NP-MRD: Showing NP-Card for 4-Acetyl-6-tert-butyl-1,1-dimethylindane (NP0337083)

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Record Information

Version

2.0

Created at

2024-09-11 09:12:07 UTC

Updated at

2024-09-11 09:12:07 UTC

NP-MRD ID

NP0337083

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Acetyl-6-tert-butyl-1,1-dimethylindane

Description

4-Acetyl-6-tert-butyl-1,1-dimethylindane, also known as celestolide or chrysolide, belongs to the class of organic compounds known as indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring. 4-Acetyl-6-tert-butyl-1,1-dimethylindane is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Acetyl-6-tert-butyl-1,1-dimethylindane is an ambergris, animal, and cedar tasting compound. Outside of the human body,. 4-Acetyl-6-tert-butyl-1,1-dimethylindane is a potentially toxic compound. 4-Acetyl-6-tert-butyl-1,1-dimethylindane belongs to the family of Acetophenones.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061306112D          

 18 19  0  0  0  0            999 V2000
    1.9233   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4793    1.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6543    3.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4243    2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    2.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 11  1  1  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  2  0  0  0  0
 15 13  1  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  4  1  0  0  0  0
 16 12  1  0  0  0  0
 17  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18 11  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0337083

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C1=C2CCC(C)(C)C2=CC(=C1)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O/c1-11(18)14-9-12(16(2,3)4)10-15-13(14)7-8-17(15,5)6/h9-10H,7-8H2,1-6H3

> <INCHI_KEY>
IKTHMQYJOWTSJO-UHFFFAOYSA-N

> <FORMULA>
C17H24O

> <MOLECULAR_WEIGHT>
244.3719

> <EXACT_MASS>
244.18271539

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.97672592666558

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(6-tert-butyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)ethan-1-one

> <ALOGPS_LOGP>
5.53

> <JCHEM_LOGP>
4.670701362666666

> <ALOGPS_LOGS>
-5.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.178306841625492

> <JCHEM_PKA_STRONGEST_BASIC>
-7.40274405485431

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
77.03159999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.17e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(6-tert-butyl-1,1-dimethyl-2,3-dihydroinden-4-yl)ethanone

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.590  -1.007   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.925   5.153   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.361   3.049   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.821   5.716   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.792   4.859   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.752   5.496   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924  -0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.258  -1.007   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4   16                                                            
CONECT    5   17                                                            
CONECT    6   17                                                            
CONECT    7    8   13                                                       
CONECT    8    7   17                                                       
CONECT    9   12   14                                                       
CONECT   10   12   15                                                       
CONECT   11    1   14   18                                                  
CONECT   12    9   10   16                                                  
CONECT   13    7   14   15                                                  
CONECT   14    9   11   13                                                  
CONECT   15   10   13   17                                                  
CONECT   16    2    3    4   12                                             
CONECT   17    5    6    8   15                                             
CONECT   18   11                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Value	Source
1-[6-(1,1-Dimethylethyl)-2,3-dihydro-1,1-dimethyl-1H-inden-4-yl]ethanone, 9ci	HMDB
4-Acetyl-6-butyl-1,1-dimethylindane	HMDB
4-Acetyl-6-tert-butyl-1,1-dimethyl indan	HMDB
6-Tert-butyl-1,1-dimethyl-4-indanyl methyl ketone	HMDB
6-Tert-butyl-1,1-dimethyl-4-indanyl methyl ketone, 8ci	HMDB
6-Tert-butyl-1,1-dimethylindan-4-yl methyl ketone	HMDB
Celestolide	HMDB
Chrysolide	HMDB
Esperone	HMDB
FEMA 3653	HMDB
Indane, 4-acetyl-1,1-dimethyl-6-(1,1-dimethylethyl)	HMDB
Ketone, 6-tert-butyl-1,1-dimethyl-4-indanyl methyl	HMDB
Musk celestolide	HMDB
Acetyl tert-butyl dimethylindan	HMDB

Chemical Formula

C₁₇H₂₄O

Average Mass

244.3719 Da

Monoisotopic Mass

244.18272 Da

IUPAC Name

1-(6-tert-butyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)ethan-1-one

Traditional Name

1-(6-tert-butyl-1,1-dimethyl-2,3-dihydroinden-4-yl)ethanone

CAS Registry Number

Not Available

SMILES

CC(=O)C1=C2CCC(C)(C)C2=CC(=C1)C(C)(C)C

InChI Identifier

InChI=1S/C17H24O/c1-11(18)14-9-12(16(2,3)4)10-15-13(14)7-8-17(15,5)6/h9-10H,7-8H2,1-6H3

InChI Key

IKTHMQYJOWTSJO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Indanes

Sub Class

Not Available

Direct Parent

Indanes

Alternative Parents

Substituents

Indane
Acetophenone
Aryl alkyl ketone
Aryl ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	5.53	ALOGPS
logP	4.67	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	16.18	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.03 m³·mol⁻¹	ChemAxon
Polarizability	29.98 Å³	ChemAxon
Number of Rings	2	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

HMDB0031867

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008551

KNApSAcK ID

Not Available

Chemspider ID

55495

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61585

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4-Acetyl-6-tert-butyl-1,1-dimethylindane (NP0337083)

MOL for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)

3D MOL for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)

3D SDF for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)

3D-SDF for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)

PDB for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)

3D PDB for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)

SMILES for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)

INCHI for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)

Structure for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)

3D Structure for NP0337083 (4-Acetyl-6-tert-butyl-1,1-dimethylindane)