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Bornyl isovalerate

ChemSpider ID: 54930
Molecular Formula: C₁₅H₂₆O₂
Average mass: 238.365997 Da
Monoisotopic mass: 238.192993 Da
Systematic name

1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl 3-methylbutanoate
SMILES and InChIs

SMILES:

O=C(OC2CC1CCC2(C1(C)C)C)CC(C)C Copied

Std. InChI:

InChI=1S/C15H26O2/c1-10(2)8-13(16)17-12-9-11-6-7-15(12,5)14(11,3)4/h10-12H,6-9H2,1-5H3 Copied

Std. InChIKey:

MPYYVGIJHREDBO-UHFFFAOYSA-N Copied
Cite this record
CSID:54930, http://www.chemspider.com/Chemical-Structure.54930.html (accessed 13:13, Jun 20, 2013) Copied

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

1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl 3-methylbutanoate [ACD/IUPAC Name]

200-966-5 [EINECS]

231-935-4 [EINECS]

2-Bornyl 3-methylbutyrate

2-Bornyl isovalerate

7779-73-9 [RN]

Bornyl 3-methylbutanoate

Bornyl isovalerate

Butanoic acid, 3-methyl-, 1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester, endo-

Butanoic acid, 3-methyl-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, endo-

More...

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

AI3-04348 [DBID]

FEMA No. 2165 [DBID]

NSC 68007 [DBID]

W216518_ALDRICH [DBID]

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Properties

Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

Data supplied by datasources and users.

Experimental Physico-chemical Properties

Experimental Boiling Point:

266-269 °C Food and Agriculture Organization of the United Nations 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl 3-methylbutanoate

260 °C Food and Agriculture Organization of the United Nations 1,7,7-Trimethyl-bicyclo(2.2.1)hept-2-yl 3-methylbutanoate

Experimental Refraction Index:

1.463-1.469 Food and Agriculture Organization of the United Nations 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl 3-methylbutanoate

1.458-1.461 Food and Agriculture Organization of the United Nations 1,7,7-Trimethyl-bicyclo(2.2.1)hept-2-yl 3-methylbutanoate

Miscellaneous

Appearance:

Colourless liquid; Herbaceouos-camphoraceous warm, and slightly green-woody aroma Food and Agriculture Organization of the United Nations 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl 3-methylbutanoate

Colourless liquid; Warm, herbaceous, slightly earthy-green aroma Food and Agriculture Organization of the United Nations 1,7,7-Trimethyl-bicyclo(2.2.1)hept-2-yl 3-methylbutanoate

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

ACD/LogP:	4.889	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	4.89	ACD/LogD (pH 7.4):	4.89
ACD/BCF (pH 5.5):	3057.59	ACD/BCF (pH 7.4):	3057.59
ACD/KOC (pH 5.5):	10875.00	ACD/KOC (pH 7.4):	10875.00
#H bond acceptors:	2	#H bond donors:	0
#Freely Rotating Bonds:	4	Polar Surface Area:	26.3 Å²
Index of Refraction:	1.478	Molar Refractivity:	69.216 cm³
Molar Volume:	244.396 cm³	Polarizability:	27.439 10^-24cm³
Surface Tension:	32.5579986572266 dyne/cm	Density:	0.975 g/cm³
Flash Point:	117.264 °C	Enthalpy of Vaporization:	49.832 kJ/mol
Boiling Point:	260.617 °C at 760 mmHg	Vapour Pressure:	0.0120000001043081 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) =  5.26

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  268.12  (Adapted Stein & Brown method)
    Melting Pt (deg C):  56.81  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.0182  (Mean VP of Antoine & Grain methods)
    MP  (exp database):  < 25 deg C
    BP  (exp database):  257.5 deg C

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  0.8885
       log Kow used: 5.26 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.1187 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.02E-003  atm-m3/mole
   Group Method:   3.22E-004  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  6.425E-003 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.26  (KowWin est)
  Log Kaw used:  -1.380  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  6.640
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4404
   Biowin2 (Non-Linear Model)     :   0.5639
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3884  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4259  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5668
   Biowin6 (MITI Non-Linear Model):   0.4417
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.4794
 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):  2.41 Pa (0.0181 mm Hg)
  Log Koa (Koawin est  ): 6.640
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.24E-006 
       Octanol/air (Koa) model:  1.07E-006 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  4.49E-005 
       Mackay model           :  9.94E-005 
       Octanol/air (Koa) model:  8.57E-005 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  10.7759 E-12 cm3/molecule-sec
      Half-Life =     0.993 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    11.911 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 7.22E-005 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  2795
      Log Koc:  3.446 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  1.331E-002  L/mol-sec
  Kb Half-Life at pH 8:       1.650  years  
  Kb Half-Life at pH 7:      16.497  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 3.348 (BCF = 2227)
       log Kow used: 5.26 (estimated)

 Volatilization from Water:
    Henry LC:  0.000322 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River:      4.383  hours
    Half-Life from Model Lake :      177.3  hours   (7.386 days)

 Removal In Wastewater Treatment:
    Total removal:              84.87  percent
    Total biodegradation:        0.70  percent
    Total sludge adsorption:    82.69  percent
    Total to Air:                1.47  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.856           23.8         1000       
   Water     7.15            900          1000       
   Soil      63.6            1.8e+003     1000       
   Sediment  28.4            8.1e+003     0          
     Persistence Time: 1.36e+003 hr

Patents	Personal Collections
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	AR, androgen receptor	1xq2	0.41
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.10
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.06
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	0.03
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.01
Kinases	SRC, tyrosine kinase SRC	2src	0.01
Serine Proteases	Thrombin	1ba8	0.01
Other Enzymes	HIVPR, HIV protease	1hpx	0.01
Metalloenzymes	PDE5, phosphodiesterase 5	1xp0	0.01
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.01
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.00
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.00
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.00
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.00
Kinases	TK, thymidine kinase	1kim	0.00
Serine Proteases	Trypsin	1bju	0.00
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.00
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.00
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	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
Other Enzymes	NA, neuraminidase	1a4g	0.00
Other Enzymes	ALR2, aldose reductase	1ah3	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	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
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.00
Kinases	HSP90, human heat shock protein 90	1uy6	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Serine Proteases	FXa, factor Xa	1f0r	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00

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Bornyl isovalerate

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Bornyl isovalerate

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