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(R)-(+)-α-Terpineol

ChemSpider ID: 390927
Molecular Formula: C₁₀H₁₈O
Average mass: 154.249298 Da
Monoisotopic mass: 154.135757 Da
Systematic name

2-[(1R)-4-Methyl-3-cyclohexen-1-yl]-2-propanol
SMILES and InChIs

SMILES:

OC([C@H]1C/C=C(/C)CC1)(C)C Copied

Std. InChI:

InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m0/s1 Copied

Std. InChIKey:

WUOACPNHFRMFPN-VIFPVBQESA-N Copied
Cite this record
CSID:390927, http://www.chemspider.com/Chemical-Structure.390927.html (accessed 00:39, May 23, 2013) Copied

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(R)-(+)-α-Terpineol

232-081-5 [EINECS]

(+)-Î±-Terpineol

(+)-p-menth-1-en-8-ol

(+)-p-menth-1-en-8-ol; (1R)-α,α,4-trimethyl-3-cyclohexene-1-methanol; (R)-(+)-α-Terpineol; (R)-α,α,4-trimethylcyclohex-3-ene-1-methanol; (R)-α-terpineol

(+)-α-TERPINEOL

(1R)-α,α,4-trimethyl-3-cyclohexene-1-methanol

(4R)-p-menth-1-en-8-ol

(4R)-p-menth-1-en-8-ol; 2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-2-ol

(6R)-p-menth-1-en-8-ol

More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

CHEBI:300 [DBID]

83073_FLUKA [DBID]

C09902 [DBID]

ZINC00967799 [DBID]

ChemSpider Searches

Properties

Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

Predicted data is generated using the ACD/Labs’ ACD/PhysChem Suite, for more information see their website.

ACD/LogP:	2.708	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	2.71	ACD/LogD (pH 7.4):	2.71
ACD/BCF (pH 5.5):	67.34	ACD/BCF (pH 7.4):	67.34
ACD/KOC (pH 5.5):	708.40	ACD/KOC (pH 7.4):	708.40
#H bond acceptors:	1	#H bond donors:	1
#Freely Rotating Bonds:	2	Polar Surface Area:	20.23 Å²
Index of Refraction:	1.483	Molar Refractivity:	47.075 cm³
Molar Volume:	164.977 cm³	Polarizability:	18.662 10^-24cm³
Surface Tension:	33.2270011901855 dyne/cm	Density:	0.935 g/cm³
Flash Point:	89.444 °C	Enthalpy of Vaporization:	52.783 kJ/mol
Boiling Point:	217.499 °C at 760 mmHg	Vapour Pressure:	0.0280000008642673 mmHg at 25°C

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™, for more information see their website.

                    
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  3.33
    Log Kow (Exper. database match) =  2.98
       Exper. Ref:  Li,J & Perdue,EM (1995)
    Log Kow (Exper. database match) =  3.28
       Exper. Ref:  Griffin,S et al. (1999)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  214.38  (Adapted Stein & Brown method)
    Melting Pt (deg C):  12.36  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.0196  (Modified Grain method)
    MP  (exp database):  33 deg C
    BP  (exp database):  217.5 deg C
    VP  (exp database):  4.23E-02 mm Hg at 24 deg C
    Subcooled liquid VP: 0.0508 mm Hg (24 deg C, exp database VP )

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  371.7
       log Kow used: 3.28 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  710 mg/L (25 deg C)
        Exper. Ref:  LI,J & PERDUE,EM (1995)
     Water Sol (Exper. database match) =  1980 mg/L (20 deg C)
        Exper. Ref:  SEIDELL,A (1941)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1767.3 mg/L
    Wat Sol (Exper. database match) =  710.00
       Exper. Ref:  LI,J & PERDUE,EM (1995)
    Wat Sol (Exper. database match) =  1980.00
       Exper. Ref:  SEIDELL,A (1941)

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.58E-005  atm-m3/mole
   Group Method:   3.15E-006  atm-m3/mole
   Exper Database: 1.22E-05  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.070E-005 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.28  (exp database)
  Log Kaw used:  -3.302  (exp database)
      Log Koa (KOAWIN v1.10 estimate):  6.582
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4902
   Biowin2 (Non-Linear Model)     :   0.2880
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.6462  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4717  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3999
   Biowin6 (MITI Non-Linear Model):   0.2970
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.1310
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  6.77 Pa (0.0508 mm Hg)
  Log Koa (Koawin est  ): 6.582
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.43E-007 
       Octanol/air (Koa) model:  9.38E-007 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1.6E-005 
       Mackay model           :  3.54E-005 
       Octanol/air (Koa) model:  7.5E-005 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 103.0734 E-12 cm3/molecule-sec
      Half-Life =     0.104 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.245 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    43.000000 E-17 cm3/molecule-sec
      Half-Life =     0.027 Days (at 7E11 mol/cm3)
      Half-Life =     38.378 Min
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 2.57E-005 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  57.85
      Log Koc:  1.762 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.826 (BCF = 66.93)
       log Kow used: 3.28 (expkow database)

 Volatilization from Water:
    Henry LC:  1.22E-005 atm-m3/mole  (Henry experimental database)
    Half-Life from Model River:      60.87  hours   (2.536 days)
    Half-Life from Model Lake :      768.2  hours   (32.01 days)

 Removal In Wastewater Treatment:
    Total removal:               9.51  percent
    Total biodegradation:        0.15  percent
    Total sludge adsorption:     8.73  percent
    Total to Air:                0.63  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.0258          0.509        1000       
   Water     17.9            900          1000       
   Soil      81.3            1.8e+003     1000       
   Sediment  0.773           8.1e+003     0          
     Persistence Time: 1.02e+003 hr

Click to predict properties on the Chemicalize site

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Publication or Magazine Article	Web-based Article (blog or commentary)
Available Chemicals Databases	Biological Properties
Chemical Reactions	Chemical Safety Data
Drugs or Compounds in Development	Imaging Agents
Information Aggregators	Journal Publishers via MeSH
Ligand/binding/crystal Structure Databases	Metabolic Pathways
Molecular Libraries Screening Center Network	Natural Products
NIH Substance Repository	Physical Properties (including SAR/QSAR databases)
Protein 3D Structures	Spectroscopy Databases
Substance Vendors	Theoretical Properties
Toxicology/Environmental Databases	Virtual Library

Category	Target	PDB Code	LASSO Score
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.47
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.47
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.30
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.28
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.26
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.10
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.03
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.03
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.02
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.02
Kinases	SRC, tyrosine kinase SRC	2src	0.01
Serine Proteases	Thrombin	1ba8	0.01
Other Enzymes	HIVPR, HIV protease	1hpx	0.01
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.01
Metalloenzymes	PDE5, phosphodiesterase 5	1xp0	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.01
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.01
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.00
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.00
Other Enzymes	NA, neuraminidase	1a4g	0.00
Serine Proteases	Trypsin	1bju	0.00
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.00
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Other Enzymes	ALR2, aldose reductase	1ah3	0.00
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.00
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.00
Kinases	TK, thymidine kinase	1kim	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Kinases	HSP90, human heat shock protein 90	1uy6	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Serine Proteases	FXa, factor Xa	1f0r	0.00

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(R)-(+)-α-Terpineol

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(R)-(+)-α-Terpineol

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