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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:22:46 UTC

Update Date

2022-03-07 02:53:48 UTC

HMDB ID

HMDB0033631

Secondary Accession Numbers

HMDB33631

Metabolite Identification

Common Name

Lactapiperanol D

Description

Lactapiperanol D belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a significant number of articles have been published on Lactapiperanol D.

Structure

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

HMDB0033631
     RDKit          3D
Lactapiperanol D
 51 54  0  0  0  0  0  0  0  0999 V2000
   -4.1459   -2.3325   -0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015   -1.2379    0.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664   -0.4095   -0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3739    0.8691   -0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3152    1.7625   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610    0.9144   -0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.4521   -2.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715    1.5589   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316    2.4033    0.8237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    3.7573    0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1916    4.6594    1.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604    4.2825   -0.2873 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2405    0.5249   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069    0.0660   -1.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7179   -1.1223   -0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603   -2.0725   -1.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9766   -0.7183   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -1.8056    0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -0.6830    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708   -1.0539    0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353   -2.5359    0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3925   -0.1116    1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313   -0.1885    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8060   -2.9274    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -2.9297   -0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8118   -1.9238   -1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632   -0.8608   -1.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2669    2.2866    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865    2.4620   -1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3388    1.1158   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5565    2.2102   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255    4.2838    2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1780    5.6507    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1932    4.8985    2.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    1.0666    0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5420    0.8771   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -0.3206   -2.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959   -2.5080   -2.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214   -1.5701   -2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7311   -2.8421   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9341    0.2692    0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2411   -1.4597    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006   -0.7480   -0.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -2.4548   -0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2187   -2.4087    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171   -0.6069    1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9067   -2.6414    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9943   -2.9391   -0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698   -3.0618    1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181   -0.5851    2.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8900    0.6892    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 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
 20 22  1  0
 22 23  1  0
 23  3  1  0
 23  6  1  0
 19 13  1  0
 23 20  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
M  END


  Mrv0541 05061307152D          

 23 26  0  0  0  0            999 V2000
    3.3523   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2349    0.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2349    2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    3.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    3.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1369    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1369    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6218    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.2900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 15  2  1  0  0  0  0
 15  3  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16  4  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  1  0  0  0  0
 17  8  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19 10  2  0  0  0  0
 20 18  1  0  0  0  0
 21  5  1  0  0  0  0
 21 14  1  0  0  0  0
 22  9  1  0  0  0  0
 22 14  1  0  0  0  0
 23 10  1  0  0  0  0
 23 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033631

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1OCC2(O)C(OC(C)=O)C3CC(C)(C)CC3C3(C)CC123

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O5/c1-10(19)23-13-11-6-15(2,3)7-12(11)16(4)8-17(16)14(21-5)22-9-18(13,17)20/h11-14,20H,6-9H2,1-5H3

> <INCHI_KEY>
VFJHHENNFQFTOV-UHFFFAOYSA-N

> <FORMULA>
C18H28O5

> <MOLECULAR_WEIGHT>
324.4119

> <EXACT_MASS>
324.193674006

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.557941682202916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-hydroxy-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.0¹,³.0⁴,⁸]tridecan-9-yl acetate

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
1.6820631719999988

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.516319400009777

> <JCHEM_PKA_STRONGEST_BASIC>
-3.885161894435723

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
82.34899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.0¹,³.0⁴,⁸]tridecan-9-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033631
     RDKit          3D
Lactapiperanol D
 51 54  0  0  0  0  0  0  0  0999 V2000
   -4.1459   -2.3325   -0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015   -1.2379    0.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664   -0.4095   -0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3739    0.8691   -0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3152    1.7625   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610    0.9144   -0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.4521   -2.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715    1.5589   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316    2.4033    0.8237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    3.7573    0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1916    4.6594    1.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604    4.2825   -0.2873 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2405    0.5249   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069    0.0660   -1.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7179   -1.1223   -0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603   -2.0725   -1.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9766   -0.7183   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -1.8056    0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -0.6830    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708   -1.0539    0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353   -2.5359    0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3925   -0.1116    1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313   -0.1885    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8060   -2.9274    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -2.9297   -0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8118   -1.9238   -1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632   -0.8608   -1.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2669    2.2866    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865    2.4620   -1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3388    1.1158   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5565    2.2102   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255    4.2838    2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1780    5.6507    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1932    4.8985    2.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    1.0666    0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5420    0.8771   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -0.3206   -2.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959   -2.5080   -2.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214   -1.5701   -2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7311   -2.8421   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9341    0.2692    0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2411   -1.4597    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006   -0.7480   -0.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -2.4548   -0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2187   -2.4087    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171   -0.6069    1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9067   -2.6414    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9943   -2.9391   -0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698   -3.0618    1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181   -0.5851    2.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8900    0.6892    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 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
 20 22  1  0
 22 23  1  0
 23  3  1  0
 23  6  1  0
 19 13  1  0
 23 20  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  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       6.258  -2.547   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.772   1.812   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.772   3.873   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.694   5.716   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.143   5.873   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.722   1.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.722   4.089   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590   5.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258  -1.007   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.627   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.591  -0.237   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.429   0.541   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.220   2.843   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5   21                                                            
CONECT    6   11   15                                                       
CONECT    7   12   15                                                       
CONECT    8   16   17                                                       
CONECT    9   18   22                                                       
CONECT   10    1   19   23                                                  
CONECT   11    6   12   13                                                  
CONECT   12    7   11   16                                                  
CONECT   13   11   18   23                                                  
CONECT   14   17   21   22                                                  
CONECT   15    2    3    6    7                                             
CONECT   16    4    8   12   17                                             
CONECT   17    8   14   16   18                                             
CONECT   18    9   13   17   20                                             
CONECT   19   10                                                            
CONECT   20   18                                                            
CONECT   21    5   14                                                       
CONECT   22    9   14                                                       
CONECT   23   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0033631
HETATM    1  C1  UNL     1      -4.146  -2.333  -0.408  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.701  -1.238   0.326  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.866  -0.409  -0.384  1.00  0.00           C  
HETATM    4  O2  UNL     1      -3.374   0.869  -0.580  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.315   1.763  -0.675  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.061   0.914  -0.746  1.00  0.00           C  
HETATM    7  O3  UNL     1      -0.970   0.452  -2.049  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.171   1.559  -0.289  1.00  0.00           C  
HETATM    9  O4  UNL     1       0.032   2.403   0.824  1.00  0.00           O  
HETATM   10  C6  UNL     1       0.334   3.757   0.790  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.192   4.659   1.956  1.00  0.00           C  
HETATM   12  O5  UNL     1       0.760   4.283  -0.287  1.00  0.00           O  
HETATM   13  C8  UNL     1       1.240   0.525  -0.064  1.00  0.00           C  
HETATM   14  C9  UNL     1       1.907   0.066  -1.341  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.718  -1.122  -0.832  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.060  -2.073  -1.961  1.00  0.00           C  
HETATM   17  C12 UNL     1       3.977  -0.718  -0.150  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.722  -1.806   0.075  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.864  -0.683   0.667  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.571  -1.054   0.727  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.935  -2.536   0.887  1.00  0.00           C  
HETATM   22  C17 UNL     1      -1.393  -0.112   1.633  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.531  -0.188   0.169  1.00  0.00           C  
HETATM   24  H1  UNL     1      -4.806  -2.927   0.256  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.326  -2.930  -0.834  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.812  -1.924  -1.214  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.763  -0.861  -1.414  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.267   2.287   0.322  1.00  0.00           H  
HETATM   29  H6  UNL     1      -2.386   2.462  -1.507  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.339   1.116  -2.674  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.557   2.210  -1.131  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.526   4.284   2.708  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.178   5.651   1.568  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.193   4.898   2.412  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.059   1.067   0.503  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.542   0.877  -1.697  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.229  -0.321  -2.096  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.096  -2.508  -2.309  1.00  0.00           H  
HETATM   39  H16 UNL     1       3.621  -1.570  -2.769  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.731  -2.842  -1.535  1.00  0.00           H  
HETATM   41  H18 UNL     1       3.934   0.269   0.344  1.00  0.00           H  
HETATM   42  H19 UNL     1       4.241  -1.460   0.617  1.00  0.00           H  
HETATM   43  H20 UNL     1       4.801  -0.748  -0.909  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.027  -2.455  -0.487  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.219  -2.409   0.835  1.00  0.00           H  
HETATM   46  H23 UNL     1       1.217  -0.607   1.739  1.00  0.00           H  
HETATM   47  H24 UNL     1      -1.907  -2.641   1.414  1.00  0.00           H  
HETATM   48  H25 UNL     1      -0.994  -2.939  -0.143  1.00  0.00           H  
HETATM   49  H26 UNL     1      -0.170  -3.062   1.502  1.00  0.00           H  
HETATM   50  H27 UNL     1      -2.218  -0.585   2.220  1.00  0.00           H  
HETATM   51  H28 UNL     1      -0.890   0.689   2.165  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4   23   27
CONECT    4    5
CONECT    5    6   28   29
CONECT    6    7    8   23
CONECT    7   30
CONECT    8    9   13   31
CONECT    9   10
CONECT   10   11   12   12
CONECT   11   32   33   34
CONECT   13   14   19   35
CONECT   14   15   36   37
CONECT   15   16   17   18
CONECT   16   38   39   40
CONECT   17   41   42   43
CONECT   18   19   44   45
CONECT   19   20   46
CONECT   20   21   22   23
CONECT   21   47   48   49
CONECT   22   23   50   51
END

HMDB0033631
     RDKit          3D
Lactapiperanol D
 51 54  0  0  0  0  0  0  0  0999 V2000
   -4.1459   -2.3325   -0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015   -1.2379    0.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664   -0.4095   -0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3739    0.8691   -0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3152    1.7625   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610    0.9144   -0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.4521   -2.0485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715    1.5589   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316    2.4033    0.8237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    3.7573    0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1916    4.6594    1.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604    4.2825   -0.2873 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2405    0.5249   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9069    0.0660   -1.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7179   -1.1223   -0.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0603   -2.0725   -1.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9766   -0.7183   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -1.8056    0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -0.6830    0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708   -1.0539    0.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353   -2.5359    0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3925   -0.1116    1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313   -0.1885    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8060   -2.9274    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -2.9297   -0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8118   -1.9238   -1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632   -0.8608   -1.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2669    2.2866    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3865    2.4620   -1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3388    1.1158   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5565    2.2102   -1.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255    4.2838    2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1780    5.6507    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1932    4.8985    2.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0586    1.0666    0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5420    0.8771   -1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293   -0.3206   -2.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959   -2.5080   -2.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214   -1.5701   -2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7311   -2.8421   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9341    0.2692    0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2411   -1.4597    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006   -0.7480   -0.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -2.4548   -0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2187   -2.4087    0.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171   -0.6069    1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9067   -2.6414    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9943   -2.9391   -0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698   -3.0618    1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181   -0.5851    2.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8900    0.6892    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 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
 20 22  1  0
 22 23  1  0
 23  3  1  0
 23  6  1  0
 19 13  1  0
 23 20  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-Hydroxy-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.0¹,³.0⁴,⁸]tridecan-9-yl acetic acid	HMDB

Chemical Formula

C₁₈H₂₈O₅

Average Molecular Weight

324.4119

Monoisotopic Molecular Weight

324.193674006

IUPAC Name

10-hydroxy-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.0¹,³.0⁴,⁸]tridecan-9-yl acetate

Traditional Name

10-hydroxy-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.0¹,³.0⁴,⁸]tridecan-9-yl acetate

CAS Registry Number

243447-94-1

SMILES

COC1OCC2(O)C(OC(C)=O)C3CC(C)(C)CC3C3(C)CC123

InChI Identifier

InChI=1S/C18H28O5/c1-10(19)23-13-11-6-15(2,3)7-12(11)16(4)8-17(16)14(21-5)22-9-18(13,17)20/h11-14,20H,6-9H2,1-5H3

InChI Key

VFJHHENNFQFTOV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033631)

Source

Exogenous

Food

Food (HMDB: HMDB0033631)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0033631)

Endogenous

Plant

Plant (HMDB: HMDB0033631)

Animal

Animal (HMDB: HMDB0033631)

Endogenous (HMDB: HMDB0033631)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033631)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033631)

Lipid metabolism pathway (HMDB: HMDB0033631)

Cellular process

Cell signaling (HMDB: HMDB0033631)

Biochemical process

Lipid transport (HMDB: HMDB0033631)

Role

Biological role

Energy source (HMDB: HMDB0033631)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033631)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	1.74	ALOGPS
logP	1.68	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.52	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.35 m³·mol⁻¹	ChemAxon
Polarizability	35.56 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]+	177.018	31661259
DarkChem	[M-H]-	172.02	31661259
DeepCCS	[M-2H]-	210.382	30932474
DeepCCS	[M+Na]+	185.609	30932474
AllCCS	[M+H]+	174.7	32859911
AllCCS	[M+H-H2O]+	171.9	32859911
AllCCS	[M+NH4]+	177.4	32859911
AllCCS	[M+Na]+	178.1	32859911
AllCCS	[M-H]-	183.0	32859911
AllCCS	[M+Na-2H]-	183.2	32859911
AllCCS	[M+HCOO]-	183.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lactapiperanol D	COC1OCC2(O)C(OC(C)=O)C3CC(C)(C)CC3C3(C)CC123	2944.8	Standard polar	33892256
Lactapiperanol D	COC1OCC2(O)C(OC(C)=O)C3CC(C)(C)CC3C3(C)CC123	1977.9	Standard non polar	33892256
Lactapiperanol D	COC1OCC2(O)C(OC(C)=O)C3CC(C)(C)CC3C3(C)CC123	2044.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lactapiperanol D,1TMS,isomer #1	COC1OCC2(O[Si](C)(C)C)C(OC(C)=O)C3CC(C)(C)CC3C3(C)CC132	2125.3	Semi standard non polar	33892256
Lactapiperanol D,1TBDMS,isomer #1	COC1OCC2(O[Si](C)(C)C(C)(C)C)C(OC(C)=O)C3CC(C)(C)CC3C3(C)CC132	2406.8	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 - Lactapiperanol D GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4j-9651000000-cdd2e1080cc217b1fcfd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactapiperanol D GC-MS (1 TMS) - 70eV, Positive	splash10-00gv-8139000000-fa4cc17dc7da05d12e80	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactapiperanol D 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 - Lactapiperanol D 10V, Positive-QTOF	splash10-004i-1089000000-af20f1161db6f5ab81d3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 20V, Positive-QTOF	splash10-017j-2092000000-8ab490147e6c64d3acb0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 40V, Positive-QTOF	splash10-00kb-8290000000-d0f7e5ef79150141d0f6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 10V, Negative-QTOF	splash10-00di-3059000000-66d3242f7eecfb593945	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 20V, Negative-QTOF	splash10-0759-3093000000-b95c70ae66b85d0d0b2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 40V, Negative-QTOF	splash10-0a4i-8090000000-bb78c2357929feea3741	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 10V, Positive-QTOF	splash10-014i-0094000000-34da307ab49da063f156	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 20V, Positive-QTOF	splash10-014i-0292000000-9fbcf5363f147e45f78c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 40V, Positive-QTOF	splash10-0zfr-5980000000-e1e04f4dc4c84275e2fc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 10V, Negative-QTOF	splash10-00di-0019000000-542fc04ee1ee6c94c80e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 20V, Negative-QTOF	splash10-0229-2079000000-e7113fa52c42cdd6ac55	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactapiperanol D 40V, Negative-QTOF	splash10-05fu-7095000000-747c0c2dc7154e0453cf	2021-09-22	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

FDB011725

KNApSAcK ID

Not Available

Chemspider ID

35013646

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85179199

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1837141

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 Lactapiperanol D (HMDB0033631)

MOL for HMDB0033631 (Lactapiperanol D)

3D MOL for HMDB0033631 (Lactapiperanol D)

3D SDF for HMDB0033631 (Lactapiperanol D)

3D-SDF for HMDB0033631 (Lactapiperanol D)

PDB for HMDB0033631 (Lactapiperanol D)

3D PDB for HMDB0033631 (Lactapiperanol D)

SMILES for HMDB0033631 (Lactapiperanol D)

INCHI for HMDB0033631 (Lactapiperanol D)

Structure for HMDB0033631 (Lactapiperanol D)

3D Structure for HMDB0033631 (Lactapiperanol D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra