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Showing NP-Card for Persicachrome (NP0048500)

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Record Information
Version2.0
Created at2022-03-17 20:57:27 UTC
Updated at2022-03-17 20:57:27 UTC
NP-MRD IDNP0048500
Secondary Accession NumbersNone
Natural Product Identification
Common NamePersicachrome
DescriptionPersicachrome belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Persicachrome is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Persicachrome has been detected, but not quantified in, fruits. This could make persicachrome a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048500 (Persicachrome)


  Mrv0541 05061309082D          

 28 29  0  0  0  0            999 V2000
    0.6538    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    2.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3038    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    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    1.1104    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
   -0.1712    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    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
    0.6538    1.5229    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
    2.6378    0.6979    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
   -0.5837    6.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
 18  1  1  0  0  0  0
 18 10  2  0  0  0  0
 18 12  1  0  0  0  0
 19  2  1  0  0  0  0
 19 11  2  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20 13  2  0  0  0  0
 21 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 14  1  0  0  0  0
 22 20  1  0  0  0  0
 23 14  2  0  0  0  0
 24  4  1  0  0  0  0
 24  5  1  0  0  0  0
 24 15  1  0  0  0  0
 24 23  1  0  0  0  0
 25  6  1  0  0  0  0
 25 16  1  0  0  0  0
 25 23  1  0  0  0  0
 26 17  1  0  0  0  0
 27 21  1  0  0  0  0
 28 22  1  0  0  0  0
 28 25  1  0  0  0  0
M  END
Download

3D MOL for NP0048500 (Persicachrome)

Download
3D SDF for NP0048500 (Persicachrome)

  Mrv0541 05061309082D          

 28 29  0  0  0  0            999 V2000
    0.6538    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    2.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3038    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    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    1.1104    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
   -0.1712    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    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
    0.6538    1.5229    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
    2.6378    0.6979    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
   -0.5837    6.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
 18  1  1  0  0  0  0
 18 10  2  0  0  0  0
 18 12  1  0  0  0  0
 19  2  1  0  0  0  0
 19 11  2  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20 13  2  0  0  0  0
 21 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 14  1  0  0  0  0
 22 20  1  0  0  0  0
 23 14  2  0  0  0  0
 24  4  1  0  0  0  0
 24  5  1  0  0  0  0
 24 15  1  0  0  0  0
 24 23  1  0  0  0  0
 25  6  1  0  0  0  0
 25 16  1  0  0  0  0
 25 23  1  0  0  0  0
 26 17  1  0  0  0  0
 27 21  1  0  0  0  0
 28 22  1  0  0  0  0
 28 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048500

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CO)=C/C=C\C=C(/C)\C=C\C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O3/c1-18(10-7-8-11-19(2)17-26)12-9-13-20(3)22-14-23-24(4,5)15-21(27)16-25(23,6)28-22/h7-14,21-22,26-27H,15-17H2,1-6H3/b8-7-,12-9+,18-10+,19-11+,20-13-

> <INCHI_KEY>
MLVPRCYREVPVES-KWTPPHGWSA-N

> <FORMULA>
C25H36O3

> <MOLECULAR_WEIGHT>
384.5515

> <EXACT_MASS>
384.266445018

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
45.749965971831415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2Z,4E,6E,8Z,10E)-12-hydroxy-6,11-dimethyldodeca-2,4,6,8,10-pentaen-2-yl]-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol

> <ALOGPS_LOGP>
5.54

> <JCHEM_LOGP>
3.7874992099999996

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.76910607069999

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.118897532882134

> <JCHEM_PKA_STRONGEST_BASIC>
-2.029393858370816

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
123.07499999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2Z,4E,6E,8Z,10E)-12-hydroxy-6,11-dimethyldodeca-2,4,6,8,10-pentaen-2-yl]-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0048500 (Persicachrome)
Download
PDB for NP0048500 (Persicachrome)
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       1.220   8.177   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.990  12.179   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.914   0.123   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.934   0.123   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.429   5.144   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.300   8.177   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.530   9.511   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.320   5.510   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.530   6.844   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.990   9.511   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.220   5.510   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.090   4.176   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258   2.073   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      -0.320  10.845   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.990   6.844   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.220  10.845   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.090  12.179   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.591   4.383   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   24                                                            
CONECT    5   24                                                            
CONECT    6   25                                                            
CONECT    7    8   10                                                       
CONECT    8    7   11                                                       
CONECT    9   12   13                                                       
CONECT   10    7   18                                                       
CONECT   11    8   19                                                       
CONECT   12    9   18                                                       
CONECT   13    9   20                                                       
CONECT   14   22   23                                                       
CONECT   15   21   24                                                       
CONECT   16   21   25                                                       
CONECT   17   19   26                                                       
CONECT   18    1   10   12                                                  
CONECT   19    2   11   17                                                  
CONECT   20    3   13   22                                                  
CONECT   21   15   16   27                                                  
CONECT   22   14   20   28                                                  
CONECT   23   14   24   25                                                  
CONECT   24    4    5   15   23                                             
CONECT   25    6   16   23   28                                             
CONECT   26   17                                                            
CONECT   27   21                                                            
CONECT   28   22   25                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

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3D PDB for NP0048500 (Persicachrome)
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SMILES for NP0048500 (Persicachrome)
C\C(CO)=C/C=C\C=C(/C)\C=C\C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1
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INCHI for NP0048500 (Persicachrome)
InChI=1S/C25H36O3/c1-18(10-7-8-11-19(2)17-26)12-9-13-20(3)22-14-23-24(4,5)15-21(27)16-25(23,6)28-22/h7-14,21-22,26-27H,15-17H2,1-6H3/b8-7-,12-9+,18-10+,19-11+,20-13-
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View in JSmol
Synonyms
ValueSource
(3S)-5,8-Epoxy-5,8-dihydro-12'-apo-beta,psi-carotene-3,12'-diolHMDB
5,8-Epoxy-5,8-dihydro-12'-apo-b-carotene-3,12'-diolHMDB
Chemical FormulaC25H36O3
Average Mass384.5515 Da
Monoisotopic Mass384.26645 Da
IUPAC Name2-[(2Z,4E,6E,8Z,10E)-12-hydroxy-6,11-dimethyldodeca-2,4,6,8,10-pentaen-2-yl]-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol
Traditional Name2-[(2Z,4E,6E,8Z,10E)-12-hydroxy-6,11-dimethyldodeca-2,4,6,8,10-pentaen-2-yl]-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol
CAS Registry Number80931-31-3
SMILES
C\C(CO)=C/C=C\C=C(/C)\C=C\C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1
InChI Identifier
InChI=1S/C25H36O3/c1-18(10-7-8-11-19(2)17-26)12-9-13-20(3)22-14-23-24(4,5)15-21(27)16-25(23,6)28-22/h7-14,21-22,26-27H,15-17H2,1-6H3/b8-7-,12-9+,18-10+,19-11+,20-13-
InChI KeyMLVPRCYREVPVES-KWTPPHGWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Prunus domesticaFooDB
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 Parents
Substituents
  • Diterpenoid
    • 

  • Long chain fatty alcohol
    • 

  • Benzofuran
    • 

  • Fatty alcohol
    • 

  • Fatty acyl
    • 

  • Cyclic alcohol
    • 

  • Dihydrofuran
    • 

  • Secondary alcohol
    • 

  • Dialkyl ether
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Aliphatic heteropolycyclic compound
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
logP5.54ALOGPS
logP3.79ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)15.12ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity123.08 m³·mol⁻¹ChemAxon
Polarizability45.75 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036425  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015312  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751989  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References