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Showing NP-Card for Lactapiperanol D (NP0047687)

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Record Information
Version2.0
Created at2022-03-17 20:44:17 UTC
Updated at2022-03-17 20:44:17 UTC
NP-MRD IDNP0047687
Secondary Accession NumbersNone
Natural Product Identification
Common NameLactapiperanol D
DescriptionLactapiperanol D belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Lactapiperanol D is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, lactapiperanol D has been detected, but not quantified in, mushrooms. Lactapiperanol D is found in Lactarius piperatus. This could make lactapiperanol D a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047687 (Lactapiperanol D)


  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
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3D MOL for NP0047687 (Lactapiperanol D)

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3D SDF for NP0047687 (Lactapiperanol D)

  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>
NP0047687

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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3D-SDF for NP0047687 (Lactapiperanol D)
Download
PDB for NP0047687 (Lactapiperanol D)
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

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3D PDB for NP0047687 (Lactapiperanol D)
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SMILES for NP0047687 (Lactapiperanol D)
COC1OCC2(O)C(OC(C)=O)C3CC(C)(C)CC3C3(C)CC123
Download
INCHI for NP0047687 (Lactapiperanol D)
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
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View in JSmol
Synonyms
ValueSource
10-Hydroxy-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.0¹,³.0⁴,⁸]tridecan-9-yl acetic acidGenerator
Chemical FormulaC18H28O5
Average Mass324.4119 Da
Monoisotopic Mass324.19367 Da
IUPAC Name10-hydroxy-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.0¹,³.0⁴,⁸]tridecan-9-yl acetate
Traditional Name10-hydroxy-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.0¹,³.0⁴,⁸]tridecan-9-yl acetate
CAS Registry Number243447-94-1
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 KeyVFJHHENNFQFTOV-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Lactarius piperatusLOTUS Database
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentDiterpenoids
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.74ALOGPS
logP1.68ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)12.52ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area64.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity82.35 m³·mol⁻¹ChemAxon
Polarizability35.56 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033631  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011727  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85179199  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References