InChI=1/C18H26O3/c1-4-6-7-15(5-2)14-21-18(19)13-10-16-8-11-17(20-3)12-9-16/h8-13,15H,4-7,14H2,1-3H3/b13-10+

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Search term: YBGZDTIWKVFICR-JLHYYAGUBM
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Inherent Properties, Identifiers and References

ChemSpider ID:	4511170
Empirical Formula:	C₁₈H₂₆O₃
Molecular Weight:	290.3972
Nominal Mass:	290 Da
Average Mass:	290.3972 Da
Monoisotopic Mass:	290.188195 Da

Systematic Name:

2-ethylhexyl (E)-3-(4-methoxyphenyl)prop-2-enoate

SMILES:

O=C(OCC(CC)CCCC)\C=C\c1ccc(OC)cc1

InChI:

InChI=1/C18H26O3/c1-4-6-7-15(5-2)14-21-18(19)13-10-16-8-11-17(20-3)12-9-16/h8-13,15H,4-7,14H2,1-3H3/b13-10+

InChIKey:

YBGZDTIWKVFICR-JLHYYAGUBM

Std. InChI:

InChI=1S/C18H26O3/c1-4-6-7-15(5-2)14-21-18(19)13-10-16-8-11-17(20-3)12-9-16/h8-13,15H,4-7,14H2,1-3H3/b13-10+

Std. InChIKey:

YBGZDTIWKVFICR-JLHYYAGUSA-N

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Wikipedia Article(s)

Octyl methoxycinnamate (INCI) or octinoxate (USAN), trade names Eusolex 2292 and Tinosorb OMC, is an organic compound that is an ingredient in some sunscreens and lip balms. It is an ester formed from methoxycinnamic acid and 2-ethylhexanol. It is a clear liquid that is insoluble in water. Its primary use is in suncreens and other cosmetics to absorb UV-B rays from the sun, protecting the skin from damage. It is also used to reduce the appearance of scars. Read more... or Edit at Wikipedia...

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Names and Synonyms

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

2-Ethylhexyl 4-methoxycinnamate

(2E)-3-(4-Méthoxyphényl)acrylate de 2-éthylhexyle

2-Ethylhexyl (2E)-3-(4-methoxyphenyl)-2-propenoate

2-Ethylhexyl (2E)-3-(4-methoxyphenyl)acrylate

2-ethylhexyl (2E)-3-(4-methoxyphenyl)prop-2-enoate

2-Ethylhexyl trans-4-methoxycinnamate

2-Ethylhexyl-(2E)-3-(4-methoxyphenyl)acrylat

2-Propenoic acid, 3- (4-methoxyphenyl)-, 2-ethylhexyl ester

2-propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester, (2E)-

3-(4-Methoxyphenyl)-2-propenoic Acid 2-Ethylhexyl Ester

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Database ID(s)

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ACD/Labs Predicted Properties

ACD/LogP:	5.66	# of Rule of 5 Violations:	1
ACD/LogD (pH 5.5):	5.66	ACD/LogD (pH 7.4):	5.66
ACD/BCF (pH 5.5):	11740.24	ACD/BCF (pH 7.4):	11740.24
ACD/KOC (pH 5.5):	28488.09	ACD/KOC (pH 7.4):	28488.09
#H bond acceptors:	3	#H bond donors:	0
#Freely Rotating Bonds:	10	Polar Surface Area:	35.53 Å²
Index of Refraction:	1.515	Molar Refractivity:	87.61 cm³
Molar Volume:	290.3 cm³	Polarizability:	34.73 10^-24cm³
Surface Tension:	35.2 dyne/cm	Density:	1 g/cm³
Flash Point:	171.6 °C	Enthalpy of Vaporization:	65.68 kJ/mol
Boiling Point:	405.3 °C at 760 mmHg	Vapour Pressure:	8.89E-07 mmHg at 25°C

EPI Summary

            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  5.80

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  360.54  (Adapted Stein & Brown method)
    Melting Pt (deg C):  99.87  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.38E-005  (Modified Grain method)
    Subcooled liquid VP: 7.41E-005 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  0.1548
       log Kow used: 5.80 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.1432 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.78E-006  atm-m3/mole
   Group Method:   8.48E-006  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  3.406E-005 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  5.80  (KowWin est)
  Log Kaw used:  -4.138  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  9.938
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0238
   Biowin2 (Non-Linear Model)     :   0.9991
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.9378  (weeks       )
   Biowin4 (Primary Survey Model) :   4.0039  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6300
   Biowin6 (MITI Non-Linear Model):   0.6352
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.0648
 Ready Biodegradability Prediction:   YES

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

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  0.00988 Pa (7.41E-005 mm Hg)
  Log Koa (Koawin est  ): 9.938
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000304 
       Octanol/air (Koa) model:  0.00213 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0108 
       Mackay model           :  0.0237 
       Octanol/air (Koa) model:  0.145 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  51.6932 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =  54.3532 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    2.483 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    2.361 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.050000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     2.100000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     1.091 Days (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    13.097 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Fraction sorbed to airborne particulates (phi): 0.0173 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.228E+004
      Log Koc:  4.089 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  6.176E-003  L/mol-sec
  Kb Half-Life at pH 8:       3.556  years  
  Kb Half-Life at pH 7:      35.562  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 3.768 (BCF = 5856)
       log Kow used: 5.80 (estimated)

 Volatilization from Water:
    Henry LC:  8.48E-006 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River:      119.4  hours   (4.975 days)
    Half-Life from Model Lake :       1445  hours   (60.23 days)

 Removal In Wastewater Treatment:
    Total removal:              91.08  percent
    Total biodegradation:        0.76  percent
    Total sludge adsorption:    90.31  percent
    Total to Air:                0.02  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.224           4.17         1000       
   Water     9.24            360          1000       
   Soil      40.7            720          1000       
   Sediment  49.8            3.24e+003    0          
     Persistence Time: 853 hr

SimBioSys LASSO

Descriptors: 0, 0, 0, 0, 0, 0, 0, 4, 1, 0, 0, 0, 15, 4, 5, 2, 6, 2, 1, 0, 2, 0, 0, 0

Category	Target	PDB Code	LASSO Score
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.03
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.02
Kinases	SRC, tyrosine kinase SRC	2src	0.01
Serine Proteases	Thrombin	1ba8	0.01
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	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
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.00
Serine Proteases	Trypsin	1bju	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
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.00
Other Enzymes	ALR2, aldose reductase	1ah3	0.00
Other Enzymes	NA, neuraminidase	1a4g	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.00
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	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
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Serine Proteases	FXa, factor Xa	1f0r	0.00
Kinases	TK, thymidine kinase	1kim	0.00