    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -1.9481   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  9  2  1  0
 17 12  1  0
 17  7  1  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
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 11 40  1  0
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 13 42  1  0
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 19 51  1  0
 19 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.934   4.833   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.061   5.474   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.108   0.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.000   1.725   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.129   1.420   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.170   0.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.722   0.398   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.099   4.917   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.628   2.877   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.618   1.124   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.569   4.626   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.053   2.140   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.378   3.797   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.045   1.193   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       4.076   1.981   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.616   4.037   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       0.263   2.606   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      -0.745   3.770   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5    9   10                                                       
CONECT    6    7   14                                                       
CONECT    7    6   16                                                       
CONECT    8   11   15                                                       
CONECT    9    5   17                                                       
CONECT   10    5   18                                                       
CONECT   11    8   20                                                       
CONECT   12   14   20                                                       
CONECT   13   19   20                                                       
CONECT   14    6   12   19                                                  
CONECT   15    8   17   18                                                  
CONECT   16    7   18   20                                                  
CONECT   17    1    2    9   15                                             
CONECT   18    3   10   15   16                                             
CONECT   19    4   13   14   21                                             
CONECT   20   11   12   13   16                                             
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0036723
HETATM    1  C1  UNL     1      -3.908  -0.875  -0.762  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.961  -0.592   0.404  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.399  -1.533   1.523  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.157   0.797   0.898  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.718   1.767  -0.137  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.269   1.557  -0.433  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.893   0.162  -0.799  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.315  -0.035  -2.264  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.536  -0.912   0.020  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.715  -1.387   1.179  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.289  -0.371   1.669  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.220  -0.056   0.555  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.114   1.092   0.950  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.220   0.964  -0.087  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.715   1.190  -1.477  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.195   1.286  -1.473  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.609   0.063  -0.781  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.555  -0.520   0.078  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.575  -0.581   1.216  1.00  0.00           C  
HETATM   20  O1  UNL     1       4.055  -1.003  -1.106  1.00  0.00           O  
HETATM   21  C20 UNL     1       2.258  -1.190   0.488  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.900  -0.097  -1.521  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.765  -1.898  -1.149  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.938  -0.865  -0.304  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.526  -1.591   1.462  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.205  -1.092   2.528  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.038  -2.550   1.396  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.198   0.912   1.220  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.525   0.944   1.800  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.801   2.798   0.321  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.355   1.806  -1.035  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.046   2.196  -1.341  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.685   1.996   0.393  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.957   0.784  -2.619  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.857  -1.020  -2.376  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.455  -0.098  -2.943  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.631  -1.813  -0.663  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.314  -1.691   2.062  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.108  -2.307   0.922  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.158   0.487   2.178  1.00  0.00           H  
HETATM   41  H20 UNL     1       0.891  -0.908   2.462  1.00  0.00           H  
HETATM   42  H21 UNL     1       2.534   0.868   1.938  1.00  0.00           H  
HETATM   43  H22 UNL     1       1.641   2.059   0.976  1.00  0.00           H  
HETATM   44  H23 UNL     1       4.082   1.602   0.169  1.00  0.00           H  
HETATM   45  H24 UNL     1       3.078   2.193  -1.809  1.00  0.00           H  
HETATM   46  H25 UNL     1       3.035   0.390  -2.187  1.00  0.00           H  
HETATM   47  H26 UNL     1       0.953   2.226  -0.937  1.00  0.00           H  
HETATM   48  H27 UNL     1       0.883   1.381  -2.516  1.00  0.00           H  
HETATM   49  H28 UNL     1       0.870  -0.804  -1.457  1.00  0.00           H  
HETATM   50  H29 UNL     1       5.573  -0.553   0.733  1.00  0.00           H  
HETATM   51  H30 UNL     1       4.510   0.323   1.861  1.00  0.00           H  
HETATM   52  H31 UNL     1       4.432  -1.483   1.840  1.00  0.00           H  
HETATM   53  H32 UNL     1       4.762  -0.368  -1.409  1.00  0.00           H  
HETATM   54  H33 UNL     1       2.350  -1.700   1.449  1.00  0.00           H  
HETATM   55  H34 UNL     1       1.935  -1.948  -0.272  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    9
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8    9   17
CONECT    8   34   35   36
CONECT    9   10   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   17   21
CONECT   13   14   42   43
CONECT   14   15   18   44
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   49
CONECT   18   19   20   21
CONECT   19   50   51   52
CONECT   20   53
CONECT   21   54   55
END

HMDB0036723
     RDKit          3D
(ent-16alpha)-16-Kauranol
 55 58  0  0  0  0  0  0  0  0999 V2000
   -3.9076   -0.8749   -0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9606   -0.5921    0.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3991   -1.5327    1.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1572    0.7972    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7182    1.7673   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2688    1.5569   -0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931    0.1617   -0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3145   -0.0352   -2.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364   -0.9122    0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.3875    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2894   -0.3711    1.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204   -0.0564    0.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138    1.0919    0.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201    0.9638   -0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7153    1.1901   -1.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1953    1.2859   -1.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6092    0.0632   -0.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5545   -0.5203    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5746   -0.5812    1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0551   -1.0029   -1.1055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -1.1897    0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9003   -0.0972   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652   -1.8976   -1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9384   -0.8648   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5261   -1.5912    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046   -1.0915    2.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -2.5501    1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1983    0.9118    1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5248    0.9440    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008    2.7980    0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3552    1.8056   -1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462    2.1961   -1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6850    1.9958    0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571    0.7837   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569   -1.0200   -2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553   -0.0976   -2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -1.8134   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135   -1.6909    2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082   -2.3067    0.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    0.4865    2.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907   -0.9081    2.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339    0.8681    1.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412    2.0589    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818    1.6017    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0776    2.1932   -1.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345    0.3904   -2.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9527    2.2260   -0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8834    1.3807   -2.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8700   -0.8040   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5731   -0.5533    0.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099    0.3227    1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317   -1.4829    1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7617   -0.3675   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3502   -1.7001    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -1.9481   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  9  2  1  0
 17 12  1  0
 17  7  1  0
 21 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(ent-16a)-16-Kauranol	Generator
(ent-16Α)-16-kauranol	Generator

Chemical Formula

C₂₀H₃₄O

Average Molecular Weight

290.4834

Monoisotopic Molecular Weight

290.26096571

IUPAC Name

5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol

Traditional Name

5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-14-ol

CAS Registry Number

5354-44-9

SMILES

CC1(O)CC23CC1CCC2C1(C)CCCC(C)(C)C1CC3

InChI Identifier

InChI=1S/C20H34O/c1-17(2)9-5-10-18(3)15(17)8-11-20-12-14(6-7-16(18)20)19(4,21)13-20/h14-16,21H,5-13H2,1-4H3

InChI Key

FZSRMADKTOBCNT-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036723)
Cell membrane (HMDB: HMDB0036723)

Cellular substructure

Extracellular (HMDB: HMDB0036723)
Membrane (HMDB: HMDB0036723)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036723)

Source

Endogenous

Endogenous (HMDB: HMDB0036723)

Animal

Animal (HMDB: HMDB0036723)

Exogenous

Food

Food (HMDB: HMDB0036723)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036723)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036723)

Cellular process

Cell signaling (HMDB: HMDB0036723)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036723)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036723)

Nutrient

Nutrient (HMDB: HMDB0036723)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036723)

Emulsifier (HMDB: HMDB0036723)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	210 - 211 °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	0.0002 g/L	ALOGPS
logP	4.96	ALOGPS
logP	4.65	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	19.85	ChemAxon
pKa (Strongest Basic)	-0.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	87.55 m³·mol⁻¹	ChemAxon
Polarizability	35.83 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	169.277	31661259
DarkChem	[M-H]-	164.083	31661259
DeepCCS	[M-2H]-	208.368	30932474
DeepCCS	[M+Na]+	183.673	30932474
AllCCS	[M+H]+	175.2	32859911
AllCCS	[M+H-H2O]+	172.2	32859911
AllCCS	[M+NH4]+	178.0	32859911
AllCCS	[M+Na]+	178.8	32859911
AllCCS	[M-H]-	182.1	32859911
AllCCS	[M+Na-2H]-	182.5	32859911
AllCCS	[M+HCOO]-	183.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(ent-16alpha)-16-Kauranol	CC1(O)CC23CC1CCC2C1(C)CCCC(C)(C)C1CC3	2824.1	Standard polar	33892256
(ent-16alpha)-16-Kauranol	CC1(O)CC23CC1CCC2C1(C)CCCC(C)(C)C1CC3	2164.9	Standard non polar	33892256
(ent-16alpha)-16-Kauranol	CC1(O)CC23CC1CCC2C1(C)CCCC(C)(C)C1CC3	2208.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(ent-16alpha)-16-Kauranol,1TMS,isomer #1	CC1(C)CCCC2(C)C1CCC13CC(CCC12)C(C)(O[Si](C)(C)C)C3	2265.6	Semi standard non polar	33892256
(ent-16alpha)-16-Kauranol,1TBDMS,isomer #1	CC1(C)CCCC2(C)C1CCC13CC(CCC12)C(C)(O[Si](C)(C)C(C)(C)C)C3	2550.7	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-16alpha)-16-Kauranol GC-MS (Non-derivatized) - 70eV, Positive	splash10-01u0-0190000000-d4a5336cb7c253ece271	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (ent-16alpha)-16-Kauranol GC-MS (1 TMS) - 70eV, Positive	splash10-0002-4159000000-7455e7125fb7841de7e6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (ent-16alpha)-16-Kauranol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (ent-16alpha)-16-Kauranol 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-16alpha)-16-Kauranol 10V, Positive-QTOF	splash10-00dl-0090000000-330e59126f493c30893c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 20V, Positive-QTOF	splash10-00dl-1190000000-d70a5a9f114476c77c3b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 40V, Positive-QTOF	splash10-052f-4590000000-c15a6303537c49bb2ba0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 10V, Positive-QTOF	splash10-00dl-0090000000-330e59126f493c30893c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 20V, Positive-QTOF	splash10-00dl-1190000000-d70a5a9f114476c77c3b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 40V, Positive-QTOF	splash10-052f-4590000000-c15a6303537c49bb2ba0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 10V, Negative-QTOF	splash10-000i-0090000000-bb467c3e256f4cf4f0d7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 20V, Negative-QTOF	splash10-000i-0090000000-1eea942e9bd1896a1691	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 40V, Negative-QTOF	splash10-05fr-0090000000-224bf71e6faab3d898f0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 10V, Negative-QTOF	splash10-000i-0090000000-bb467c3e256f4cf4f0d7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 20V, Negative-QTOF	splash10-000i-0090000000-1eea942e9bd1896a1691	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 40V, Negative-QTOF	splash10-05fr-0090000000-224bf71e6faab3d898f0	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 10V, Positive-QTOF	splash10-006x-0090000000-3390d958b7243de4d75a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 20V, Positive-QTOF	splash10-00di-2980000000-235c5c659c172d54ad57	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 40V, Positive-QTOF	splash10-0006-8960000000-dee56cbfc5515713763f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 10V, Negative-QTOF	splash10-000i-0090000000-e782630883d1b4130674	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 20V, Negative-QTOF	splash10-000i-0090000000-e782630883d1b4130674	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (ent-16alpha)-16-Kauranol 40V, Negative-QTOF	splash10-000i-0090000000-e782630883d1b4130674	2021-09-23	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

FDB015660

KNApSAcK ID

Not Available

Chemspider ID

541556

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

623309

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-16alpha)-16-Kauranol (HMDB0036723)

MOL for HMDB0036723 ((ent-16alpha)-16-Kauranol)

3D MOL for HMDB0036723 ((ent-16alpha)-16-Kauranol)

3D SDF for HMDB0036723 ((ent-16alpha)-16-Kauranol)

3D-SDF for HMDB0036723 ((ent-16alpha)-16-Kauranol)

PDB for HMDB0036723 ((ent-16alpha)-16-Kauranol)

3D PDB for HMDB0036723 ((ent-16alpha)-16-Kauranol)

SMILES for HMDB0036723 ((ent-16alpha)-16-Kauranol)

INCHI for HMDB0036723 ((ent-16alpha)-16-Kauranol)

Structure for HMDB0036723 ((ent-16alpha)-16-Kauranol)

3D Structure for HMDB0036723 ((ent-16alpha)-16-Kauranol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra