NP-MRD: Showing NP-Card for (4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene (NP0321101)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 23:07:35 UTC

Updated at

2022-09-11 23:07:35 UTC

NP-MRD ID

NP0321101

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene

Description

Alpha-Calacorene, also known as α-calacorene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene is found in Aster scaber, Baccharis articulata, Baccharis dracunculifolia, Bazzania japonica, Bazzania trilobata, Bupleurum acutifolium, Calypogeia muelleriana, Cassinia laevis, Cinnamomum burmannii, Cinnamomum camphora, Cistus incanus, Cleistopholis patens, Cryptomeria japonica, Daniellia oliveri, Entandrophragma cylindricum, Hamamelis virginiana, Juniperus oxycedrus, Lantana camara, Larix gmelinii, Larix kaempferi, Larix sibirica, Lophocolea heterophylla, Mastigophora diclados, Picea glehnii, Picea koraiensis, Pimenta dioica, Pinus pumila, Platostoma africanum, Psiadia altissima, Schinus molle, Swertia japonica, Uvaria chamae and Chrysopogon zizanioides. Alpha-Calacorene is possibly neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    1.6549    3.4064   -0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8192    2.2190   -0.6838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951    2.2662   -1.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094    1.0500   -1.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038    0.1901   -0.4369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0765   -0.9373   -0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4887   -0.3903   -0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1010   -1.4986    1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2872   -0.1375   -0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401   -1.3575    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178   -1.5674    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -2.9232    1.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8539   -0.4750    0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224    0.7595    0.5215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1370    0.9464   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6912    3.1871   -0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    3.6938    0.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2979    4.2641   -1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5905    3.2374   -1.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5480    0.5012   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160    1.3462   -1.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.8643    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9400   -1.7524   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6584    0.3980    0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721   -1.2314   -0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6951   -0.1110   -1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0462   -2.5884    0.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1314   -1.2905    1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327   -1.0461    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1359   -2.2427    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7017   -2.9175    2.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3639   -3.2584    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561   -3.6409    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8637   -0.6048    1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783    1.6413    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 15  1  0
 15 14  2  0
 14 13  1  0
 13 11  2  0
 11 12  1  0
 11 10  1  0
 10  9  2  0
  9  5  1  0
  9 15  1  0
  7 24  1  0
  7 25  1  0
  7 26  1  0
  6 23  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  5 22  1  1
  4 20  1  0
  4 21  1  0
  3 19  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
 14 35  1  0
 13 34  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 10 30  1  0
M  END


  Mrv1652309272007342D          

 15 16  0  0  0  0            999 V2000
 9998.914110001.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.198710001.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.629510001.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9141 9998.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.771210000.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.913810000.5944    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.199310000.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1993 9999.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9138 9998.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6283 9999.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.628310000.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.340810000.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3408 9998.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0553 9999.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.055310000.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 12  1  0  0  0  0
 15  5  1  0  0  0  0
  9  4  1  0  0  0  0
  6  1  1  1  0  0  0
 12 11  2  0  0  0  0
 10 13  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0321101

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1CC=C(C)C2=CC=C(C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H20/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5-7,9-10,13H,8H2,1-4H3/t13-/m0/s1

> <INCHI_KEY>
CUUMXRBKJIDIAY-ZDUSSCGKSA-N

> <FORMULA>
C15H20

> <MOLECULAR_WEIGHT>
200.325

> <EXACT_MASS>
200.156500644

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.295357928882485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-4,7-dimethyl-1-(propan-2-yl)-1,2-dihydronaphthalene

> <ALOGPS_LOGP>
5.47

> <JCHEM_LOGP>
4.977701217333334

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
67.6782

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8664.6408669.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.3048670.101   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.9758670.101   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8664.6408663.139   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8669.9738667.785   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.6398667.776   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.3058667.006   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8663.3058665.466   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8664.6398664.696   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.9738665.466   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.9738667.006   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8667.3038667.776   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.3038664.696   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8668.6378665.466   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.6378667.006   0.000  0.00  0.00           C+0
CONECT    1    2    3    6                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    9                                                            
CONECT    5   15                                                            
CONECT    6    7   11    1                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10    4                                                  
CONECT   10    9   11   13                                                  
CONECT   11    6   10   12                                                  
CONECT   12   15   11                                                       
CONECT   13   14   10                                                       
CONECT   14   13   15                                                       
CONECT   15   14   12    5                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Value	Source
a-Calacorene	Generator
Α-calacorene	Generator
Cadina-1,3,5,9-tetraene	PhytoBank
(1S)-1,2-Dihydro-4,7-dimethyl-1-(1-methylethyl)naphthalene	PhytoBank
(+)-alpha-Calacorene	PhytoBank
(+)-α-Calacorene	PhytoBank

Chemical Formula

C₁₅H₂₀

Average Mass

200.3250 Da

Monoisotopic Mass

200.15650 Da

IUPAC Name

(1S)-4,7-dimethyl-1-(propan-2-yl)-1,2-dihydronaphthalene

Traditional Name

(4S)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H]1CC=C(C)C2=CC=C(C)C=C12

InChI Identifier

InChI=1S/C15H20/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h5-7,9-10,13H,8H2,1-4H3/t13-/m0/s1

InChI Key

CUUMXRBKJIDIAY-ZDUSSCGKSA-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
Aster scaber	LOTUS Database	35616633
Baccharis articulata	LOTUS Database	35616633
Baccharis dracunculifolia	LOTUS Database	35616633
Bazzania japonica	LOTUS Database	35616633
Bazzania trilobata	LOTUS Database	35616633
Bupleurum acutifolium	LOTUS Database	35616633
Calypogeia muelleriana	LOTUS Database	35616633
Cassinia laevis	LOTUS Database	35616633
Cinnamomum burmanni	LOTUS Database	35616633
Cinnamomum camphora	LOTUS Database	35616633
Cistus incanus	LOTUS Database	35616633
Cleistopholis patens	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Daniellia oliveri	LOTUS Database	35616633
Entandrophragma cylindricum	LOTUS Database	35616633
Hamamelis virginiana	LOTUS Database	35616633
Juniperus oxycedrus	LOTUS Database	35616633
Lantana camara	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Larix kaempferi	LOTUS Database	35616633
Larix sibirica	LOTUS Database	35616633
Lophocolea heterophylla	LOTUS Database	35616633
Mastigophora diclados	LOTUS Database	35616633
Picea glehnii	LOTUS Database	35616633
Picea koraiensis	LOTUS Database	35616633
Pimenta dioica	LOTUS Database	35616633
Pinus pumila	LOTUS Database	35616633
Platostoma africanum	LOTUS Database	35616633
Psiadia altissima	LOTUS Database	35616633
Schinus molle	LOTUS Database	35616633
Swertia japonica	LOTUS Database	35616633
Uvaria chamae	LOTUS Database	35616633
Vetiveria zizanioides	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

Sesquiterpenoid
Cadinane sesquiterpenoid
Naphthalene
Benzenoid
Aromatic hydrocarbon
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated hydrocarbon
Olefin
Hydrocarbon
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	5.47	ALOGPS
logP	4.98	ChemAxon
logS	-5	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	67.68 m³·mol⁻¹	ChemAxon
Polarizability	25.3 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

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

12302243

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene (NP0321101)

MOL for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)

3D MOL for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)

3D SDF for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)

3D-SDF for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)

PDB for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)

3D PDB for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)

SMILES for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)

INCHI for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)

Structure for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)

3D Structure for NP0321101 ((4s)-4-isopropyl-1,6-dimethyl-3,4-dihydronaphthalene)