NP-MRD: Showing NP-Card for 4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole (NP0221845)

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Record Information

Version

2.0

Created at

2022-09-05 23:31:39 UTC

Updated at

2022-09-05 23:31:39 UTC

NP-MRD ID

NP0221845

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole

Description

4,9-Dimethyl-6-(6-methylhept-5-en-2-yl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole is found in Heliopora coerulea. 4,9-Dimethyl-6-(6-methylhept-5-en-2-yl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161519382D          

 23 25  0  0  0  0            999 V2000
    1.0836   -2.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490   -2.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1756   -2.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656   -3.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902   -3.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8248   -2.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6494   -2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4348   -1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2089    0.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -0.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -0.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -1.2781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -1.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228   -2.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574   -2.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982   -2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -1.5262    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
  9 23  1  0  0  0  0
 14 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221845

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC=C(C)C)C1CCC(C)C2=C3OCOC3=C(C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O2/c1-13(2)7-6-8-14(3)17-10-9-15(4)19-18(17)11-16(5)20-21(19)23-12-22-20/h7,11,14-15,17H,6,8-10,12H2,1-5H3

> <INCHI_KEY>
PZSSCOPAGSWYOH-UHFFFAOYSA-N

> <FORMULA>
C21H30O2

> <MOLECULAR_WEIGHT>
314.469

> <EXACT_MASS>
314.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
38.65245685984017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole

> <ALOGPS_LOGP>
7.11

> <JCHEM_LOGP>
6.527495108

> <ALOGPS_LOGS>
-6.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.736112404178935

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
96.39769999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.91e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       2.023  -5.563   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.211  -4.254   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.328  -4.302   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.056  -5.659   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.595  -5.707   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.406  -4.398   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.946  -4.447   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.678  -3.041   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.939  -2.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.128  -1.588   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.856  -0.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.395  -0.183   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.123   1.174   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.207  -1.492   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.746  -1.444   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.740  -0.268   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.166  -0.850   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.053  -2.386   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.557  -2.753   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.829  -4.110   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.640  -5.419   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.290  -4.158   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.479  -2.849   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   23                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22    9   14                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₂

Average Mass

314.4690 Da

Monoisotopic Mass

314.22458 Da

IUPAC Name

4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole

Traditional Name

4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2H,6H,7H,8H,9H-naphtho[1,2-d][1,3]dioxole

CAS Registry Number

Not Available

SMILES

CC(CCC=C(C)C)C1CCC(C)C2=C3OCOC3=C(C)C=C12

InChI Identifier

InChI=1S/C21H30O2/c1-13(2)7-6-8-14(3)17-10-9-15(4)19-18(17)11-16(5)20-21(19)23-12-22-20/h7,11,14-15,17H,6,8-10,12H2,1-5H3

InChI Key

PZSSCOPAGSWYOH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Heliopora coerulea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Bisabolane sesquiterpenoid
Sesquiterpenoid
Tetralin
Benzodioxole
Benzenoid
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	7.11	ALOGPS
logP	6.53	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.4 m³·mol⁻¹	ChemAxon
Polarizability	38.65 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

73193261

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole (NP0221845)

MOL for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D MOL for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D SDF for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D-SDF for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

PDB for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D PDB for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

SMILES for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

INCHI for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

Structure for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)

3D Structure for NP0221845 (4,9-dimethyl-6-(6-methylhept-5-en-2-yl)-2h,6h,7h,8h,9h-naphtho[1,2-d][1,3]dioxole)