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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:31:02 UTC

Update Date

2022-03-07 02:54:32 UTC

HMDB ID

HMDB0035508

Secondary Accession Numbers

HMDB35508

Metabolite Identification

Common Name

Annoglabasin F

Description

Annoglabasin F 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. Annoglabasin F is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241209562D          

 27 30  0  0  0  0            999 V2000
   -3.1252   -0.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1252   -0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108   -1.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978   -0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978   -0.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835   -1.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2704   -0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2704   -0.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4411    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4411    1.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2704    1.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    1.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7756   -0.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4873    0.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8239   -1.9993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993   -1.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978    0.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842    0.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8039    1.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014    1.9993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6229    1.4515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252    0.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685   -0.8733    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 17  1  0  0  0  0
  3 18  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 19  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 15  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 16  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END

HMDB0035508
     RDKit          3D
Annoglabasin F
 61 64  0  0  0  0  0  0  0  0999 V2000
    4.2884    3.0890   -0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444    2.0316   -0.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5867    1.0134    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6522    1.0738    0.7700 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -0.1194    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044   -1.0087    1.3307 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4069   -1.6607    1.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -2.5890    2.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0943   -1.4618    0.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065    0.2799    0.8185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3349   -0.7071    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -1.2643    1.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5631   -0.2125    1.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386   -0.1823    0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735    0.3909    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927   -0.5960    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6933    1.5931    1.4790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108    0.5242   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9274   -0.2431   -1.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713    0.3038   -1.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945    0.4721   -0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5503    1.9650   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239   -0.2407   -0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    0.5323   -1.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8177   -0.1972   -2.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   -0.9463   -0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2577   -1.8280   -0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6346    3.4097    0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1807    2.6782   -1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609    3.9737   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1541   -2.0565    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0914   -3.3466    2.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7232   -3.1842    1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1570    1.3156    0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3073    0.2812    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557   -2.2306    1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -1.4203    2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0972   -0.4233    2.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.7493    1.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -1.2542    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8072   -1.3817    2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9915   -0.0882    2.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3017   -1.1428    1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6191    1.9380    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8040    1.5435   -0.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6230    0.0404   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5588   -0.1200   -2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179   -1.3447   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7066    1.2404   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1081   -0.4160   -2.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912    2.3815   -0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    2.2527    0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266    2.3906   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767   -1.1628   -1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290    0.6149   -2.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266    1.5503   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.5085   -2.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7023   -0.9473   -2.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2076   -1.5581   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6515   -2.4297    0.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -2.3736   -1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 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
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  5  1  0
 23 11  1  0
 27 11  1  0
 21 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
M  END


  Mrv0541 02241209562D          

 27 30  0  0  0  0            999 V2000
   -3.1252   -0.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1252   -0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108   -1.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978   -0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978   -0.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4108    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835   -1.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2704   -0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2704   -0.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4411    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4411    1.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2704    1.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    1.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7756   -0.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4873    0.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8239   -1.9993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993   -1.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978    0.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842    0.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8039    1.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014    1.9993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6229    1.4515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252    0.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2842   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685   -0.8733    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 17  1  0  0  0  0
  3 18  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 19  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 15  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 16  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035508

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(O)C1CC3)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O5/c1-14(23)27-22(18(24)26-4)13-21-11-8-16-19(2,9-5-10-20(16,3)25)17(21)7-6-15(22)12-21/h15-17,25H,5-13H2,1-4H3

> <INCHI_KEY>
XLXLWRGGUYSHOH-UHFFFAOYSA-N

> <FORMULA>
C22H34O5

> <MOLECULAR_WEIGHT>
378.5024

> <EXACT_MASS>
378.240624198

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.109317512606594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 14-(acetyloxy)-5-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
3.045895661666666

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.49009307354830856

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
100.1648

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 14-(acetyloxy)-5-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035508
     RDKit          3D
Annoglabasin F
 61 64  0  0  0  0  0  0  0  0999 V2000
    4.2884    3.0890   -0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444    2.0316   -0.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5867    1.0134    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6522    1.0738    0.7700 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -0.1194    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044   -1.0087    1.3307 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4069   -1.6607    1.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -2.5890    2.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0943   -1.4618    0.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065    0.2799    0.8185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3349   -0.7071    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -1.2643    1.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5631   -0.2125    1.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386   -0.1823    0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735    0.3909    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927   -0.5960    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6933    1.5931    1.4790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108    0.5242   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9274   -0.2431   -1.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713    0.3038   -1.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945    0.4721   -0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5503    1.9650   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239   -0.2407   -0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    0.5323   -1.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8177   -0.1972   -2.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   -0.9463   -0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2577   -1.8280   -0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6346    3.4097    0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1807    2.6782   -1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609    3.9737   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1541   -2.0565    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0914   -3.3466    2.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7232   -3.1842    1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1570    1.3156    0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3073    0.2812    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557   -2.2306    1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -1.4203    2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0972   -0.4233    2.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.7493    1.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -1.2542    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8072   -1.3817    2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9915   -0.0882    2.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3017   -1.1428    1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6191    1.9380    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8040    1.5435   -0.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6230    0.0404   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5588   -0.1200   -2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179   -1.3447   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7066    1.2404   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1081   -0.4160   -2.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912    2.3815   -0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    2.2527    0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266    2.3906   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767   -1.1628   -1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290    0.6149   -2.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266    1.5503   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.5085   -2.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7023   -0.9473   -2.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2076   -1.5581   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6515   -2.4297    0.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -2.3736   -1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 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
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26  5  1  0
 23 11  1  0
 27 11  1  0
 21 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  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      -5.834  -0.086   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.834  -1.628   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.500  -2.398   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.169  -1.628   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.169  -0.086   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.500   0.682   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.836  -2.398   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.505  -1.628   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.505  -0.086   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.836   0.682   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.823   0.682   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.823   2.216   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.505   2.982   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.836   2.216   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.448  -1.216   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.776   1.086   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.271  -3.732   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.732  -3.732   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.169   1.456   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.264   0.682   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.367   2.509   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.429   3.732   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.896   2.710   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.834   1.486   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.264  -0.860   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.600  -1.630   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.928  -1.630   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   17   18                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   19                                             
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   15                                             
CONECT   10    5    9   14                                                  
CONECT   11    9   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15    9   16                                                       
CONECT   16   12   15   20   21                                             
CONECT   17    3                                                            
CONECT   18    3                                                            
CONECT   19    5                                                            
CONECT   20   16   25                                                       
CONECT   21   16   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25   20   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0035508
HETATM    1  C1  UNL     1       4.288   3.089  -0.944  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.344   2.032  -0.802  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.587   1.013   0.104  1.00  0.00           C  
HETATM    4  O2  UNL     1       4.652   1.074   0.770  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.698  -0.119   0.338  1.00  0.00           C  
HETATM    6  O3  UNL     1       3.204  -1.009   1.331  1.00  0.00           O  
HETATM    7  C4  UNL     1       4.407  -1.661   1.214  1.00  0.00           C  
HETATM    8  C5  UNL     1       4.889  -2.589   2.298  1.00  0.00           C  
HETATM    9  O4  UNL     1       5.094  -1.462   0.179  1.00  0.00           O  
HETATM   10  C6  UNL     1       1.307   0.280   0.819  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.335  -0.707   0.263  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.489  -1.264   1.370  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.563  -0.212   1.682  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.439  -0.182   0.449  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.774   0.391   0.748  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.493  -0.596   1.679  1.00  0.00           C  
HETATM   17  O5  UNL     1      -3.693   1.593   1.479  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.611   0.524  -0.484  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.927  -0.243  -1.592  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.571   0.304  -1.926  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.694   0.472  -0.679  1.00  0.00           C  
HETATM   22  C17 UNL     1      -1.550   1.965  -0.481  1.00  0.00           C  
HETATM   23  C18 UNL     1      -0.424  -0.241  -0.929  1.00  0.00           C  
HETATM   24  C19 UNL     1       0.551   0.532  -1.810  1.00  0.00           C  
HETATM   25  C20 UNL     1       1.818  -0.197  -2.026  1.00  0.00           C  
HETATM   26  C21 UNL     1       2.360  -0.946  -0.861  1.00  0.00           C  
HETATM   27  C22 UNL     1       1.258  -1.828  -0.249  1.00  0.00           C  
HETATM   28  H1  UNL     1       4.635   3.410   0.069  1.00  0.00           H  
HETATM   29  H2  UNL     1       5.181   2.678  -1.450  1.00  0.00           H  
HETATM   30  H3  UNL     1       3.861   3.974  -1.431  1.00  0.00           H  
HETATM   31  H4  UNL     1       5.154  -2.057   3.213  1.00  0.00           H  
HETATM   32  H5  UNL     1       4.091  -3.347   2.536  1.00  0.00           H  
HETATM   33  H6  UNL     1       5.723  -3.184   1.861  1.00  0.00           H  
HETATM   34  H7  UNL     1       1.157   1.316   0.505  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.307   0.281   1.934  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.956  -2.231   1.114  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.169  -1.420   2.247  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.097  -0.423   2.605  1.00  0.00           H  
HETATM   39  H12 UNL     1      -1.031   0.749   1.814  1.00  0.00           H  
HETATM   40  H13 UNL     1      -2.586  -1.254   0.153  1.00  0.00           H  
HETATM   41  H14 UNL     1      -3.807  -1.382   2.044  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.992  -0.088   2.514  1.00  0.00           H  
HETATM   43  H16 UNL     1      -5.302  -1.143   1.125  1.00  0.00           H  
HETATM   44  H17 UNL     1      -4.619   1.938   1.569  1.00  0.00           H  
HETATM   45  H18 UNL     1      -4.804   1.544  -0.812  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.623   0.040  -0.363  1.00  0.00           H  
HETATM   47  H20 UNL     1      -4.559  -0.120  -2.497  1.00  0.00           H  
HETATM   48  H21 UNL     1      -3.918  -1.345  -1.389  1.00  0.00           H  
HETATM   49  H22 UNL     1      -2.707   1.240  -2.474  1.00  0.00           H  
HETATM   50  H23 UNL     1      -2.108  -0.416  -2.650  1.00  0.00           H  
HETATM   51  H24 UNL     1      -2.591   2.381  -0.423  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.048   2.253   0.436  1.00  0.00           H  
HETATM   53  H26 UNL     1      -1.127   2.391  -1.411  1.00  0.00           H  
HETATM   54  H27 UNL     1      -0.677  -1.163  -1.536  1.00  0.00           H  
HETATM   55  H28 UNL     1       0.029   0.615  -2.809  1.00  0.00           H  
HETATM   56  H29 UNL     1       0.727   1.550  -1.474  1.00  0.00           H  
HETATM   57  H30 UNL     1       2.589   0.509  -2.398  1.00  0.00           H  
HETATM   58  H31 UNL     1       1.702  -0.947  -2.858  1.00  0.00           H  
HETATM   59  H32 UNL     1       3.208  -1.558  -1.197  1.00  0.00           H  
HETATM   60  H33 UNL     1       1.651  -2.430   0.566  1.00  0.00           H  
HETATM   61  H34 UNL     1       0.803  -2.374  -1.073  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   10   26
CONECT    6    7
CONECT    7    8    9    9
CONECT    8   31   32   33
CONECT   10   11   34   35
CONECT   11   12   23   27
CONECT   12   13   36   37
CONECT   13   14   38   39
CONECT   14   15   21   40
CONECT   15   16   17   18
CONECT   16   41   42   43
CONECT   17   44
CONECT   18   19   45   46
CONECT   19   20   47   48
CONECT   20   21   49   50
CONECT   21   22   23
CONECT   22   51   52   53
CONECT   23   24   54
CONECT   24   25   55   56
CONECT   25   26   57   58
CONECT   26   27   59
CONECT   27   60   61
END

HMDB0035508
     RDKit          3D
Annoglabasin F
 61 64  0  0  0  0  0  0  0  0999 V2000
    4.2884    3.0890   -0.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444    2.0316   -0.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5867    1.0134    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6522    1.0738    0.7700 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -0.1194    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2044   -1.0087    1.3307 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4069   -1.6607    1.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -2.5890    2.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0943   -1.4618    0.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065    0.2799    0.8185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3349   -0.7071    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -1.2643    1.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5631   -0.2125    1.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386   -0.1823    0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735    0.3909    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927   -0.5960    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6933    1.5931    1.4790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108    0.5242   -0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9274   -0.2431   -1.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713    0.3038   -1.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945    0.4721   -0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5503    1.9650   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239   -0.2407   -0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    0.5323   -1.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8177   -0.1972   -2.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   -0.9463   -0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2577   -1.8280   -0.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6346    3.4097    0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1807    2.6782   -1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609    3.9737   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1541   -2.0565    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0914   -3.3466    2.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7232   -3.1842    1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1570    1.3156    0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3073    0.2812    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557   -2.2306    1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -1.4203    2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0972   -0.4233    2.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.7493    1.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861   -1.2542    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8072   -1.3817    2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9915   -0.0882    2.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3017   -1.1428    1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6191    1.9380    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8040    1.5435   -0.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6230    0.0404   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5588   -0.1200   -2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179   -1.3447   -1.3892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7066    1.2404   -2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1081   -0.4160   -2.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912    2.3815   -0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    2.2527    0.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266    2.3906   -1.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767   -1.1628   -1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0290    0.6149   -2.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266    1.5503   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5886    0.5085   -2.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7023   -0.9473   -2.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2076   -1.5581   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6515   -2.4297    0.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -2.3736   -1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
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 15 16  1  0
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 18 19  1  0
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  1 28  1  0
  1 29  1  0
  1 30  1  0
  8 31  1  0
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 27 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 14-(acetyloxy)-5-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylic acid	Generator

Chemical Formula

C₂₂H₃₄O₅

Average Molecular Weight

378.5024

Monoisotopic Molecular Weight

378.240624198

IUPAC Name

methyl 14-(acetyloxy)-5-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate

Traditional Name

methyl 14-(acetyloxy)-5-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-14-carboxylate

CAS Registry Number

288627-12-3

SMILES

COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(O)C1CC3)OC(C)=O

InChI Identifier

InChI=1S/C22H34O5/c1-14(23)27-22(18(24)26-4)13-21-11-8-16-19(2,9-5-10-20(16,3)25)17(21)7-6-15(22)12-21/h15-17,25H,5-13H2,1-4H3

InChI Key

XLXLWRGGUYSHOH-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: HMDB0035508)
Cell membrane (HMDB: HMDB0035508)

Cellular substructure

Extracellular (HMDB: HMDB0035508)
Membrane (HMDB: HMDB0035508)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035508)

Source

Endogenous

Endogenous (HMDB: HMDB0035508)

Plant

Plant (HMDB: HMDB0035508)

Animal

Animal (HMDB: HMDB0035508)

Exogenous

Food

Food (HMDB: HMDB0035508)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035508)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035508)

Cellular process

Cell signaling (HMDB: HMDB0035508)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035508)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035508)

Nutrient

Nutrient (HMDB: HMDB0035508)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035508)

Emulsifier (HMDB: HMDB0035508)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	164 - 165 °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	0.0017 g/L	ALOGPS
logP	2.9	ALOGPS
logP	3.05	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	-0.49	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	100.16 m³·mol⁻¹	ChemAxon
Polarizability	42.11 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]+	188.743	31661259
DarkChem	[M-H]-	182.921	31661259
DeepCCS	[M-2H]-	223.977	30932474
DeepCCS	[M+Na]+	199.204	30932474
AllCCS	[M+H]+	191.4	32859911
AllCCS	[M+H-H2O]+	189.0	32859911
AllCCS	[M+NH4]+	193.6	32859911
AllCCS	[M+Na]+	194.2	32859911
AllCCS	[M-H]-	194.6	32859911
AllCCS	[M+Na-2H]-	195.3	32859911
AllCCS	[M+HCOO]-	196.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Annoglabasin F	COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(O)C1CC3)OC(C)=O	3532.5	Standard polar	33892256
Annoglabasin F	COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(O)C1CC3)OC(C)=O	2654.6	Standard non polar	33892256
Annoglabasin F	COC(=O)C1(CC23CC1CCC2C1(C)CCCC(C)(O)C1CC3)OC(C)=O	2748.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Annoglabasin F,1TMS,isomer #1	COC(=O)C1(OC(C)=O)CC23CCC4C(C)(O[Si](C)(C)C)CCCC4(C)C2CCC1C3	2670.0	Semi standard non polar	33892256
Annoglabasin F,1TBDMS,isomer #1	COC(=O)C1(OC(C)=O)CC23CCC4C(C)(O[Si](C)(C)C(C)(C)C)CCCC4(C)C2CCC1C3	2924.4	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 - Annoglabasin F GC-MS (Non-derivatized) - 70eV, Positive	splash10-02u4-1249000000-c54d2c1e276c9e5a7275	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Annoglabasin F GC-MS (1 TMS) - 70eV, Positive	splash10-0006-6029500000-04e4860cf0f42dd599c6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Annoglabasin F GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Annoglabasin F 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 - Annoglabasin F 10V, Positive-QTOF	splash10-03fr-0019000000-fef88967921441d55cb7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 20V, Positive-QTOF	splash10-02t9-0049000000-8128a0bf42ec70a821f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 40V, Positive-QTOF	splash10-0a4i-2691000000-931023f4cf724600077b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 10V, Negative-QTOF	splash10-004i-1009000000-bb005abbd34d9df2b0a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 20V, Negative-QTOF	splash10-0aor-4019000000-22239358f06f7109833b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 40V, Negative-QTOF	splash10-0a4i-9031000000-b701d6e7ca3632cfab82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 10V, Negative-QTOF	splash10-004i-0009000000-252b5e6acb196df9cca1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 20V, Negative-QTOF	splash10-014i-2009000000-9fd111a7061a2ebcf4a9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 40V, Negative-QTOF	splash10-0a6u-9045000000-98fa907c7ed519ae5fe6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 10V, Positive-QTOF	splash10-03fr-0009000000-98ba38de9c7fba63a5ed	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 20V, Positive-QTOF	splash10-0zi0-1639000000-d49e0704bd70f45d55ec	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annoglabasin F 40V, Positive-QTOF	splash10-0kdj-1930000000-e71fc2f5ae883682d5d6	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014198

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85267262

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 Annoglabasin F (HMDB0035508)

MOL for HMDB0035508 (Annoglabasin F)

3D MOL for HMDB0035508 (Annoglabasin F)

3D SDF for HMDB0035508 (Annoglabasin F)

3D-SDF for HMDB0035508 (Annoglabasin F)

PDB for HMDB0035508 (Annoglabasin F)

3D PDB for HMDB0035508 (Annoglabasin F)

SMILES for HMDB0035508 (Annoglabasin F)

INCHI for HMDB0035508 (Annoglabasin F)

Structure for HMDB0035508 (Annoglabasin F)

3D Structure for HMDB0035508 (Annoglabasin F)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra