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Showing NP-Card for delta-Cadinol (NP0046745)

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Record Information
Version2.0
Created at2022-03-17 20:28:51 UTC
Updated at2022-03-17 20:28:51 UTC
NP-MRD IDNP0046745
Secondary Accession NumbersNone
Natural Product Identification
Common Namedelta-Cadinol
DescriptionDelta-Cadinol, also known as δ-cadinol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. delta-Cadinol is found in Abies sachalinensis, Acritopappus heterolepis, Agastache foeniculum, Ageratum conyzoides, Aloysia citrodora, Alpinia chinensis, Alpinia latilabris, Annona reticulata, Arnica longifolia, Artemisia vulgaris, Aster scaber, Austrobaileya scandens, Baccharis dracunculifolia, Bellis perennis, Bouchardatia neurococca, Caesalpinia pulcherrima, Callilepis laureola, Calocedrus formosana, Calocedrus macrolepis, Cananga odorata, Cedrela odorata, Centratherum punctatum, Chamaecyparis formosensis, Chamaecyparis lawsoniana, Chamaecyparis obtusa, Chromolaena odorata, Cinnamomum burmannii, Cinnamomum parthenoxylon, Cleistopholis patens, Clinopodium chilense, Commiphora kua, Corymbia citriodora, Corymbia maculata, Cryptomeria japonica, Cunninghamia lanceolata, Cymbopogon citratus, Dictyopteris delicatula, Drimys brasiliensis, Duguetia confinis, Ekimia bornmuelleri, Erigeron canadensis, Frullania tamarisci, Geigeria brevifolia, Halocarpus bidwillii, Helianthus annuus, Helichrysum italicum, Helichrysum odoratissimum, Helichrysum stoechas, Schefflera taiwaniana, Homalomena aromatica, Homalomena occulta, Humulus lupulus, Jackiella javanica, Juniperus cedrus, Juniperus formosana, Juniperus oxycedrus, Juniperus sabina, Juniperus taxifolia, Laggera alata, Lantana camara, Larix kaempferi, Larix sibirica, Laurencia dendroidea, Leontopodium alpinum, Liatris microcephala, Liquidambar styraciflua, Magnolia kachirachirai, Matricaria matricarioides, Melaleuca quinquenervia, Micromeria sinaica, Myrtus communis, Nelumbo lutea, Neolentinus lepideus, Pallenis spinosa, Pelargonium endlicherianum, Phyllocladus trichomanoides, Pinus armandii, Pinus heldreichii, Pinus pumila, Pinus sibirica, Pinus sylvestris, Piper aduncum, Piper marginatum, Pittosporum viridiflorum, Platostoma africanum, Plebejus argyrognomon, Polemannia montana, Pongamia pinnata, Protium heptaphyllum, Pseudobrickellia brasiliensis, Psiadia altissima, Psidium guajava, Quercus agrifolia, Salvia absconditiflora, Salvia caespitosa, Salvia syriaca, Scapania undulata, Schinus molle, Solanum tuberosum, Spondias mombin, Stevia rebaudiana, Taiwania cryptomerioides, Tanacetum millefolium, Tasmannia lanceolata, Thuja occidentalis, Uvaria chamae, Virola surinamensis, Vitex agnus-castus, Xylopia aromatica and Zanthoxylum nitidum. Delta-Cadinol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0046745 (delta-Cadinol)


  Mrv1533007131513402D          

 19 20  0  0  1  0            999 V2000
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559    1.9192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  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  5  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  6  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 15  1  0  0  0  0
 12 17  1  1  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
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3D MOL for NP0046745 (delta-Cadinol)

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3D SDF for NP0046745 (delta-Cadinol)

  Mrv1533007131513402D          

 19 20  0  0  1  0            999 V2000
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559    1.9192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  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  5  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  6  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 15  1  0  0  0  0
 12 17  1  1  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC=C(C)C2([H])CCC(C)(O)CC12[H])C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-10(2)12-6-5-11(3)13-7-8-15(4,16)9-14(12)13/h5,10,12-14,16H,6-9H2,1-4H3/t12-,13?,14?,15?/m1/s1

> <INCHI_KEY>
ISOIDIYKQYJGMC-AUXXQLBISA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.53284726538007

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8R)-2,5-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-2-ol

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
3.460766224

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.169572705160274

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9750288987628951

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.50750000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8R)-8-isopropyl-2,5-dimethyl-3,4,4a,7,8,8a-hexahydro-1H-naphthalen-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0046745 (delta-Cadinol)
Download
PDB for NP0046745 (delta-Cadinol)
HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.528   5.297   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.518   3.583   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0      -1.334   5.390   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.334   5.390   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   15                                                            
CONECT    5    6   11                                                       
CONECT    6    5   12                                                       
CONECT    7    8   13                                                       
CONECT    8    7   15                                                       
CONECT    9   14   15                                                       
CONECT   10    1    2   12                                                  
CONECT   11    3    5   13                                                  
CONECT   12    6   10   14   17                                             
CONECT   13    7   11   14   18                                             
CONECT   14    9   12   13   19                                             
CONECT   15    4    8    9   16                                             
CONECT   16   15                                                            
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

Download
3D PDB for NP0046745 (delta-Cadinol)
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SMILES for NP0046745 (delta-Cadinol)
[H][C@@]1(CC=C(C)C2([H])CCC(C)(O)CC12[H])C(C)C
Download
INCHI for NP0046745 (delta-Cadinol)
InChI=1S/C15H26O/c1-10(2)12-6-5-11(3)13-7-8-15(4,16)9-14(12)13/h5,10,12-14,16H,6-9H2,1-4H3/t12-,13?,14?,15?/m1/s1
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View in JSmol
Synonyms
ValueSource
Δ-cadinolGenerator
Chemical FormulaC15H26O
Average Mass222.3720 Da
Monoisotopic Mass222.19837 Da
IUPAC Name(8R)-2,5-dimethyl-8-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-2-ol
Traditional Name(8R)-8-isopropyl-2,5-dimethyl-3,4,4a,7,8,8a-hexahydro-1H-naphthalen-2-ol
CAS Registry Number36564-42-8
SMILES
[H][C@@]1(CC=C(C)C2([H])CCC(C)(O)CC12[H])C(C)C
InChI Identifier
InChI=1S/C15H26O/c1-10(2)12-6-5-11(3)13-7-8-15(4,16)9-14(12)13/h5,10,12-14,16H,6-9H2,1-4H3/t12-,13?,14?,15?/m1/s1
InChI KeyISOIDIYKQYJGMC-AUXXQLBISA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abies sachalinensisLOTUS Database
Acritopappus heterolepisLOTUS Database
Agastache foeniculumLOTUS Database
Ageratum conyzoidesLOTUS Database
Aloysia citrodoraLOTUS Database
Alpinia chinensisLOTUS Database
Alpinia latilabrisLOTUS Database
Annona reticulataLOTUS Database
Arnica longifoliaLOTUS Database
Artemisia vulgarisLOTUS Database
Aster scaberLOTUS Database
Austrobaileya scandensLOTUS Database
Baccharis dracunculifoliaLOTUS Database
Bellis perennisLOTUS Database
Bouchardatia neurococcaLOTUS Database
Caesalpinia pulcherrimaLOTUS Database
Callilepis laureolaLOTUS Database
Calocedrus formosanaLOTUS Database
Calocedrus macrolepisLOTUS Database
Cananga odorataLOTUS Database
Cedrela odorataLOTUS Database
Centratherum punctatumLOTUS Database
Chamaecyparis formosensisLOTUS Database
Chamaecyparis lawsonianaLOTUS Database
Chamaecyparis obtusaLOTUS Database
Chromolaena odorataLOTUS Database
Cinnamomum burmanniLOTUS Database
Cinnamomum parthenoxylonLOTUS Database
Cleistopholis patensLOTUS Database
Clinopodium chilenseLOTUS Database
Commiphora kuaLOTUS Database
Corymbia citriodoraLOTUS Database
Corymbia maculataLOTUS Database
Cryptomeria japonicaLOTUS Database
Cunninghamia lanceolataLOTUS Database
Cymbopogon citratusLOTUS Database
Dictyopteris delicatulaLOTUS Database
Drimys brasiliensisLOTUS Database
Duguetia confinisLOTUS Database
Ekimia bornmuelleriLOTUS Database
Erigeron canadensisLOTUS Database
Frullania tamarisciLOTUS Database
Geigeria brevifoliaLOTUS Database
Halocarpus bidwilliiLOTUS Database
Helianthus annuusLOTUS Database
Helianthus annuus L.FooDB
Helichrysum italicumLOTUS Database
Helichrysum odoratissimumLOTUS Database
Helichrysum stoechasLOTUS Database
Heptapleurum taiwanianumLOTUS Database
Homalomena aromaticaLOTUS Database
Homalomena occultaLOTUS Database
Humulus lupulusLOTUS Database
Jackiella javanicaLOTUS Database
Juniperus cedrusLOTUS Database
Juniperus formosanaLOTUS Database
Juniperus oxycedrusLOTUS Database
Juniperus sabinaLOTUS Database
Juniperus taxifoliaLOTUS Database
Laggera alataLOTUS Database
Lantana camaraLOTUS Database
Larix kaempferiLOTUS Database
Larix sibiricaLOTUS Database
Laurencia dendroideaLOTUS Database
Leontopodium alpinumLOTUS Database
Liatris microcephalaLOTUS Database
Liquidambar styracifluaLOTUS Database
Magnolia kachirachiraiLOTUS Database
Matricaria matricarioidesLOTUS Database
Melaleuca quinquenerviaLOTUS Database
Melissa officinalis L.FooDB
Micromeria sinaicaLOTUS Database
Myrtus communisLOTUS Database
Nelumbo luteaLOTUS Database
Neolentinus lepideusLOTUS Database
Origanum vulgareFooDB
Pallenis spinosaLOTUS Database
Pelargonium endlicherianumLOTUS Database
Petroselinum crispumFooDB
Phyllocladus trichomanoidesLOTUS Database
Pinus armandiiLOTUS Database
Pinus heldreichiiLOTUS Database
Pinus pumilaLOTUS Database
Pinus sibiricaLOTUS Database
Pinus sylvestrisLOTUS Database
Piper aduncumLOTUS Database
Piper marginatumLOTUS Database
Pittosporum viridiflorumLOTUS Database
Platostoma africanumLOTUS Database
Plebejus argyrognomonLOTUS Database
Polemannia montanaLOTUS Database
Pongamia pinnataLOTUS Database
Protium heptaphyllumLOTUS Database
Pseudobrickellia brasiliensisLOTUS Database
Psiadia altissimaLOTUS Database
Psidium guajavaLOTUS Database
Quercus agrifoliaLOTUS Database
Salvia absconditifloraLOTUS Database
Salvia caespitosaLOTUS Database
Salvia officinalisFooDB
Salvia syriacaLOTUS Database
Scapania undulataLOTUS Database
Schinus molleLOTUS Database
Solanum tuberosumLOTUS Database
Spondias mombinLOTUS Database
Stevia rebaudianaLOTUS Database
Syzygium aromaticumFooDB
Taiwania cryptomerioidesLOTUS Database
Tanacetum millefoliumLOTUS Database
Tasmannia lanceolataLOTUS Database
Thuja occidentalisLOTUS Database
Uvaria chamaeLOTUS Database
Virola surinamensisLOTUS Database
Vitex agnus-castusLOTUS Database
Xylopia aromaticaLOTUS Database
Zanthoxylum nitidumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Sesquiterpenoid
    • 

  • Cadinane sesquiterpenoid
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
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
logP4.17ALOGPS
logP3.46ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)19.17ChemAxon
pKa (Strongest Basic)-0.98ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.51 m³·mol⁻¹ChemAxon
Polarizability27.53 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB005720  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDelta-Cadinol  
METLIN IDNot Available
PubChem Compound6431456  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available