NP-MRD: Showing NP-Card for 3,7,11-dolabellatriene (NP0341978)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-11-18 02:54:36 UTC

Updated at

2025-02-12 03:35:13 UTC

NP-MRD ID

NP0341978

Natural Product DOI

https://doi.org/10.57994/3468

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,7,11-dolabellatriene

Description

3,7,11-Dolabellatriene belongs to the class of organic compounds known as dolabellane and neodolabellane diterpenoids. These are diterpenoids with a structure based on the dolabellane skeleton (3a,6,10-trimethyl-1-(propan-2-yl)-cyclopenta[11]annulene) or the neodolabellane skeleton. Based on a literature review very few articles have been published on 3,7,11-dolabellatriene.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02152303052D          

 20 21  0  0  1  0            999 V2000
   -0.2518   -0.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5234   -0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1556    0.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663   -1.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076   -1.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2294   -1.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5913   -0.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4082   -0.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9816   -0.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5511   -1.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1223   -2.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3573   -3.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2421   -3.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7074   -2.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9423   -2.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2924   -2.4232    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0925   -3.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799   -2.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929   -1.8375    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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  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
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17  5  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0341978

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C2CC\C(C)=C\CC\C(C)=C\C[C@]2(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C20H32/c1-15(2)18-12-14-20(5)13-11-17(4)8-6-7-16(3)9-10-19(18)20/h7,11,15H,6,8-10,12-14H2,1-5H3/b16-7+,17-11+/t20-/m1/s1

> <INCHI_KEY>
MCSCRBZMKVBNJL-NQBCYQDPSA-N

> <FORMULA>
C20H32

> <MOLECULAR_WEIGHT>
272.476

> <EXACT_MASS>
272.25040103

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
34.70661908713357

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(12aS)-6,10,12a-trimethyl-3-(propan-2-yl)-1H,2H,4H,5H,8H,9H,12H,12aH-cyclopenta[11]annulene

> <JCHEM_LOGP>
6.077432171666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
92.06089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3aS)-1-isopropyl-3a,6,10-trimethyl-2H,3H,4H,7H,8H,11H,12H-cyclopenta[11]annulene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 15-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-FEB-23         0                                  
HETATM    1  C   UNK     0      -0.470  -0.279   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.977  -0.806   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.157   0.183   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.244  -2.323   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.628  -2.998   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.161  -2.300   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.837  -0.917   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.362  -1.132   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.432  -0.024   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.629  -2.648   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.910  -3.743   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.695  -5.268   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.267  -5.844   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.052  -7.369   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.054  -4.896   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.626  -5.472   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.413  -4.523   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.039  -6.017   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.896  -4.790   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.173  -3.430   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   20                                                  
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17    5   16   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19    4                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂

Average Mass

272.4760 Da

Monoisotopic Mass

272.25040 Da

IUPAC Name

(12aS)-6,10,12a-trimethyl-3-(propan-2-yl)-1H,2H,4H,5H,8H,9H,12H,12aH-cyclopenta[11]annulene

Traditional Name

(3aS)-1-isopropyl-3a,6,10-trimethyl-2H,3H,4H,7H,8H,11H,12H-cyclopenta[11]annulene

CAS Registry Number

Not Available

SMILES

CC(C)C1=C2CC\C(C)=C\CC\C(C)=C\C[C@]2(C)CC1

InChI Identifier

InChI=1S/C20H32/c1-15(2)18-12-14-20(5)13-11-17(4)8-6-7-16(3)9-10-19(18)20/h7,11,15H,6,8-10,12-14H2,1-5H3/b16-7+,17-11+/t20-/m1/s1

InChI Key

MCSCRBZMKVBNJL-NQBCYQDPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Melittangium boletus		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dolabellane and neodolabellane diterpenoids. These are diterpenoids with a structure based on the dolabellane skeleton (3a,6,10-trimethyl-1-(propan-2-yl)-cyclopenta[11]annulene) or the neodolabellane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Dolabellane and neodolabellane diterpenoids

Alternative Parents

Substituents

Dolabellane diterpenoid
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
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	6.08	ChemAxon
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	92.06 m³·mol⁻¹	ChemAxon
Polarizability	34.71 Å³	ChemAxon
Number of Rings	2	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

15214579

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3,7,11-dolabellatriene (NP0341978)

MOL for NP0341978 (3,7,11-dolabellatriene)

3D MOL for NP0341978 (3,7,11-dolabellatriene)

3D SDF for NP0341978 (3,7,11-dolabellatriene)

3D-SDF for NP0341978 (3,7,11-dolabellatriene)

PDB for NP0341978 (3,7,11-dolabellatriene)

3D PDB for NP0341978 (3,7,11-dolabellatriene)

SMILES for NP0341978 (3,7,11-dolabellatriene)

INCHI for NP0341978 (3,7,11-dolabellatriene)

Structure for NP0341978 (3,7,11-dolabellatriene)

3D Structure for NP0341978 (3,7,11-dolabellatriene)