NP-MRD: Showing NP-Card for 1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol (NP0071888)

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Record Information

Version

2.0

Created at

2022-04-28 17:16:03 UTC

Updated at

2022-04-28 17:16:03 UTC

NP-MRD ID

NP0071888

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol

Description

2,2-Dimethyl-7,11-dioxatricyclo[10.2.2.2³,⁶]Octadeca-1(14),3,5,12,15,17-hexaen-9-ol belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group. 1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol is found in Sargassum parvivesiculosum . 2,2-Dimethyl-7,11-dioxatricyclo[10.2.2.2³,⁶]Octadeca-1(14),3,5,12,15,17-hexaen-9-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171514272D          

 21 23  0  0  0  0            999 V2000
    4.1617    0.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105    0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6304   -0.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1553   -0.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3646   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1481   -1.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8612   -2.5684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2646   -3.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4176   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3702   -4.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948   -3.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9724   -2.4670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465   -1.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6695   -1.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1628   -1.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9245   -0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0784   -0.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7055   -1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4534   -0.3120    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0071888

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C2=CC=C(OCC(O)COC3=CC=C1C=C3)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O3/c1-18(2)13-3-7-16(8-4-13)20-11-15(19)12-21-17-9-5-14(18)6-10-17/h3-10,15,19H,11-12H2,1-2H3

> <INCHI_KEY>
RPJXSYUZCYQCSX-UHFFFAOYSA-N

> <FORMULA>
C18H20O3

> <MOLECULAR_WEIGHT>
284.355

> <EXACT_MASS>
284.141244504

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.071548811878387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2-dimethyl-7,11-dioxatricyclo[10.2.2.2³,⁶]octadeca-1(14),3,5,12,15,17-hexaen-9-ol

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
3.5349036426666665

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.642464468719435

> <JCHEM_PKA_STRONGEST_BASIC>
-3.392586041382118

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
92.23320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2-dimethyl-7,11-dioxatricyclo[10.2.2.2³,⁶]octadeca-1(14),3,5,12,15,17-hexaen-9-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       7.768   1.537   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.001   0.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.993   1.366   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.643  -0.108   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.757  -1.319   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.147  -2.806   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.610  -3.272   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.074  -4.794   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.961  -5.940   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.380  -6.280   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.291  -7.818   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.844  -5.760   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.682  -4.605   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.447  -2.983   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.983  -3.118   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.904  -1.897   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.459  -0.411   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.880  -0.272   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.902  -1.500   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.650  -2.095   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.180  -0.582   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   17                                             
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    2   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20    7   21                                                       
CONECT   21   20    4                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₃

Average Mass

284.3550 Da

Monoisotopic Mass

284.14124 Da

IUPAC Name

2,2-dimethyl-7,11-dioxatricyclo[10.2.2.2³,⁶]octadeca-1(14),3,5,12,15,17-hexaen-9-ol

Traditional Name

2,2-dimethyl-7,11-dioxatricyclo[10.2.2.2³,⁶]octadeca-1(14),3,5,12,15,17-hexaen-9-ol

CAS Registry Number

Not Available

SMILES

CC1(C)C2=CC=C(OCC(O)COC3=CC=C1C=C3)C=C2

InChI Identifier

InChI=1S/C18H20O3/c1-18(2)13-3-7-16(8-4-13)20-11-15(19)12-21-17-9-5-14(18)6-10-17/h3-10,15,19H,11-12H2,1-2H3

InChI Key

RPJXSYUZCYQCSX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sargassum parvivesiculosum	Chromalveolata	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Alkyl aryl ethers

Alternative Parents

Substituents

Alkyl aryl ether
Benzenoid
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
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	3.94	ALOGPS
logP	3.53	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.64	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.23 m³·mol⁻¹	ChemAxon
Polarizability	30.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

11358079

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol (NP0071888)

MOL for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)

3D MOL for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)

3D SDF for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)

3D-SDF for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)

PDB for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)

3D PDB for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)

SMILES for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)

INCHI for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)

Structure for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)

3D Structure for NP0071888 (1,3-Di-O-[2',2'-di-(p-phenylene) isopropylidene] glycerol)