NP-MRD: Showing NP-Card for 1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene (NP0329337)

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Record Information

Version

2.0

Created at

2022-09-12 13:37:57 UTC

Updated at

2022-09-12 13:37:57 UTC

NP-MRD ID

NP0329337

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene

Description

Cascarilladiene, also known as antelmycin or eudesma-5,7-diene, belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch. 1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene is found in Marchantia quadrata. Cascarilladiene is possibly neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
   -2.7927    2.8206   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1736    1.4775   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602    0.3622   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2670   -0.9762    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8238   -1.0879   -0.2222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6473   -1.4782   -1.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304    0.2410   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    1.3761   -0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3194   -0.2129   -0.0997 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2407    0.9383    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6623    0.5408    0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1915    1.7995   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2178   -1.2068    1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302   -1.9608    0.6736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7786   -2.4191    1.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7221    2.8995    0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0768    3.5688    0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0115    3.0395   -1.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9574    0.4164   -0.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5561   -1.3520    1.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8145   -1.6592   -0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5797   -2.0215   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5962   -0.5474   -2.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2294   -2.1011   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1521    2.3217   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4694   -0.7435   -1.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164    1.5553    0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9901   -0.2909   -0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8942    0.3658    1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024    1.4252    0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1589    1.6675   -1.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3537    1.4765   -1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0814    2.8658   -0.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1074   -1.8759    1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0655   -0.6378    1.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2915   -2.8594    0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1381   -1.5969    2.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5910   -3.0915    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -3.0389    2.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  1  0
 10  9  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14  5  1  0
  5  6  1  6
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2  8  1  0
  8  7  2  0
  7  9  1  0
  7  5  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 10 27  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
  9 26  1  6
 13 34  1  0
 13 35  1  0
 14 36  1  6
 15 37  1  0
 15 38  1  0
 15 39  1  0
  6 22  1  0
  6 23  1  0
  6 24  1  0
  4 20  1  0
  4 21  1  0
  3 19  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  8 25  1  0
M  END


  Mrv0541 05061309162D          

 15 16  0  0  0  0            999 V2000
    0.7179   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  6  2  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 13  1  0  0  0  0
 15  5  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0329337

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1CC(C)C2(C)CC=C(C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10(2)13-9-12(4)15(5)7-6-11(3)8-14(13)15/h6,8,10,12-13H,7,9H2,1-5H3

> <INCHI_KEY>
IVBZYUKCNLJUDA-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
26.167396206064495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3a,6-trimethyl-1-(propan-2-yl)-2,3,3a,4-tetrahydro-1H-indene

> <ALOGPS_LOGP>
5.76

> <JCHEM_LOGP>
4.303826152666667

> <ALOGPS_LOGS>
-4.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
68.4725

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene

> <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       1.340  -2.261   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.877  -3.085   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.626   3.072   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5   15                                                            
CONECT    6    7   11                                                       
CONECT    7    6   15                                                       
CONECT    8   11   14                                                       
CONECT    9   12   13                                                       
CONECT   10    1    2   13                                                  
CONECT   11    3    6    8                                                  
CONECT   12    4    9   15                                                  
CONECT   13    9   10   14                                                  
CONECT   14    8   13   15                                                  
CONECT   15    5    7   12   14                                             
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Value	Source
Antelmicina	HMDB
Antelmycin	HMDB
Antelmycine	HMDB
Antelmycinum	HMDB
Anthelmycin	HMDB
Eudesma-5,7-diene	HMDB
Hikizimycin	HMDB

Chemical Formula

C₁₅H₂₄

Average Mass

204.3511 Da

Monoisotopic Mass

204.18780 Da

IUPAC Name

3,3a,6-trimethyl-1-(propan-2-yl)-2,3,3a,4-tetrahydro-1H-indene

Traditional Name

1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene

CAS Registry Number

Not Available

SMILES

CC(C)C1CC(C)C2(C)CC=C(C)C=C12

InChI Identifier

InChI=1S/C15H24/c1-10(2)13-9-12(4)15(5)7-6-11(3)8-14(13)15/h6,8,10,12-13H,7,9H2,1-5H3

InChI Key

IVBZYUKCNLJUDA-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

Species Name	Source	Reference
Marchantia quadrata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch.

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Unsaturated hydrocarbons

Sub Class

Branched unsaturated hydrocarbons

Direct Parent

Branched unsaturated hydrocarbons

Alternative Parents

Substituents

Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Olefin
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
logP	5.76	ALOGPS
logP	4.3	ChemAxon
logS	-4.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.47 m³·mol⁻¹	ChemAxon
Polarizability	26.17 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

HMDB0036682

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015612

KNApSAcK ID

C00021907

Chemspider ID

496014

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

570507

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene (NP0329337)

MOL for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)

3D MOL for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)

3D SDF for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)

3D-SDF for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)

PDB for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)

3D PDB for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)

SMILES for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)

INCHI for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)

Structure for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)

3D Structure for NP0329337 (1-isopropyl-3,3a,6-trimethyl-1,2,3,4-tetrahydroindene)