NP-MRD: Showing NP-Card for (1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol (NP0254019)

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Record Information

Version

2.0

Created at

2022-09-07 18:03:34 UTC

Updated at

2022-09-07 18:03:34 UTC

NP-MRD ID

NP0254019

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol

Description

ZINC13403686 belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. (1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol is found in Clusia multiflora. Based on a literature review very few articles have been published on ZINC13403686.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072220032D          

 27 31  0  0  1  0            999 V2000
    1.4078    3.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468    2.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534    3.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4832    2.0382    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2266    1.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100    0.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000    0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4366    0.5141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6532    1.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3432    2.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0799    1.7901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2965    2.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    3.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5131    4.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2031    4.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9398    4.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9865    3.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9166    2.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8698    2.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5627    0.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969    0.7035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6417   -0.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514    0.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826    1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2408    2.0024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8750    1.5112    0.0000 C   0  0  1  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  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 10 19  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  1  0  0  0
  2 26  1  0  0  0  0
 27 26  1  1  0  0  0
  4 27  1  0  0  0  0
 22 27  1  0  0  0  0
M  END


  Mrv1652309072220032D          

 27 31  0  0  1  0            999 V2000
    1.4078    3.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468    2.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534    3.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4832    2.0382    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2266    1.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100    0.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000    0.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4366    0.5141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6532    1.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3432    2.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0799    1.7901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2965    2.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    3.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5131    4.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2031    4.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9398    4.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9865    3.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9166    2.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8698    2.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5627    0.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969    0.7035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6417   -0.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514    0.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3826    1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2408    2.0024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8750    1.5112    0.0000 C   0  0  1  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  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 10 19  2  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  1  0  0  0
  2 26  1  0  0  0  0
 27 26  1  1  0  0  0
  4 27  1  0  0  0  0
 22 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254019

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)[C@@H]2CC[C@]3(C)OC4=C([C@H]1[C@H]23)C(O)=C(C(=O)C1=CC=CC=C1)C(O)=C4

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O4/c1-22(2)13-9-10-23(3)18(13)19(22)17-15(27-23)11-14(24)16(21(17)26)20(25)12-7-5-4-6-8-12/h4-8,11,13,18-19,24,26H,9-10H2,1-3H3/t13-,18+,19+,23+/m1/s1

> <INCHI_KEY>
BQIVXBUAUNSLAJ-KKIPCARGSA-N

> <FORMULA>
C23H24O4

> <MOLECULAR_WEIGHT>
364.441

> <EXACT_MASS>
364.167459253

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.79302558430139

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,9S,12R,14S)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0^{2,7}.0^{12,14}]tetradeca-2(7),3,5-triene-3,5-diol

> <JCHEM_LOGP>
5.825984968666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.505449154014094

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.302058223554241

> <JCHEM_PKA_STRONGEST_BASIC>
-4.907227352269524

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
102.9372

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9S,12R,14S)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0^{2,7}.0^{12,14}]tetradeca-2(7),3,5-triene-3,5-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       2.628   5.992   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.581   4.863   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.473   5.932   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.769   3.805   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.156   3.039   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.243   1.502   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.619   0.809   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.907   1.653   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.282   0.960   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.819   3.190   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.107   4.035   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.482   3.341   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.020   5.572   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.645   6.266   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.558   7.803   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.846   8.647   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.221   7.954   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.308   6.417   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.444   3.884   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.357   5.421   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.917   0.630   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.488   1.313   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.198  -0.199   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.096   1.206   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.714   2.653   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.449   3.738   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.633   2.821   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   26                                             
CONECT    3    2                                                            
CONECT    4    2    5   27                                                  
CONECT    5    4    6   19                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   19                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   10    5   20                                                  
CONECT   20   19                                                            
CONECT   21    6   22                                                       
CONECT   22   21   23   24   27                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    2   27                                                  
CONECT   27   26    4   22                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₄O₄

Average Mass

364.4410 Da

Monoisotopic Mass

364.16746 Da

IUPAC Name

(1S,9S,12R,14S)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0^{2,7}.0^{12,14}]tetradeca-2(7),3,5-triene-3,5-diol

Traditional Name

(1S,9S,12R,14S)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0^{2,7}.0^{12,14}]tetradeca-2(7),3,5-triene-3,5-diol

CAS Registry Number

Not Available

SMILES

CC1(C)[C@@H]2CC[C@]3(C)OC4=C([C@H]1[C@H]23)C(O)=C(C(=O)C1=CC=CC=C1)C(O)=C4

InChI Identifier

InChI=1S/C23H24O4/c1-22(2)13-9-10-23(3)18(13)19(22)17-15(27-23)11-14(24)16(21(17)26)20(25)12-7-5-4-6-8-12/h4-8,11,13,18-19,24,26H,9-10H2,1-3H3/t13-,18+,19+,23+/m1/s1

InChI Key

BQIVXBUAUNSLAJ-KKIPCARGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Clusia multiflora	LOTUS Database	35616633

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
Chromane
Benzopyran
1-benzopyran
Benzoyl
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Vinylogous acid
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	5.83	ChemAxon
pKa (Strongest Acidic)	7.3	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	102.94 m³·mol⁻¹	ChemAxon
Polarizability	39.79 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28283959

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51521299

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol (NP0254019)

MOL for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)

3D MOL for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)

3D SDF for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)

3D-SDF for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)

PDB for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)

3D PDB for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)

SMILES for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)

INCHI for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)

Structure for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)

3D Structure for NP0254019 ((1s,9s,12r,14s)-4-benzoyl-9,13,13-trimethyl-8-oxatetracyclo[7.4.1.0²,⁷.0¹²,¹⁴]tetradeca-2(7),3,5-triene-3,5-diol)