Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:42:45 UTC

Update Date

2022-03-07 02:52:57 UTC

HMDB ID

HMDB0031379

Secondary Accession Numbers

HMDB31379

Metabolite Identification

Common Name

Annosquamosin B

Description

Annosquamosin B 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. Annosquamosin B is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0031379
     RDKit          3D
Annosquamosin B
 54 57  0  0  0  0  0  0  0  0999 V2000
   -3.4354    1.4625    1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0883    0.4636    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1075   -0.5040    0.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1461    1.1750   -0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9550    0.9998   -1.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -0.3773   -1.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1571   -0.9398   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9470   -2.2744   -0.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649   -0.1526    0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    0.8754    1.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4276    0.1962    1.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108   -0.2949    0.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4163   -1.0426    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1026   -0.9151   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2824   -1.5254   -1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9652   -2.0986   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460   -1.3337    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225    0.5811   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    0.8567   -1.8881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225    1.3567    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862    2.7220    0.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852    0.8328   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803    1.8189    1.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954    2.3566    1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3706    1.0175    2.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8854   -0.0733    0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    0.8824   -1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2776    2.2885   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2963    1.1767   -2.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916    1.7878   -1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0388   -1.0057   -2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222   -0.3354   -2.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851   -2.5675    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334   -3.0676   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518   -2.1656   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805   -0.8785    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    1.7267    0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572    1.2386    2.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0299    0.9014    2.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -0.6877    2.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9060   -0.4963    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1982   -2.1002    1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1443   -1.2825   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451   -0.8157   -2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8885   -2.3564   -1.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1691   -3.1755   -0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3544   -2.2066   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -2.0764    0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8465    1.7863   -2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825    1.0717    1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0329    1.0925   -0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9830    3.2556    0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280    1.7435    0.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360    1.0826   -1.0091 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
 20 21  1  0
 18 22  1  0
  9  2  1  0
 17 12  1  0
 17  7  1  0
 22 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
M  END


  Mrv0541 02241216322D          

 22 25  0  0  0  0            999 V2000
   -2.7621    0.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7621   -0.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473   -1.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340   -0.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340    0.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0473    0.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6191   -1.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943   -0.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943    0.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6191    0.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063    0.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063    1.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943    1.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6191    1.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195    0.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207    0.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357    1.0867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9357    0.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7621    0.2603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340    0.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4605   -1.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341   -1.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 20  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 16  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031379

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(O)CCCC2(C)C3CCC4CC3(CC4(O)CO)CCC12

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O3/c1-16-7-3-8-17(2,21)14(16)6-9-18-10-13(4-5-15(16)18)19(22,11-18)12-20/h13-15,20-22H,3-12H2,1-2H3

> <INCHI_KEY>
NICDFCNOCPZHTJ-UHFFFAOYSA-N

> <FORMULA>
C19H32O3

> <MOLECULAR_WEIGHT>
308.4556

> <EXACT_MASS>
308.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.759774380524256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5,14-diol

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
1.986412439666667

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.309321443205903

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.685426924640808

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4900932456415953

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
86.3017

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031379
     RDKit          3D
Annosquamosin B
 54 57  0  0  0  0  0  0  0  0999 V2000
   -3.4354    1.4625    1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0883    0.4636    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1075   -0.5040    0.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1461    1.1750   -0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9550    0.9998   -1.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -0.3773   -1.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1571   -0.9398   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9470   -2.2744   -0.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649   -0.1526    0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    0.8754    1.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4276    0.1962    1.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108   -0.2949    0.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4163   -1.0426    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1026   -0.9151   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2824   -1.5254   -1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9652   -2.0986   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460   -1.3337    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225    0.5811   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    0.8567   -1.8881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225    1.3567    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862    2.7220    0.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852    0.8328   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803    1.8189    1.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954    2.3566    1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3706    1.0175    2.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8854   -0.0733    0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    0.8824   -1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2776    2.2885   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2963    1.1767   -2.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916    1.7878   -1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0388   -1.0057   -2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222   -0.3354   -2.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851   -2.5675    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334   -3.0676   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518   -2.1656   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805   -0.8785    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    1.7267    0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572    1.2386    2.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0299    0.9014    2.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -0.6877    2.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9060   -0.4963    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1982   -2.1002    1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1443   -1.2825   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451   -0.8157   -2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8885   -2.3564   -1.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1691   -3.1755   -0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3544   -2.2066   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -2.0764    0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8465    1.7863   -2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825    1.0717    1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0329    1.0925   -0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9830    3.2556    0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280    1.7435    0.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360    1.0826   -1.0091 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
 20 21  1  0
 18 22  1  0
  9  2  1  0
 17 12  1  0
 17  7  1  0
 22 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  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      -5.156   0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.156  -1.252   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.822  -2.023   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.490  -1.252   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.490   0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.822   1.059   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.156  -2.023   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.176  -1.252   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.176   0.290   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.156   1.059   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.505   1.059   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.505   2.594   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.176   3.360   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.156   2.594   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.276   1.257   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.719   0.290   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.613   2.029   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.613   0.486   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.156   0.486   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.490   1.833   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.593  -3.360   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.050  -3.360   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   21   22                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   20                                             
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    5    9   14                                                  
CONECT   11    9   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15   12   16   17   18                                             
CONECT   16    9   15                                                       
CONECT   17   15                                                            
CONECT   18   15   19                                                       
CONECT   19   18                                                            
CONECT   20    5                                                            
CONECT   21    3                                                            
CONECT   22    3                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0031379
HETATM    1  C1  UNL     1      -3.435   1.463   1.624  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.088   0.464   0.515  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.107  -0.504   0.542  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.146   1.175  -0.783  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.955   1.000  -1.666  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.364  -0.377  -1.627  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.157  -0.940  -0.270  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.947  -2.274  -0.263  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.765  -0.153   0.855  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.856   0.875   1.456  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.428   0.196   1.960  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.111  -0.295   0.701  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.416  -1.043   1.037  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.103  -0.915  -0.307  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.282  -1.525  -1.404  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.965  -2.099  -0.974  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.246  -1.334   0.085  1.00  0.00           C  
HETATM   18  C17 UNL     1       3.022   0.581  -0.514  1.00  0.00           C  
HETATM   19  O2  UNL     1       3.206   0.857  -1.888  1.00  0.00           O  
HETATM   20  C18 UNL     1       4.022   1.357   0.296  1.00  0.00           C  
HETATM   21  O3  UNL     1       3.886   2.722   0.106  1.00  0.00           O  
HETATM   22  C19 UNL     1       1.585   0.833  -0.101  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.480   1.819   1.390  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.795   2.357   1.475  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.371   1.018   2.620  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.885  -0.073   0.081  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.067   0.882  -1.369  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.278   2.289  -0.642  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.296   1.177  -2.730  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.192   1.788  -1.503  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.039  -1.006  -2.289  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.422  -0.335  -2.252  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.185  -2.568   0.766  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.333  -3.068  -0.727  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.852  -2.166  -0.905  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.980  -0.878   1.699  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.620   1.727   0.823  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.357   1.239   2.390  1.00  0.00           H  
HETATM   39  H17 UNL     1       1.030   0.901   2.535  1.00  0.00           H  
HETATM   40  H18 UNL     1       0.143  -0.688   2.545  1.00  0.00           H  
HETATM   41  H19 UNL     1       2.906  -0.496   1.832  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.198  -2.100   1.288  1.00  0.00           H  
HETATM   43  H21 UNL     1       4.144  -1.283  -0.284  1.00  0.00           H  
HETATM   44  H22 UNL     1       2.145  -0.816  -2.275  1.00  0.00           H  
HETATM   45  H23 UNL     1       2.889  -2.356  -1.857  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.169  -3.175  -0.690  1.00  0.00           H  
HETATM   47  H25 UNL     1       0.354  -2.207  -1.916  1.00  0.00           H  
HETATM   48  H26 UNL     1       0.112  -2.076   0.945  1.00  0.00           H  
HETATM   49  H27 UNL     1       2.847   1.786  -2.004  1.00  0.00           H  
HETATM   50  H28 UNL     1       4.082   1.072   1.355  1.00  0.00           H  
HETATM   51  H29 UNL     1       5.033   1.092  -0.136  1.00  0.00           H  
HETATM   52  H30 UNL     1       3.983   3.256   0.912  1.00  0.00           H  
HETATM   53  H31 UNL     1       1.628   1.743   0.550  1.00  0.00           H  
HETATM   54  H32 UNL     1       1.036   1.083  -1.009  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    9
CONECT    3   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8    9   17
CONECT    8   33   34   35
CONECT    9   10   36
CONECT   10   11   37   38
CONECT   11   12   39   40
CONECT   12   13   17   22
CONECT   13   14   41   42
CONECT   14   15   18   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   48
CONECT   18   19   20   22
CONECT   19   49
CONECT   20   21   50   51
CONECT   21   52
CONECT   22   53   54
END

HMDB0031379
     RDKit          3D
Annosquamosin B
 54 57  0  0  0  0  0  0  0  0999 V2000
   -3.4354    1.4625    1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0883    0.4636    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1075   -0.5040    0.5424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1461    1.1750   -0.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9550    0.9998   -1.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3641   -0.3773   -1.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1571   -0.9398   -0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9470   -2.2744   -0.2633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649   -0.1526    0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8557    0.8754    1.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4276    0.1962    1.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108   -0.2949    0.7009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4163   -1.0426    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1026   -0.9151   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2824   -1.5254   -1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9652   -2.0986   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2460   -1.3337    0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0225    0.5811   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    0.8567   -1.8881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225    1.3567    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862    2.7220    0.1063 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852    0.8328   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803    1.8189    1.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954    2.3566    1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3706    1.0175    2.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8854   -0.0733    0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670    0.8824   -1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2776    2.2885   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2963    1.1767   -2.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916    1.7878   -1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0388   -1.0057   -2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4222   -0.3354   -2.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1851   -2.5675    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334   -3.0676   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518   -2.1656   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805   -0.8785    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    1.7267    0.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572    1.2386    2.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0299    0.9014    2.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -0.6877    2.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9060   -0.4963    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1982   -2.1002    1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1443   -1.2825   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451   -0.8157   -2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8885   -2.3564   -1.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1691   -3.1755   -0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3544   -2.2066   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -2.0764    0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8465    1.7863   -2.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825    1.0717    1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0329    1.0925   -0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9830    3.2556    0.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280    1.7435    0.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360    1.0826   -1.0091 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
 20 21  1  0
 18 22  1  0
  9  2  1  0
 17 12  1  0
 17  7  1  0
 22 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4alpha,16alpha)-19-Norkaurane-4,16,17-triol	HMDB
19-Norkaurane-4alpha,16alpha,17-triol	HMDB
19-Nor-ent-kaurane-4alpha,16beta,17-triol	HMDB
Annosquamosin b	MeSH

Chemical Formula

C₁₉H₃₂O₃

Average Molecular Weight

308.4556

Monoisotopic Molecular Weight

308.23514489

IUPAC Name

14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5,14-diol

Traditional Name

14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5,14-diol

CAS Registry Number

177742-56-2

SMILES

CC1(O)CCCC2(C)C3CCC4CC3(CC4(O)CO)CCC12

InChI Identifier

InChI=1S/C19H32O3/c1-16-7-3-8-17(2,21)14(16)6-9-18-10-13(4-5-15(16)18)19(22,11-18)12-20/h13-15,20-22H,3-12H2,1-2H3

InChI Key

NICDFCNOCPZHTJ-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
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031379)

Source

Endogenous

Endogenous (HMDB: HMDB0031379)

Plant

Plant (HMDB: HMDB0031379)

Animal

Animal (HMDB: HMDB0031379)

Exogenous

Food

Food (HMDB: HMDB0031379)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0031379)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0031379)

Cellular process

Cell signaling (HMDB: HMDB0031379)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0031379)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031379)

Nutrient

Nutrient (HMDB: HMDB0031379)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031379)

Emulsifier (HMDB: HMDB0031379)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	263 - 266 °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	0.08 g/L	ALOGPS
logP	2.04	ALOGPS
logP	1.99	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.69	ChemAxon
pKa (Strongest Basic)	-0.49	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.3 m³·mol⁻¹	ChemAxon
Polarizability	35.76 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]+	171.245	31661259
DarkChem	[M-H]-	166.645	31661259
DeepCCS	[M-2H]-	207.05	30932474
DeepCCS	[M+Na]+	182.615	30932474
AllCCS	[M+H]+	177.3	32859911
AllCCS	[M+H-H2O]+	174.4	32859911
AllCCS	[M+NH4]+	180.0	32859911
AllCCS	[M+Na]+	180.8	32859911
AllCCS	[M-H]-	181.6	32859911
AllCCS	[M+Na-2H]-	181.9	32859911
AllCCS	[M+HCOO]-	182.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Annosquamosin B	CC1(O)CCCC2(C)C3CCC4CC3(CC4(O)CO)CCC12	2497.7	Standard polar	33892256
Annosquamosin B	CC1(O)CCCC2(C)C3CCC4CC3(CC4(O)CO)CCC12	2582.2	Standard non polar	33892256
Annosquamosin B	CC1(O)CCCC2(C)C3CCC4CC3(CC4(O)CO)CCC12	2631.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Annosquamosin B,1TMS,isomer #1	CC1(O[Si](C)(C)C)CCCC2(C)C3CCC4CC3(CCC12)CC4(O)CO	2746.6	Semi standard non polar	33892256
Annosquamosin B,1TMS,isomer #2	CC1(O)CCCC2(C)C1CCC13CC(CCC12)C(CO)(O[Si](C)(C)C)C3	2725.0	Semi standard non polar	33892256
Annosquamosin B,1TMS,isomer #3	CC1(O)CCCC2(C)C1CCC13CC(CCC12)C(O)(CO[Si](C)(C)C)C3	2713.6	Semi standard non polar	33892256
Annosquamosin B,2TMS,isomer #1	CC1(O[Si](C)(C)C)CCCC2(C)C3CCC4CC3(CCC12)CC4(CO)O[Si](C)(C)C	2702.9	Semi standard non polar	33892256
Annosquamosin B,2TMS,isomer #2	CC1(O[Si](C)(C)C)CCCC2(C)C3CCC4CC3(CCC12)CC4(O)CO[Si](C)(C)C	2686.7	Semi standard non polar	33892256
Annosquamosin B,2TMS,isomer #3	CC1(O)CCCC2(C)C1CCC13CC(CCC12)C(CO[Si](C)(C)C)(O[Si](C)(C)C)C3	2717.7	Semi standard non polar	33892256
Annosquamosin B,3TMS,isomer #1	CC1(O[Si](C)(C)C)CCCC2(C)C3CCC4CC3(CCC12)CC4(CO[Si](C)(C)C)O[Si](C)(C)C	2681.8	Semi standard non polar	33892256
Annosquamosin B,1TBDMS,isomer #1	CC1(O[Si](C)(C)C(C)(C)C)CCCC2(C)C3CCC4CC3(CCC12)CC4(O)CO	3010.9	Semi standard non polar	33892256
Annosquamosin B,1TBDMS,isomer #2	CC1(O)CCCC2(C)C1CCC13CC(CCC12)C(CO)(O[Si](C)(C)C(C)(C)C)C3	2989.2	Semi standard non polar	33892256
Annosquamosin B,1TBDMS,isomer #3	CC1(O)CCCC2(C)C1CCC13CC(CCC12)C(O)(CO[Si](C)(C)C(C)(C)C)C3	2988.1	Semi standard non polar	33892256
Annosquamosin B,2TBDMS,isomer #1	CC1(O[Si](C)(C)C(C)(C)C)CCCC2(C)C3CCC4CC3(CCC12)CC4(CO)O[Si](C)(C)C(C)(C)C	3219.6	Semi standard non polar	33892256
Annosquamosin B,2TBDMS,isomer #2	CC1(O[Si](C)(C)C(C)(C)C)CCCC2(C)C3CCC4CC3(CCC12)CC4(O)CO[Si](C)(C)C(C)(C)C	3212.0	Semi standard non polar	33892256
Annosquamosin B,2TBDMS,isomer #3	CC1(O)CCCC2(C)C1CCC13CC(CCC12)C(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C3	3240.5	Semi standard non polar	33892256
Annosquamosin B,3TBDMS,isomer #1	CC1(O[Si](C)(C)C(C)(C)C)CCCC2(C)C3CCC4CC3(CCC12)CC4(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3438.2	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 - Annosquamosin B GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2190000000-b02b3b4fe172416a436b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Annosquamosin B GC-MS (3 TMS) - 70eV, Positive	splash10-0c29-5104980000-7b69e17a0105f17f80cf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Annosquamosin B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Annosquamosin B 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 - Annosquamosin B 10V, Positive-QTOF	splash10-052f-0094000000-6780afdbc13617436d3e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 20V, Positive-QTOF	splash10-006x-0191000000-00b3f2488bbc0e94f3be	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 40V, Positive-QTOF	splash10-00tf-3690000000-05c8358f4004d5f98d08	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 10V, Negative-QTOF	splash10-0a4i-0059000000-e6b79fc323f10a935bb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 20V, Negative-QTOF	splash10-0a4i-0093000000-814433c990f23e27915f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 40V, Negative-QTOF	splash10-0bvi-0090000000-a4bc105eff7e6ea42bfd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 10V, Positive-QTOF	splash10-0006-0092000000-69651c1bc48b56ac94a3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 20V, Positive-QTOF	splash10-03kc-0291000000-b1974fd2fa127195b5d1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 40V, Positive-QTOF	splash10-05n0-4971000000-3983ab52135904985235	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 10V, Negative-QTOF	splash10-0a4i-0009000000-42e01b71e271256a4277	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 20V, Negative-QTOF	splash10-0a4i-0009000000-42e01b71e271256a4277	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annosquamosin B 40V, Negative-QTOF	splash10-0a4i-0091000000-a19de3c6e4cd45ed5fb5	2021-09-24	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

FDB003446

KNApSAcK ID

Not Available

Chemspider ID

26503833

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51136563

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 Annosquamosin B (HMDB0031379)

MOL for HMDB0031379 (Annosquamosin B)

3D MOL for HMDB0031379 (Annosquamosin B)

3D SDF for HMDB0031379 (Annosquamosin B)

3D-SDF for HMDB0031379 (Annosquamosin B)

PDB for HMDB0031379 (Annosquamosin B)

3D PDB for HMDB0031379 (Annosquamosin B)

SMILES for HMDB0031379 (Annosquamosin B)

INCHI for HMDB0031379 (Annosquamosin B)

Structure for HMDB0031379 (Annosquamosin B)

3D Structure for HMDB0031379 (Annosquamosin B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra