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Showing NP-Card for (2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol (NP0262298)

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Record Information
Version2.0
Created at2022-09-08 05:01:51 UTC
Updated at2022-09-08 05:01:51 UTC
NP-MRD IDNP0262298
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol
DescriptionCHEMBL480854 belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. (2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol is found in Tovomita longifolia. Based on a literature review very few articles have been published on CHEMBL480854.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0262298 ((2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol)


  Mrv1652309082207012D          

 28 30  0  0  1  0            999 V2000
   -2.5875   -0.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572   -0.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -1.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091   -2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5269   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
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 11 26  1  0  0  0  0
 26 27  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END
Download

3D MOL for NP0262298 ((2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol)

Download
3D SDF for NP0262298 ((2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol)

  Mrv1652309082207012D          

 28 30  0  0  1  0            999 V2000
   -2.5875   -0.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572   -0.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -1.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091   -2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5269   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0262298

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC[C@]1(C)OC2=C(C[C@@H]1O)C(O)=CC(O)=C2C(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O5/c1-14(2)8-7-11-23(3)19(26)12-16-17(24)13-18(25)20(22(16)28-23)21(27)15-9-5-4-6-10-15/h4-6,8-10,13,19,24-26H,7,11-12H2,1-3H3/t19-,23-/m0/s1

> <INCHI_KEY>
FVSFDNITEZDVAF-CVDCTZTESA-N

> <FORMULA>
C23H26O5

> <MOLECULAR_WEIGHT>
382.456

> <EXACT_MASS>
382.178023937

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.07338939794895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <JCHEM_LOGP>
5.1621702066666675

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.909016401622145

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.447061531843539

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3363590384110795

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
109.11319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0262298 ((2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol)
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PDB for NP0262298 ((2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol)
HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.830  -0.218   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.840  -1.398   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.324  -1.130   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.367  -2.845   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.377  -4.025   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.860  -3.757   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.850  -2.043   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   27                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   11   27                                                       
CONECT   27   26    7   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

Download
3D PDB for NP0262298 ((2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol)
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SMILES for NP0262298 ((2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol)
CC(C)=CCC[C@]1(C)OC2=C(C[C@@H]1O)C(O)=CC(O)=C2C(=O)C1=CC=CC=C1
Download
INCHI for NP0262298 ((2s,3s)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol)
InChI=1S/C23H26O5/c1-14(2)8-7-11-23(3)19(26)12-16-17(24)13-18(25)20(22(16)28-23)21(27)15-9-5-4-6-10-15/h4-6,8-10,13,19,24-26H,7,11-12H2,1-3H3/t19-,23-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC23H26O5
Average Mass382.4560 Da
Monoisotopic Mass382.17802 Da
IUPAC Name(2S,3S)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
Traditional Name(2S,3S)-8-benzoyl-2-methyl-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-3,5,7-triol
CAS Registry NumberNot Available
SMILES
CC(C)=CCC[C@]1(C)OC2=C(C[C@@H]1O)C(O)=CC(O)=C2C(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C23H26O5/c1-14(2)8-7-11-23(3)19(26)12-16-17(24)13-18(25)20(22(16)28-23)21(27)15-9-5-4-6-10-15/h4-6,8-10,13,19,24-26H,7,11-12H2,1-3H3/t19-,23-/m0/s1
InChI KeyFVSFDNITEZDVAF-CVDCTZTESA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Tovomita longifoliaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBenzophenones  
Direct ParentBenzophenones  
Alternative Parents
Substituents
  • Benzophenone
    • 

  • Aryl-phenylketone
    • 

  • Chromane
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Benzoyl
    • 

  • Aryl ketone
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Vinylogous acid
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Polyol
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aldehyde
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP5.16ChemAxon
pKa (Strongest Acidic)7.45ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity109.11 m³·mol⁻¹ChemAxon
Polarizability42.07 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9871352  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11696627  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]