NP-MRD: Showing NP-Card for methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate (NP0278260)

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Record Information

Version

2.0

Created at

2022-09-09 03:13:24 UTC

Updated at

2022-09-09 03:13:24 UTC

NP-MRD ID

NP0278260

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate

Description

Methyl 9-hydroxy-6,6,9-trimethyl-2,4a,5,6,7,8,9,9a-octahydro-1H-benzo[7]annulene-3-carboxylate belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). Based on a literature review very few articles have been published on methyl 9-hydroxy-6,6,9-trimethyl-2,4a,5,6,7,8,9,9a-octahydro-1H-benzo[7]annulene-3-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
    5.8841   -0.7389    0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802   -0.6362    0.3068 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9074    0.5896    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6821    1.5679   -0.1185 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4422    0.7188   -0.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6945   -0.3380   -0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022   -0.3642   -0.1374 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3181   -1.1893    0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943   -1.4794    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0810   -2.3774    2.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1803   -2.2695   -0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5453   -0.2215    1.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8336    0.5826   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6804    0.9600   -0.9274 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9498    2.3330   -1.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4561    0.1037   -2.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3636    1.0316   -0.1672 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5209    1.9496   -0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9067    2.0537   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0645   -1.3551    1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3772    0.2510    0.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2437   -1.3521   -0.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2145   -1.2831    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001   -0.8487   -1.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126   -0.6839    1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2402   -2.1462    1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2946   -3.1616    2.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449   -2.8611    1.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0359   -1.7527    3.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0206   -1.8361   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2813   -2.4273   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5057   -3.3244   -0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0108    0.3980    1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5273   -0.4780    1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6190    0.1090   -0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294    1.5344    0.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    2.5174   -2.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9930    2.2461   -1.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742    3.1298   -0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775   -0.1727   -2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5198    1.4679    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5656    1.5571   -2.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0535    2.9532   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182    2.7740    0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479    2.4690   -1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  6
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19  5  1  0
 17  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  1
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
M  END


  Mrv1652309092205132D          

 19 20  0  0  0  0            999 V2000
   -1.6517   -0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9373   -0.7066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228   -0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228    0.5309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917   -0.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062   -0.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206   -0.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656   -0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -0.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700    0.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1743   -0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -1.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -1.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656   -2.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9236   -2.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206   -2.5604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206   -1.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062   -1.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917   -1.5316    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  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
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0278260

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC2CC(C)(C)CCC(C)(O)C2CC1

> <INCHI_IDENTIFIER>
InChI=1S/C16H26O3/c1-15(2)7-8-16(3,18)13-6-5-11(14(17)19-4)9-12(13)10-15/h9,12-13,18H,5-8,10H2,1-4H3

> <INCHI_KEY>
PQJPOHPJWNDSNK-UHFFFAOYSA-N

> <FORMULA>
C16H26O3

> <MOLECULAR_WEIGHT>
266.381

> <EXACT_MASS>
266.188194697

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
30.978671050169204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 9-hydroxy-6,6,9-trimethyl-2,4a,5,6,7,8,9,9a-octahydro-1H-benzo[7]annulene-3-carboxylate

> <JCHEM_LOGP>
3.122667966

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4272186244434518

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
75.8433

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3H-benzo[7]annulene-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.083  -0.549   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.750  -1.319   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.416  -0.549   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.416   0.991   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.918  -1.319   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.251  -0.549   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.585  -1.319   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.789  -0.359   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.291  -0.702   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.291   0.838   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.792  -0.359   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.959  -2.089   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.291  -3.477   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.789  -3.819   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.457  -5.207   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.585  -4.779   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.585  -2.859   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.251  -3.629   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.918  -2.859   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14    7   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18    5                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Value	Source
Methyl 9-hydroxy-6,6,9-trimethyl-2,4a,5,6,7,8,9,9a-octahydro-1H-benzo[7]annulene-3-carboxylic acid	Generator

Chemical Formula

C₁₆H₂₆O₃

Average Mass

266.3810 Da

Monoisotopic Mass

266.18819 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC2CC(C)(C)CCC(C)(O)C2CC1

InChI Identifier

InChI=1S/C16H26O3/c1-15(2)7-8-16(3,18)13-6-5-11(14(17)19-4)9-12(13)10-15/h9,12-13,18H,5-8,10H2,1-4H3

InChI Key

PQJPOHPJWNDSNK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Substituents

Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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

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

74830705

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate (NP0278260)

MOL for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)

3D MOL for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)

3D SDF for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)

3D-SDF for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)

PDB for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)

3D PDB for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)

SMILES for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)

INCHI for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)

Structure for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)

3D Structure for NP0278260 (methyl 5-hydroxy-5,8,8-trimethyl-4,4a,6,7,9,9a-hexahydro-3h-benzo[7]annulene-2-carboxylate)