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Showing NP-Card for phellandrene (NP0249327)

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Record Information
Version2.0
Created at2022-09-07 11:51:29 UTC
Updated at2022-09-07 11:51:29 UTC
NP-MRD IDNP0249327
Secondary Accession NumbersNone
Natural Product Identification
Common Namephellandrene
DescriptionAlpha-Phellandrene, also known as α-phellandren or dihydro-p-cymene, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Alpha-Phellandrene is possibly neutral. Alpha-Phellandrene is a mint, spice, and turpentine tasting compound. Outside of the human body, alpha-Phellandrene is found, on average, in the highest concentration within a few different foods, such as anises, common sages, and ceylon cinnamons and in a lower concentration in peppermints. Alpha-Phellandrene has also been detected, but not quantified in, several different foods, such as dills, fennels, sweet basils, and tarragons. This could make alpha-phellandrene a potential biomarker for the consumption of these foods. One of a pair of phellandrene cyclic monoterpene double-bond isomers in which both double bonds are endocyclic (cf. phellandrene is found in Abies sachalinensis, Achillea abrotanoides, Achillea grandifolia, Achillea millefolium, Achillea nobilis, Actinodium cunninghamii, Aegle marmelos, Aframomum angustifolium, Agathosma betulina, Aloysia citrodora, Aloysia triphylla, Alpinia chinensis, Alpinia galanga, Alpinia latilabris, Alpinia zerumbet, Anethum graveolens, Angelica archangelica, Angelica dahurica, Annona reticulata, Anthemis cotula, Artemisia annua, Artemisia arborescens, Artemisia dracunculus, Artemisia thuscula, Artemisia tridentata, Artemisia vulgaris, Asarum asperum, Asarum lutchuense, Aster scaber, Athamanta macedonica, Atractylodes lancea, Aucoumea klaineana, Boronia latipinna, Boswellia sacra, Bunium persicum, Bupleurum fruticosum, Bupleurum gibraltaricum, Callistemon linearis, Calyptranthes spruceana, Canarium zeylanicum, Cannabis sativa, Hyptis spicigera, Carapichea ipecacuanha, Glebionis coronaria, Cinnamomum burmannii, Cinnamomum verum, Cistus creticus, Citrus aurantium, Citrus junos, Citrus limon, Citrus reticulata, Citrus sinensis, Citrus wilsonii, Cleistopholis patens, Cleonia lusitanica, Clinopodium carolinianum, Coriandrum sativum, Crithmum maritimum, Croton glandulosus, Cryptomeria japonica, Cuminum cyminum, Curcuma longa, Curio articulatus, Cymbopogon flexuosus, Cyperus rotundus, Daucus carota, Diplotaenia cachrydifolia, Diplotaxis harra, Echinophora chrysantha, Echinophora tenuifolia, Elsholtzia fruticosa, Erigeron philadelphicus, Coespeletia timotensis, Espeletia weddellii, Eucalyptus apodophylla, Eucalyptus approximans, Eucalyptus brassiana, Eucalyptus camaldulensis, Eucalyptus cloeziana, Eucalyptus cneorifolia, Eucalyptus dealbata, Eucalyptus delegatensis, Eucalyptus globulus, Eucalyptus nitens, Eucalyptus porosa, Eucalyptus pulverulenta, Eucalyptus saligna, Eucalyptus siderophloia, Eucalyptus tetraptera, Eugenia uniflora, Eupatorium capillifolium, Ferula assa-foetida, Ferulago nodosa, Ferulago trachycarpa, Foeniculum vulgare, Gossypium hirsutum, Grindelia hirsutula, Hedychium coronarium, Heracleum antasiaticum, Heracleum persicum, Heteropyxis natalensis, Heterotheca subaxillaris, Homalomena occulta, Houttuynia cordata, Hypericum hyssopifolium, Hyptis goyazensis, Mesosphaerum suaveolens, Hyssopus officinalis, Illicium verum, Isodon melissoides, Juniperus communis, Juniperus drupacea, Juniperus monticola, Juniperus occidentalis, Juniperus oxycedrus, Juniperus taxifolia, Kunzea salina, Lantana camara, Lantana strigocamara, Larix sibirica, Laurus nobilis, Lepechinia chamaedryoides, Levisticum officinale, Ligusticum chuanxiong, Ligusticum porteri, Lindera triloba, Liquidambar styraciflua, Magnolia balansae, Mangifera indica, Melaleuca alternifolia, Melaleuca linariifolia, Melaleuca quinquenervia, Mentha aquatica, Mentha longifolia, Mentha rotundifolia, Micromeria biflora, Micromeria maderensis, Micromeria teneriffae, Mikania cordifolia, Minthostachys andina, Molopospermum peloponnesiacum, Monarda fistulosa, Mosla chinensis, Myrtus communis, Nepeta racemosa, Ocimum americanum, Ocimum gratissimum, Origanum acutidens, Origanum cordifolium, Origanum majorana, Origanum onites, Origanum syriacum, Origanum vulgare, Osmorhiza longistylis, Pelargonium citronellum, Pelargonium endlicherianum, Pelargonium graveolens, Pelargonium quercifolium, Pelargonium vitifolium, Perilla frutescens, Persea americana, Petroselinum crispum, Peucedanum oreoselinum, Peucedanum zenkeri, Phlomis lanata, Picea abies, Picea rubens, Pimenta dioica, Pimenta racemosa, Pinus cembra, Pinus contorta, Pinus elliottii, Piper aduncum, Piper auritum, Piper guineense, Piper marginatum, Pistacia atlantica, Pistacia integerrima, Pistacia vera, Platycladus orientalis, Porophyllum ruderale, Prangos uechtritzii, Prangos uloptera, Protium heptaphyllum, Psiadia altissima, Psidium salutare, Pteronia camphorata, Renealmia floribunda, Rhanterium epapposum, Rhododendron columbianum, Rhododendron mucronulatum, Salvia aurea, Salvia caespitosa, Salvia dorisiana, Salvia munzii, Salvia rosmarinus, Salvia syriaca, Salvia tomentosa, Santolina chamaecyparissus, Santolina insularis, Sassafras albidum, Sassafras randaiense, Satureja cuneifolia, Satureja hortensis, Satureja montana, Satureja spicigera, Scalesia aspera, Scandix australis, Schinus molle, Sequoia sempervirens, Sideritis leucantha, Sideritis perfoliata, Sideritis tragoriganum, Smallanthus fruticosus, Solanecio biafrae, Solanum tuberosum, Solidago canadensis, Sphagneticola trilobata, Stachys aegyptiaca, Steganotaenia araliacea, Stoebe plumosa, Tagetes minuta, Tambourissa leptophylla, Tanacetum parthenium, Tessaria fastigiata, Teucrium scorodonia, Thymbra capitata, Thymbra spicata, Thymus cilicicus, Thymus longicaulis, Thymus vulgaris, Trachyspermum anethifolium, Trichostema dichotomum, Umbellularia californica, Valeriana officinalis, Virola surinamensis, Vitex agnus-castus, Vitex negundo, Xylopia aromatica, Zieria aspalathoides, Zingiber mioga, Zingiber officinale, Zingiber zerumbet and Zinnia elegans. phellandrene was first documented in 2012 (PMID: 22428261). Alpha-phellandrene, where one of them is exocyclic) (PMID: 23738471) (PMID: 24292586) (PMID: 24427963).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0249327 (phellandrene)

Phellandrene-alpha
  Mrv1572001071617092D          
  Marvin  05270811492D          
 10 10  0  0  1  0            999 V2000
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023   -1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7110   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191   -2.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023    1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  4  5  2  0  0  0  0
  5 10  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
M  END
Download

3D MOL for NP0249327 (phellandrene)

     RDKit          3D

 26 26  0  0  0  0  0  0  0  0999 V2000
    3.7396    0.4096    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2710    0.0757    0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324   -0.0061   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3144   -0.3262   -1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5100   -0.5607   -0.0091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7053    0.4028   -0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5866    0.2094    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739    0.0296   -1.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.4464    1.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627   -0.1539    1.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312    0.0257   -0.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1637   -0.1218    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8449    1.4863    0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3450    0.1670   -1.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1258    0.4680   -1.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3200   -1.2468   -1.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9745   -1.5886   -0.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3875    1.4476   -0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4775    0.8536    0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149   -0.8336    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0744    0.5239    2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5633    0.1846   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2416   -1.0086   -1.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1339    0.6963   -2.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3825   -0.6098    2.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442   -0.0777    2.3644 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 10  1  0
 10  9  2  0
  9  5  1  0
  7 19  1  0
  7 20  1  0
  7 21  1  0
  6 18  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  5 17  1  6
  4 15  1  0
  4 16  1  0
  3 14  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
 10 26  1  0
  9 25  1  0
M  END
Download

3D SDF for NP0249327 (phellandrene)

Phellandrene-alpha
  Mrv1572001071617092D          
  Marvin  05270811492D          
 10 10  0  0  1  0            999 V2000
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023   -1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7110   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191   -2.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023    1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  4  5  2  0  0  0  0
  5 10  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0249327

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1CC=C(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3

> <INCHI_KEY>
OGLDWXZKYODSOB-UHFFFAOYSA-N

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.238

> <EXACT_MASS>
136.125200515

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.14339757127084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-5-(propan-2-yl)cyclohexa-1,3-diene

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
3.2055368060000005

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
47.8194

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-α phellandrene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0249327 (phellandrene)

Download
PDB for NP0249327 (phellandrene)
HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Phellandrene-alpha                                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.004  -3.081   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.327  -3.849   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.342  -3.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.004   3.077   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    6                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4   10                                                  
CONECT    6    2    3    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for NP0249327 (phellandrene)
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SMILES for NP0249327 (phellandrene)
CC(C)C1CC=C(C)C=C1
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INCHI for NP0249327 (phellandrene)
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3
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View in JSmol
Synonyms
ValueSource
1-Isopropyl-4-methyl-2,4-cyclohexadieneChEBI
1-Methyl-4-isopropyl-1,5-cyclohexadieneChEBI
2-Methyl-5-(1-methylethyl)-1,3-cyclohexadieneChEBI
2-Methyl-5-isopropyl-1,3-cyclohexadieneChEBI
4-Isopropyl-1-methyl-1,5-cyclohexadieneChEBI
5-Isopropyl-2-methyl-1,3-cyclohexadieneChEBI
5-Isopropyl-2-methylcyclohexa-1,3-dieneChEBI
alpha-FellandreneChEBI
alpha-PhellandrenChEBI
Dihydro-p-cymeneChEBI
MenthadieneChEBI
a-FellandreneGenerator
Α-fellandreneGenerator
a-PhellandrenGenerator
Α-phellandrenGenerator
a-PhellandreneGenerator
Α-phellandreneGenerator
FEMA 2856HMDB
alpha Phellandrene, (R)-isomerMeSH
alpha Phellandrene, (+-)-isomerMeSH
p-Mentha-1,5-dieneMeSH
alpha PhellandreneMeSH
alpha Phellandrene, (s+)-isomerMeSH
Chemical FormulaC10H16
Average Mass136.2380 Da
Monoisotopic Mass136.12520 Da
IUPAC Name2-methyl-5-(propan-2-yl)cyclohexa-1,3-diene
Traditional Name(+-)-α phellandrene
CAS Registry NumberNot Available
SMILES
CC(C)C1CC=C(C)C=C1
InChI Identifier
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3
InChI KeyOGLDWXZKYODSOB-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abies sachalinensisLOTUS Database
Achillea abrotanoidesLOTUS Database
Achillea grandifoliaLOTUS Database
Achillea millefoliumLOTUS Database
Achillea nobilisLOTUS Database
Actinodium cunninghamiiLOTUS Database
Aegle marmelosLOTUS Database
Aframomum angustifoliumLOTUS Database
Agathosma betulinaLOTUS Database
Aloysia citrodoraLOTUS Database
Aloysia triphyllaLOTUS Database
Alpinia chinensisLOTUS Database
Alpinia galangaLOTUS Database
Alpinia latilabrisLOTUS Database
Alpinia zerumbetLOTUS Database
Anethum graveolensLOTUS Database
Angelica archangelicaLOTUS Database
Angelica dahuricaLOTUS Database
Annona reticulataLOTUS Database
Anthemis cotulaLOTUS Database
Artemisia annuaLOTUS Database
Artemisia arborescensLOTUS Database
Artemisia dracunculusLOTUS Database
Artemisia thusculaLOTUS Database
Artemisia tridentataLOTUS Database
Artemisia vulgarisLOTUS Database
Asarum asperumLOTUS Database
Asarum lutchuenseLOTUS Database
Aster scaberLOTUS Database
Athamanta macedonicaLOTUS Database
Atractylodes lanceaLOTUS Database
Aucoumea klaineanaLOTUS Database
Boronia latipinnaLOTUS Database
Boswellia sacraLOTUS Database
Bunium persicumLOTUS Database
Bupleurum fruticosumLOTUS Database
Bupleurum gibraltaricumLOTUS Database
Callistemon linearisLOTUS Database
Calyptranthes spruceanaLOTUS Database
Canarium zeylanicumLOTUS Database
Cannabis sativaLOTUS Database
Cantinoa americanaLOTUS Database
Cephaelis ipecacuanhaLOTUS Database
Chrysanthemum coronariumLOTUS Database
Cinnamomum burmanniLOTUS Database
Cinnamomum verumLOTUS Database
Cistus creticusLOTUS Database
Citrus aurantiumLOTUS Database
Citrus junosLOTUS Database
Citrus limonLOTUS Database
Citrus reticulataLOTUS Database
Citrus sinensisLOTUS Database
Citrus wilsoniiLOTUS Database
Cleistopholis patensLOTUS Database
Cleonia lusitanicaLOTUS Database
Clinopodium carolinianumLOTUS Database
Coriandrum sativumLOTUS Database
Crithmum maritimumLOTUS Database
Croton glandulosusLOTUS Database
Cryptomeria japonicaLOTUS Database
Cuminum cyminumLOTUS Database
Curcuma longaLOTUS Database
Curio articulatusLOTUS Database
Cymbopogon flexuosusLOTUS Database
Cyperus rotundusLOTUS Database
Daucus carotaLOTUS Database
Diplotaenia cachrydifoliaLOTUS Database
Diplotaxis harraLOTUS Database
Echinophora chrysanthaLOTUS Database
Echinophora tenuifoliaLOTUS Database
Elsholtzia fruticosaLOTUS Database
Erigeron philadelphicusLOTUS Database
Espeletia timotensisLOTUS Database
Espeletia weddelliiLOTUS Database
Eucalyptus apodophyllaLOTUS Database
Eucalyptus approximansLOTUS Database
Eucalyptus brassianaLOTUS Database
Eucalyptus camaldulensisLOTUS Database
Eucalyptus cloezianaLOTUS Database
Eucalyptus cneorifoliaLOTUS Database
Eucalyptus dealbataLOTUS Database
Eucalyptus delegatensisLOTUS Database
Eucalyptus globulusLOTUS Database
Eucalyptus nitensLOTUS Database
Eucalyptus porosaLOTUS Database
Eucalyptus pulverulentaLOTUS Database
Eucalyptus salignaLOTUS Database
Eucalyptus siderophloiaLOTUS Database
Eucalyptus tetrapteraLOTUS Database
Eugenia unifloraLOTUS Database
Eupatorium capillifoliumLOTUS Database
Ferula assa-foetidaLOTUS Database
Ferulago nodosaLOTUS Database
Ferulago trachycarpaLOTUS Database
Foeniculum vulgareLOTUS Database
Gossypium hirsutumLOTUS Database
Grindelia hirsutulaLOTUS Database
Hedychium coronariumLOTUS Database
Heracleum antasiaticumLOTUS Database
Heracleum persicumLOTUS Database
Heteropyxis natalensisLOTUS Database
Heterotheca subaxillarisLOTUS Database
Homalomena occultaLOTUS Database
Houttuynia cordataLOTUS Database
Hypericum hyssopifoliumLOTUS Database
Hyptis goyazensisLOTUS Database
Hyptis suaveolensLOTUS Database
Hyssopus officinalis L.LOTUS Database
Illicium verumLOTUS Database
Isodon melissoidesLOTUS Database
Juniperus communisLOTUS Database
Juniperus drupaceaLOTUS Database
Juniperus monticolaLOTUS Database
Juniperus occidentalis HOOK.LOTUS Database
Juniperus oxycedrusLOTUS Database
Juniperus taxifoliaLOTUS Database
Kunzea salinaLOTUS Database
Lantana camaraLOTUS Database
Lantana strigocamaraLOTUS Database
Larix sibiricaLOTUS Database
Laurus nobilisLOTUS Database
Lepechinia chamaedryoidesLOTUS Database
Levisticum officinaleLOTUS Database
Ligusticum chuanxiongLOTUS Database
Ligusticum porteriLOTUS Database
Lindera trilobaLOTUS Database
Liquidambar styracifluaLOTUS Database
Magnolia balansaeLOTUS Database
Mangifera indicaLOTUS Database
Melaleuca alternifoliaLOTUS Database
Melaleuca linariifoliaLOTUS Database
Melaleuca quinquenerviaLOTUS Database
Mentha aquaticaLOTUS Database
Mentha longifoliaLOTUS Database
Mentha rotundifoliaLOTUS Database
Micromeria bifloraLOTUS Database
Micromeria maderensisLOTUS Database
Micromeria teneriffaeLOTUS Database
Mikania cordifoliaLOTUS Database
Minthostachys andinaLOTUS Database
Molopospermum peloponnesiacumLOTUS Database
Monarda fistulosaLOTUS Database
Mosla chinensisLOTUS Database
Myrtus communisLOTUS Database
Nepeta racemosaLOTUS Database
Ocimum americanumLOTUS Database
Ocimum gratissimumLOTUS Database
Origanum acutidensLOTUS Database
Origanum cordifoliumLOTUS Database
Origanum majoranaLOTUS Database
Origanum onitesLOTUS Database
Origanum syriacumLOTUS Database
Origanum vulgareLOTUS Database
Osmorhiza longistylisLOTUS Database
Pelargonium citronellumLOTUS Database
Pelargonium endlicherianumLOTUS Database
Pelargonium graveolensLOTUS Database
Pelargonium quercifoliumLOTUS Database
Pelargonium vitifoliumLOTUS Database
Perilla frutescensLOTUS Database
Persea americanaLOTUS Database
Petroselinum crispumLOTUS Database
Peucedanum oreoselinumLOTUS Database
Peucedanum zenkeriLOTUS Database
Phlomis lanataLOTUS Database
Picea abiesLOTUS Database
Picea rubensLOTUS Database
Pimenta dioicaLOTUS Database
Pimenta racemosaLOTUS Database
Pinus cembraLOTUS Database
Pinus contortaLOTUS Database
Pinus elliottiiLOTUS Database
Piper aduncumLOTUS Database
Piper auritumLOTUS Database
Piper guineenseLOTUS Database
Piper marginatumLOTUS Database
Pistacia atlanticaLOTUS Database
Pistacia integerrimaLOTUS Database
Pistacia veraLOTUS Database
Platycladus orientalisLOTUS Database
Porophyllum ruderaleLOTUS Database
Prangos uechtritziiLOTUS Database
Prangos ulopteraLOTUS Database
Protium heptaphyllumLOTUS Database
Psiadia altissimaLOTUS Database
Psidium salutareLOTUS Database
Pteronia camphorataLOTUS Database
Renealmia floribundaLOTUS Database
Rhanterium epapposumLOTUS Database
Rhododendron columbianumLOTUS Database
Rhododendron mucronulatumLOTUS Database
Salvia africana-luteaLOTUS Database
Salvia caespitosaLOTUS Database
Salvia dorisianaLOTUS Database
Salvia munziiLOTUS Database
Salvia rosmarinusLOTUS Database
Salvia syriacaLOTUS Database
Salvia tomentosaLOTUS Database
Santolina chamaecyparissusLOTUS Database
Santolina insularisLOTUS Database
Sassafras albidumLOTUS Database
Sassafras randaienseLOTUS Database
Satureja cuneifoliaLOTUS Database
Satureja hortensis L.LOTUS Database
Satureja montanaLOTUS Database
Satureja spicigeraLOTUS Database
Scalesia asperaLOTUS Database
Scandix australisLOTUS Database
Schinus molleLOTUS Database
Sequoia sempervirensLOTUS Database
Sideritis leucanthaLOTUS Database
Sideritis perfoliataLOTUS Database
Sideritis tragoriganumLOTUS Database
Smallanthus fruticosusLOTUS Database
Solanecio biafraeLOTUS Database
Solanum tuberosumLOTUS Database
Solidago canadensisLOTUS Database
Sphagneticola trilobataLOTUS Database
Stachys aegyptiacaLOTUS Database
Steganotaenia araliaceaLOTUS Database
Stoebe plumosaLOTUS Database
Tagetes minutaLOTUS Database
Tambourissa leptophyllaLOTUS Database
Tanacetum partheniumLOTUS Database
Tessaria fastigiataLOTUS Database
Teucrium scorodoniaLOTUS Database
Thymbra capitataLOTUS Database
Thymbra spicataLOTUS Database
Thymus cilicicusLOTUS Database
Thymus longicaulisLOTUS Database
Thymus vulgarisLOTUS Database
Trachyspermum anethifoliumLOTUS Database
Trichostema dichotomumLOTUS Database
Umbellularia californicaLOTUS Database
Valeriana officinalisLOTUS Database
Virola surinamensisLOTUS Database
Vitex agnus-castusLOTUS Database
Vitex negundoLOTUS Database
Xylopia aromaticaLOTUS Database
Zieria aspalathoidesLOTUS Database
Zingiber miogaLOTUS Database
Zingiber officinaleLOTUS Database
Zingiber zerumbetLOTUS Database
Zinnia elegansLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentMenthane monoterpenoids  
Alternative Parents
Substituents
  • P-menthane monoterpenoid
    • 

  • Monocyclic monoterpenoid
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Cyclic olefin
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Unsaturated hydrocarbon
    • 

  • Olefin
    • 

  • Hydrocarbon
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.29ALOGPS
logP3.21ChemAxon
logS-3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.82 m³·mol⁻¹ChemAxon
Polarizability17.14 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035850  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003865  
KNApSAcK IDC00003051  
Chemspider ID7180  
KEGG Compound IDNot Available
BioCyc IDCPD-12226  
BiGG IDNot Available
Wikipedia LinkPhellandrene  
METLIN IDNot Available
PubChem Compound7460  
PDB IDNot Available
ChEBI ID50035  
Good Scents IDNot Available
References
General References
  1. Ho CL, Su YC: Composition, antioxidant and antimicrobial activities of the leaf essential oil of Machilus japonica from Taiwan. Nat Prod Commun. 2012 Jan;7(1):109-12. [PubMed:22428261  ] 
  2. Fraternale D, Genovese S, Ricci D: Essential oil composition and antimicrobial activity of aerial parts and ripe fruits of Echinophora spinosa (Apiaceae) from Italy. Nat Prod Commun. 2013 Apr;8(4):527-30. [PubMed:23738471  ] 
  3. Lin JJ, Lin JH, Hsu SC, Weng SW, Huang YP, Tang NY, Lin JG, Chung JG: Alpha-phellandrene promotes immune responses in normal mice through enhancing macrophage phagocytosis and natural killer cell activities. In Vivo. 2013 Nov-Dec;27(6):809-14. [PubMed:24292586  ] 
  4. Fraternale D, Ricci D, Calcabrini C, Guescini M, Martinelli C, Sestili P: Cytotoxic activity of essential oils of aerial parts and ripe fruits of Echinophora spinosa (Apiaceae). Nat Prod Commun. 2013 Nov;8(11):1645-9. [PubMed:24427963  ] 
  5. LOTUS database [Link]