NP-MRD: Showing NP-Card for 7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate (NP0328290)

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Record Information

Version

2.0

Created at

2022-09-12 11:37:42 UTC

Updated at

2022-09-12 11:37:42 UTC

NP-MRD ID

NP0328290

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate

Description

7-(Acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-5-yl benzoate belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene). 7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate is found in Orthosphenia mexicana. 7-(Acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-5-yl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004181502172D          

 31 34  0  0  0  0            999 V2000
    2.0144   -2.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6098   -1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7849   -1.4851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0301   -0.7842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6255   -0.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7712   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3646    0.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239    1.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4396    0.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291    1.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9217    2.0321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713    1.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3305    2.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488    1.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725    2.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4450    2.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096    2.9247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470    1.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728    0.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216   -0.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0435   -0.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5165    0.4811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924   -0.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143   -1.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5631   -1.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901   -2.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2683   -2.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -1.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    0.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4314   -0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  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  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 20 30  1  0  0  0  0
  5 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END


  Mrv1533004181502172D          

 31 34  0  0  0  0            999 V2000
    2.0144   -2.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6098   -1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7849   -1.4851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0301   -0.7842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6255   -0.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7712   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3646    0.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239    1.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4396    0.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291    1.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9217    2.0321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713    1.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3305    2.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488    1.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725    2.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4450    2.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096    2.9247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3470    1.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728    0.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216   -0.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0435   -0.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5165    0.4811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924   -0.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143   -1.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5631   -1.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901   -2.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2683   -2.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -1.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0419    0.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4314   -0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  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  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 20 30  1  0  0  0  0
  5 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328290

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1CC2C(O)C3(OC2(C)C)C(C)(O)CCC(OC(=O)C2=CC=CC=C2)C13C

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O7/c1-14(25)29-18-13-16-19(26)24(31-21(16,2)3)22(4,28)12-11-17(23(18,24)5)30-20(27)15-9-7-6-8-10-15/h6-10,16-19,26,28H,11-13H2,1-5H3

> <INCHI_KEY>
HUZOIBMLVDVMHU-UHFFFAOYSA-N

> <FORMULA>
C24H32O7

> <MOLECULAR_WEIGHT>
432.513

> <EXACT_MASS>
432.21480337

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
45.40564076887148

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.241887746333333

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.075387831103964

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.358048219695572

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3407074912725276

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
111.32029999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0       3.760  -4.131   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.005  -2.789   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.465  -2.772   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.790  -1.464   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.034  -0.122   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.439  -0.048   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.681   1.382   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.911   2.014   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.687   0.684   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.041   2.757   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.721   3.793   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.320   2.957   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.617   4.179   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.211   2.788   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.055   3.984   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.697   4.711   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.498   5.459   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.606   3.842   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.248   2.433   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.363   1.166   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.014  -0.230   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.548  -0.364   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.431   0.898   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.199  -1.759   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.733  -1.893   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.385  -3.288   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.502  -4.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.967  -4.416   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.316  -3.021   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.812   1.302   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.539  -0.055   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   30                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15   30                                             
CONECT   11   10   12                                                       
CONECT   12   11    7   13   14                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   30                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
CONECT   30   20    5   10   31                                             
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
7-(Acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0,]dodecan-5-yl benzoic acid	Generator
7-(Acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoic acid	Generator

Chemical Formula

C₂₄H₃₂O₇

Average Mass

432.5130 Da

Monoisotopic Mass

432.21480 Da

IUPAC Name

7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate

Traditional Name

7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1CC2C(O)C3(OC2(C)C)C(C)(O)CCC(OC(=O)C2=CC=CC=C2)C13C

InChI Identifier

InChI=1S/C24H32O7/c1-14(25)29-18-13-16-19(26)24(31-21(16,2)3)22(4,28)12-11-17(23(18,24)5)30-20(27)15-9-7-6-8-10-15/h6-10,16-19,26,28H,11-13H2,1-5H3

InChI Key

HUZOIBMLVDVMHU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Orthosphenia mexicana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Agarofurans

Alternative Parents

Substituents

Agarofuran
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Oxepane
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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	2.66	ALOGPS
logP	2.24	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.36	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.32 m³·mol⁻¹	ChemAxon
Polarizability	45.41 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

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate (NP0328290)

MOL for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D MOL for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D SDF for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D-SDF for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

PDB for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D PDB for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

SMILES for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

INCHI for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

Structure for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)

3D Structure for NP0328290 (7-(acetyloxy)-2,12-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-5-yl benzoate)