NP-MRD: Showing NP-Card for (1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol (NP0156067)

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Record Information

Version

2.0

Created at

2022-09-02 13:14:01 UTC

Updated at

2022-09-02 13:14:01 UTC

NP-MRD ID

NP0156067

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

Description

Globulol belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. (1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol is found in Achillea grandifolia, Actinodium cunninghamii, Aloysia chamaedryfolia, Aloysia gratissima, Aristolochia elegans, Atalantia buxifolia, Austrobaileya scandens, Austromyrtus dulcis, Baccharis dracunculifolia, Baccharis uncinella, Bazzania trilobata, Bouchardatia neurococca, Callicarpa japonica, Callistemon linearis, Chromolaena odorata, Cinnamomum parthenoxylon, Cinnamomum verum, Cistus incanus, Duguetia confinis, Eucalyptus amplifolia, Eucalyptus apodophylla, Eucalyptus bridgesiana, Eucalyptus camaldulensis, Eucalyptus cloeziana, Eucalyptus dealbata, Eucalyptus globulus, Eucalyptus pulverulenta, Eucalyptus radiata, Eucalyptus saligna, Eugenia dysenterica, Flourensia cernua, Grindelia hirsutula, Hedychium spicatum, Helichrysum stoechas, Humulus lupulus, Hyptis glomerata, Mesosphaerum suaveolens, Kunzea salina, Lavandula stoechas, Lepechinia chamaedryoides, Lepechinia floribunda, Lepidozia fauriana, Leplaea cedrata, Melaleuca alternifolia, Melaleuca leucadendra, Melaleuca quinquenervia, Minthostachys andina, Murraya koenigii, Osbornia octodonta, Pelargonium endlicherianum, Pellia epiphylla, Persea americana, Phyla dulcis, Pimenta racemosa, Piper cernuum, Piper gaudichaudianum, Piper obliquum, Piper regnellii, Prangos uloptera, Psiadia altissima, Psidium salutare, Salvia coccinea, Salvia syriaca, Salvia vermifolia, Tagetes minuta, Thryptomene saxicola, Thymus vulgaris, Tritomaria quinquedentata, Virola surinamensis, Vitex agnus-castus and Vitex negundo. (1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol was first documented in 2022 (PMID: 35199395). Based on a literature review a small amount of articles have been published on Globulol (PMID: 36037596) (PMID: 35946642) (PMID: 35735854) (PMID: 35344272).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -0.6066    2.7417    1.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0977    2.1581   -0.2277 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2437    2.2697   -1.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1518    1.0821   -0.8891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4219    0.3128    0.1676 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0281    0.6484   -0.2115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9977    0.1320    0.7819 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2337   -1.2830    0.8084 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6921   -2.1645   -0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565   -1.9005   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831   -1.1483    0.1456 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0458   -1.4613   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3943   -1.6560    1.4420 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -0.3232    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040   -0.3249   -1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4937   -0.0867    1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0675    3.7191    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6927    3.0479    0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4362    2.1588    1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8175    2.6451   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    3.2203   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7808    2.0914   -2.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3133    0.4855   -1.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    1.5196   -0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281    0.6869    1.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992    0.3499   -1.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543    0.6834    1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4406   -1.7470    1.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4050   -2.1840   -1.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7353   -3.2356    0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1833   -2.8830   -0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6088   -1.4375   -1.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667   -0.7273    0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2635   -2.4711    0.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981   -1.3816   -1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573   -2.6410    1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672    0.6304   -1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0257   -0.3667   -1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5324   -1.1358   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828    0.8558    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211    0.0529    2.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1836   -0.9332    1.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  1
  8 14  1  0
 14 15  1  0
 14 16  1  0
  6  2  1  0
 14  7  1  0
 11  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  6
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  1
  6 26  1  6
  7 27  1  1
  8 28  1  1
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv1652309022215142D          

 16 18  0  0  1  0            999 V2000
    1.7689   -0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771    0.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7453    0.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    1.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8983    1.9219    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4536    1.2269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6331    1.1413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0545    1.7295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1536    2.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8558    2.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6322    2.7028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8936    3.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189    2.9512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1655    0.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9792    0.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155    0.1231    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  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  6  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  1  0  0  0
  8 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156067

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC[C@@H]2[C@@H]1[C@H]1[C@@H](CC[C@@]2(C)O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9?,10-,11-,12-,13-,15-/m1/s1

> <INCHI_KEY>
AYXPYQRXGNDJFU-CKVZAATNSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.403817198694743

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1aS,1bS,4aR,5R,7aR)-1,1,2,5-tetramethyl-decahydro-1H-cyclopropa[e]azulen-5-ol

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.1785024189999995

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5138122997029483

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
66.6

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1aS,1bS,4aR,5R,7aR)-1,1,2,5-tetramethyl-octahydro-1aH-cyclopropa[e]azulen-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       3.302  -0.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.691   1.100   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.125   1.662   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.034   3.199   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.543   3.587   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.713   2.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.182   2.130   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.102   3.228   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.287   4.757   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.597   5.566   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.047   5.045   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.535   6.506   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.515   5.509   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.309   1.744   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.828   1.489   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.589   0.230   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    2    7                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    5   12   13                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8    7   15   16                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

View in JSmol

Synonyms

Value	Source
1,1,4,7-Tetramethyldecahydro-1H-cyclopropa(e)azulen-4-ol	MeSH

Chemical Formula

C₁₅H₂₆O

Average Mass

222.3720 Da

Monoisotopic Mass

222.19837 Da

IUPAC Name

(1aS,1bS,4aR,5R,7aR)-1,1,2,5-tetramethyl-decahydro-1H-cyclopropa[e]azulen-5-ol

Traditional Name

(1aS,1bS,4aR,5R,7aR)-1,1,2,5-tetramethyl-octahydro-1aH-cyclopropa[e]azulen-5-ol

CAS Registry Number

Not Available

SMILES

CC1CC[C@@H]2[C@@H]1[C@H]1[C@@H](CC[C@@]2(C)O)C1(C)C

InChI Identifier

InChI=1S/C15H26O/c1-9-5-6-10-12(9)13-11(14(13,2)3)7-8-15(10,4)16/h9-13,16H,5-8H2,1-4H3/t9?,10-,11-,12-,13-,15-/m1/s1

InChI Key

AYXPYQRXGNDJFU-CKVZAATNSA-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
Achillea grandifolia	LOTUS Database	35616633
Actinodium cunninghamii	LOTUS Database	35616633
Aloysia chamaedryfolia	LOTUS Database	35616633
Aloysia gratissima	LOTUS Database	35616633
Aristolochia elegans	LOTUS Database	35616633
Atalantia buxifolia	LOTUS Database	35616633
Austrobaileya scandens	LOTUS Database	35616633
Austromyrtus dulcis	LOTUS Database	35616633
Baccharis dracunculifolia	LOTUS Database	35616633
Baccharis uncinella	LOTUS Database	35616633
Bazzania trilobata	LOTUS Database	35616633
Bouchardatia neurococca	LOTUS Database	35616633
Callicarpa japonica	LOTUS Database	35616633
Callistemon linearis	LOTUS Database	35616633
Chromolaena odorata	LOTUS Database	35616633
Cinnamomum parthenoxylon	LOTUS Database	35616633
Cinnamomum verum	LOTUS Database	35616633
Cistus incanus	LOTUS Database	35616633
Duguetia confinis	LOTUS Database	35616633
Eucalyptus amplifolia	LOTUS Database	35616633
Eucalyptus apodophylla	LOTUS Database	35616633
Eucalyptus bridgesiana	LOTUS Database	35616633
Eucalyptus camaldulensis	LOTUS Database	35616633
Eucalyptus cloeziana	LOTUS Database	35616633
Eucalyptus dealbata	LOTUS Database	35616633
Eucalyptus globulus	LOTUS Database	35616633
Eucalyptus pulverulenta	LOTUS Database	35616633
Eucalyptus radiata	LOTUS Database	35616633
Eucalyptus saligna	LOTUS Database	35616633
Eugenia dysenterica	LOTUS Database	35616633
Flourensia cernua	LOTUS Database	35616633
Grindelia hirsutula	LOTUS Database	35616633
Hedychium spicatum	LOTUS Database	35616633
Helichrysum stoechas	LOTUS Database	35616633
Humulus lupulus	LOTUS Database	35616633
Hyptis glomerata	LOTUS Database	35616633
Hyptis suaveolens	LOTUS Database	35616633
Kunzea salina	LOTUS Database	35616633
Lavandula stoechas	LOTUS Database	35616633
Lepechinia chamaedryoides	LOTUS Database	35616633
Lepechinia floribunda	LOTUS Database	35616633
Lepidozia fauriana	LOTUS Database	35616633
Leplaea cedrata	LOTUS Database	35616633
Melaleuca alternifolia	LOTUS Database	35616633
Melaleuca leucadendra	LOTUS Database	35616633
Melaleuca quinquenervia	LOTUS Database	35616633
Minthostachys andina	LOTUS Database	35616633
Murraya koenigii	LOTUS Database	35616633
Osbornia octodonta	LOTUS Database	35616633
Pelargonium endlicherianum	LOTUS Database	35616633
Pellia epiphylla	LOTUS Database	35616633
Persea americana	LOTUS Database	35616633
Phyla dulcis	LOTUS Database	35616633
Pimenta racemosa	LOTUS Database	35616633
Piper cernuum	LOTUS Database	35616633
Piper gaudichaudianum	LOTUS Database	35616633
Piper obliquum	LOTUS Database	35616633
Piper regnellii	LOTUS Database	35616633
Prangos uloptera	LOTUS Database	35616633
Psiadia altissima	LOTUS Database	35616633
Psidium salutare	LOTUS Database	35616633
Salvia coccinea	LOTUS Database	35616633
Salvia syriaca	LOTUS Database	35616633
Salvia vermifolia	LOTUS Database	35616633
Tagetes minuta	LOTUS Database	35616633
Thryptomene saxicola	LOTUS Database	35616633
Thymus vulgaris	LOTUS Database	35616633
Trilophozia quinquedentata	LOTUS Database	35616633
Virola surinamensis	LOTUS Database	35616633
Vitex agnus-castus	LOTUS Database	35616633
Vitex negundo	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

5,10-cycloaromadendrane sesquiterpenoids

Alternative Parents

Substituents

5,10-cycloaromadendrane sesquiterpenoid
Guaiane sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	3.15	ALOGPS
logP	3.18	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-0.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.6 m³·mol⁻¹	ChemAxon
Polarizability	27.4 Å³	ChemAxon
Number of Rings	3	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

C00021213

Chemspider ID

30772486

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91746597

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nagpal K, Garg M, Arora D, Dubey A, Grewal AS: An extensive review on phytochemistry and pharmacological activities of Indian medicinal plant Celastrus paniculatus Willd. Phytother Res. 2022 May;36(5):1930-1951. doi: 10.1002/ptr.7424. Epub 2022 Feb 23. [PubMed:35199395 ]
Arya A, Mittal V, Kaushik D, Kumar M, Alotaibi SS, Albogami SM, El-Saber Batiha G, Jeandet P: Mutivariate optimization strategy for the sonication-based extraction of Nardostachys jatamansi roots and analysis for chemical composition, anti-oxidant and acetylcholinesterase inhibitory potential. Ultrason Sonochem. 2022 Sep;89:106133. doi: 10.1016/j.ultsonch.2022.106133. Epub 2022 Aug 24. [PubMed:36037596 ]
Santana MLG, Melo JPR, Camara CAGD, Moraes MM, Araujo CA, Vasconcelos GJN, Pereira MRS, Zartman CE: Lethal and sublethal effects of essential oils fromPiper capitarianumYunck andPiper krukoffiiYunck onPlutella xylostellaL. An Acad Bras Cienc. 2022 Aug 8;94(2):e20200072. doi: 10.1590/0001-3765202220200072. eCollection 2022. [PubMed:35946642 ]
Ebadollahi A, Naseri B, Abedi Z, Setzer WN, Changbunjong T: Promising Insecticidal Efficiency of Essential Oils Isolated from Four Cultivated Eucalyptus Species in Iran against the Lesser Grain Borer, Rhyzopertha dominica (F.). Insects. 2022 May 31;13(6):517. doi: 10.3390/insects13060517. [PubMed:35735854 ]
Zhang X, Wang J, Zhu H, Wang J, Zhang H: Chemical Composition, Antibacterial, Antioxidant and Enzyme Inhibitory Activities of the Essential Oil from Leaves of Psidium guajava L. Chem Biodivers. 2022 May;19(5):e202100951. doi: 10.1002/cbdv.202100951. Epub 2022 Apr 12. [PubMed:35344272 ]
LOTUS database [Link]

Showing NP-Card for (1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol (NP0156067)

MOL for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)

3D MOL for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)

3D SDF for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)

3D-SDF for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)

PDB for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)

3D PDB for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)

SMILES for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)

INCHI for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)

Structure for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)

3D Structure for NP0156067 ((1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol)