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Methyl Hydrogen 6,6'-Diapocarotene-6,6'-dioate

ChemSpider ID: 4901302
Molecular Formula: C₂₅H₃₀O₄
Average mass: 394.503296 Da
Monoisotopic mass: 394.214417 Da
Systematic name

(2E,4E,6E,8E,10E,12E,14E,16E,18E)-20-Methoxy-4,8,13,17-tetramethyl-20-oxo-2,4,6,8,10,12,14,16,18-icosanonaenoic acid
SMILES and InChIs

SMILES:

O=C(O)\C=C\C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C=C\C(=O)OC)C)C)C)C Copied

Std. InChI:

InChI=1S/C25H30O4/c1-20(12-8-14-22(3)16-18-24(26)27)10-6-7-11-21(2)13-9-15-23(4)17-19-25(28)29-5/h6-19H,1-5H3,(H,26,27)/b7-6+,12-8+,13-9+,18-16+,19-17+,20-10+,21-11+,22-14+,23-15+ Copied

Std. InChIKey:

RAFGELQLHMBRHD-IFNPSABLSA-N Copied
Cite this record
CSID:4901302, http://www.chemspider.com/Chemical-Structure.4901302.html (accessed 22:42, May 25, 2012) Copied

Names and Identifiers

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Data supplied by datasources and users.

miscellaneous
- Source:
  
  Bixa orellana seeds
- Drug Status:
  
  undetermined activity
- Chemical Class:
  
  lipid

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

ACD/LogP:	6.32	# of Rule of 5 Violations:	1
ACD/LogD (pH 5.5):	5.45	ACD/LogD (pH 7.4):	3.65
ACD/BCF (pH 5.5):	5010.48	ACD/BCF (pH 7.4):	79.23
ACD/KOC (pH 5.5):	8743.80	ACD/KOC (pH 7.4):	138.27
#H bond acceptors:	4	#H bond donors:	1
#Freely Rotating Bonds:	11	Polar Surface Area:	63.6 Å²
Index of Refraction:	1.548	Molar Refractivity:	121.101 cm³
Molar Volume:	381.049 cm³	Polarizability:	48.008 10^-24cm³
Surface Tension:	37.4970016479492 dyne/cm	Density:	1.035 g/cm³
Flash Point:	197.826 °C	Enthalpy of Vaporization:	96.994 kJ/mol
Boiling Point:	596.023 °C at 760 mmHg	Vapour Pressure:	0 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) =  8.23

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  508.94  (Adapted Stein & Brown method)
    Melting Pt (deg C):  191.62  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.45E-010  (Modified Grain method)
    MP  (exp database):  198 deg C
    Subcooled liquid VP: 1.63E-008 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):  0.0007697
       log Kow used: 8.23 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.052056 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.69E-008  atm-m3/mole
   Group Method:   2.56E-014  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.652E-007 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  8.23  (KowWin est)
  Log Kaw used:  -6.161  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.391
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8066
   Biowin2 (Non-Linear Model)     :   0.8937
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8322  (weeks       )
   Biowin4 (Primary Survey Model) :   3.8931  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1521
   Biowin6 (MITI Non-Linear Model):   0.0083
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2325
 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):  2.17E-006 Pa (1.63E-008 mm Hg)
  Log Koa (Koawin est  ): 14.391
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.38 
       Octanol/air (Koa) model:  60.4 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.98 
       Mackay model           :  0.991 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 486.4106 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 488.6716 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   15.833 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   15.759 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    21.147499 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    21.234999 E-17 cm3/molecule-sec [Trans-]
      Half-Life =    78.035 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    77.713 Min (at 7E11 mol/cm3) [Trans-isomer]
   Fraction sorbed to airborne particulates (phi): 0.986 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  7.391E+004
      Log Koc:  4.869 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  9.354E-003  L/mol-sec
  Kb Half-Life at pH 8:       2.348  years  
  Kb Half-Life at pH 7:      23.480  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.000 (BCF = 10)
       log Kow used: 8.23 (estimated)

 Volatilization from Water:
    Henry LC:  2.56E-014 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 4.543E+010  hours   (1.893E+009 days)
    Half-Life from Model Lake : 4.956E+011  hours   (2.065E+010 days)

 Removal In Wastewater Treatment:
    Total removal:              94.02  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    93.25  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       1.78e-005       0.375        1000       
   Water     3.14            360          1000       
   Soil      40.2            720          1000       
   Sediment  56.6            3.24e+003    0          
     Persistence Time: 1.63e+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
Other Enzymes	NA, neuraminidase	1a4g	0.81
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.39
Nuclear Hormone Receptors	GR, glucocorticoid receptor	1m2z	0.10
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.03
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.03
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.02
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.02
Kinases	SRC, tyrosine kinase SRC	2src	0.02
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.01
Other Enzymes	HIVPR, HIV protease	1hpx	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.01
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.01
Other Enzymes	InhA, enoyl ACP reductase	1p44	0.01
Kinases	HSP90, human heat shock protein 90	1uy6	0.00
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.00
Other Enzymes	ALR2, aldose reductase	1ah3	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.00
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.00
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.00
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.00
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.00
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.00
Serine Proteases	Thrombin	1ba8	0.00
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.00
Serine Proteases	Trypsin	1bju	0.00
Metalloenzymes	PDE5, phosphodiesterase 5	1xp0	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00
Other Enzymes	AChE, acetylcholinesterase	1eve	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Serine Proteases	FXa, factor Xa	1f0r	0.00
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00
Kinases	TK, thymidine kinase	1kim	0.00

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Methyl Hydrogen 6,6'-Diapocarotene-6,6'-dioate

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Methyl Hydrogen 6,6'-Diapocarotene-6,6'-dioate

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