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ChemSpider ID: |
103042
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Empirical Formula: |
C20H24O10
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Molecular Weight: |
424.3986
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Nominal Mass: |
424
Da
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Average Mass: |
424.3986
Da
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Monoisotopic Mass: |
424.136947
Da
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Systematic Name: |
[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]methyl 1-hydroxy-6-oxo-cyclohex-2-ene-1-carboxylate
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SMILES: |
O=C1CC\C=C/C1(O)C(=O)OCc3c(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO)cccc3
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InChI: |
InChI=1/C20H24O10/c21-9-13-15(23)16(24)17(25)18(30-13)29-12-6-2-1-5-11(12)10-28-19(26)20(27)8-4-3-7-14(20)22/h1-2,4-6,8,13,15-18,21,23-25,27H,3,7,9-10H2/t13-,15-,16+,17-,18-,20?/m1/s1
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InChIKey: |
CZDNLUMNELLDDD-QZFWYPLZBT
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users,
Redirected by Users, Redirect Approved by Experts
2-((((1-Hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl)oxy)methyl)phenyl beta-D-glucopyranoside
beta-D-Glucopyranoside, 2-((((1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl)oxy)methyl)phenyl
29836-41-7
[RN]
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LogP: |
ACD/LogP:
-1.56
XLogP:
-0.70
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# of Rule of 5 Violations: |
2
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ACD/LogD (pH 5.5): |
-1.56
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ACD/LogD (pH 7.4): |
-1.56
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ACD/BCF (pH 5.5): |
1
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ACD/BCF (pH 7.4): |
1
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ACD/KOC (pH 5.5): |
3.39
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ACD/KOC (pH 7.4): |
3.38
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#H bond acceptors: |
10
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#H bond donors: |
5
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#Freely Rotating Bonds: |
12
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Polar Surface Area: |
107.98
Å2
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Index of Refraction: |
1.641
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Molar Refractivity: |
100.04
cm3
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Molar Volume: |
277
cm3
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Polarizability: |
39.66
10-24cm3
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Surface Tension: |
82
dyne/cm
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Density: |
1.531
g/cm3
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Flash Point: |
233.9
°C
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Enthalpy of Vaporization: |
102.71
kJ/mol
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Boiling Point: |
664.8
°C at 760 mmHg
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Vapour Pressure: |
1.4E-18
mmHg at 25°C
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Log Octanol-Water Partition Coef (SRC):
Log Kow (KOWWIN v1.67 estimate) = -0.99
Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
Boiling Pt (deg C): 623.77 (Adapted Stein & Brown method)
Melting Pt (deg C): 270.41 (Mean or Weighted MP)
VP(mm Hg,25 deg C): 2.7E-018 (Modified Grain method)
Subcooled liquid VP: 1.35E-015 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): 1.508e+004
log Kow used: -0.99 (estimated)
no-melting pt equation used
Water Sol Estimate from Fragments:
Wat Sol (v1.01 est) = 1e+006 mg/L
ECOSAR Class Program (ECOSAR v0.99h):
Class(es) found:
Esters
Vinyl/Allyl Ketones
Vinyl/Allyl Alcohols
Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
Bond Method : 2.88E-019 atm-m3/mole
Group Method: Incomplete
Henrys LC [VP/WSol estimate using EPI values]: 9.998E-023 atm-m3/mole
Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
Log Kow used: -0.99 (KowWin est)
Log Kaw used: -16.929 (HenryWin est)
Log Koa (KOAWIN v1.10 estimate): 15.939
Log Koa (experimental database): None
Probability of Rapid Biodegradation (BIOWIN v4.10):
Biowin1 (Linear Model) : 0.9620
Biowin2 (Non-Linear Model) : 0.8980
Expert Survey Biodegradation Results:
Biowin3 (Ultimate Survey Model): 2.7400 (weeks-months)
Biowin4 (Primary Survey Model) : 3.8739 (days )
MITI Biodegradation Probability:
Biowin5 (MITI Linear Model) : 0.9605
Biowin6 (MITI Non-Linear Model): 0.4632
Anaerobic Biodegradation Probability:
Biowin7 (Anaerobic Linear Model): 0.1807
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): 1.8E-013 Pa (1.35E-015 mm Hg)
Log Koa (Koawin est ): 15.939
Kp (particle/gas partition coef. (m3/ug)):
Mackay model : 1.67E+007
Octanol/air (Koa) model: 2.13E+003
Fraction sorbed to airborne particulates (phi):
Junge-Pankow model : 1
Mackay model : 1
Octanol/air (Koa) model: 1
Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
Hydroxyl Radicals Reaction:
OVERALL OH Rate Constant = 150.7731 E-12 cm3/molecule-sec
Half-Life = 0.071 Days (12-hr day; 1.5E6 OH/cm3)
Half-Life = 0.851 Hrs
Ozone Reaction:
OVERALL Ozone Rate Constant = 1.137500 E-17 cm3/molecule-sec
Half-Life = 1.007 Days (at 7E11 mol/cm3)
Half-Life = 24.179 Hrs
Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
Note: the sorbed fraction may be resistant to atmospheric oxidation
Soil Adsorption Coefficient (PCKOCWIN v1.66):
Koc : 10
Log Koc: 1.000
Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
Total Kb for pH > 8 at 25 deg C : 1.957E-002 L/mol-sec
Kb Half-Life at pH 8: 1.123 years
Kb Half-Life at pH 7: 11.225 years
Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
Log BCF from regression-based method = 0.500 (BCF = 3.162)
log Kow used: -0.99 (estimated)
Volatilization from Water:
Henry LC: 2.88E-019 atm-m3/mole (estimated by Bond SAR Method)
Half-Life from Model River: 4.188E+015 hours (1.745E+014 days)
Half-Life from Model Lake : 4.569E+016 hours (1.904E+015 days)
Removal In Wastewater Treatment:
Total removal: 1.85 percent
Total biodegradation: 0.09 percent
Total sludge adsorption: 1.75 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 0.00482 1.59 1000
Water 46.7 900 1000
Soil 53.2 1.8e+003 1000
Sediment 0.0896 8.1e+003 0
Persistence Time: 950 hr
Descriptors:
0, 0, 0, 0, 0, 0, 0, 8, 1, 0, 5, 10, 4, 4, 9, 2, 6, 2, 2, 1, 2, 0, 0, 0
| Category | Target | PDB Code | LASSO Score |
| Metalloenzymes | ACE, angiotensin-converting enzyme; | 1o86 | 0.00 |
| Other Enzymes | AChE, acetylcholinesterase; | 1eve | 0.00 |
| Metalloenzymes | ADA, adenosine deaminase; | 1stw | 0.00 |
| Other Enzymes | AmpC, AmpC beta-lactamase; | 1xgj | 0.00 |
| Nuclear Hormone Receptors | AR, androgen receptor; | 1xq2 | 0.00 |
| Kinases | CDK2, cyclindependent kinase 2; | 1ckp | 0.00 |
| Metalloenzymes | COMT, catechol O-methyltransferase; | 1h1d | 0.00 |
| Other Enzymes | cyclooxygenase-2 | 1cx2 | 0.00 |
| Folate Enzymes | DHFR, dihydrofolate reductase; | 3dfr | 0.00 |
| Kinases | EGFr, epidermal growth factor receptor; | 1m17 | 0.00 |
| Nuclear Hormone Receptors | ER, estrogen receptor; agonist | 1l2i | 0.00 |
| Kinases | FGFr1, fibroblast growth factor receptor kinase; | 1agw | 0.00 |
| Serine Proteases | FXa, factor Xa; | 1f0r | 0.00 |
| Folate Enzymes | GART, glycinamide ribonucleotide transformylase; | 1c2t | 0.00 |
| Other Enzymes | GPB, glycogen phosphorylase â; | 1a8i | 0.05 |
| Other Enzymes | HIVPR, HIV protease; | 1hpx | 0.01 |
| Other Enzymes | HIVRT, HIV reverse transcriptase; | 1rt1 | 0.00 |
| Other Enzymes | HMGR, hydroxymethylglutaryl-CoA reductase; | 1hw8 | 0.01 |
| Kinases | HSP90, human heat shock protein 90; | 1uy6 | 0.01 |
| Nuclear Hormone Receptors | MR, mineralocorticoid receptor; | 2aa2 | 0.01 |
| Other Enzymes | NA, neuraminidase; | 1a4g | 0.00 |
| Kinases | P38 MAP, P38 mitogen activated protein; | 1kv2 | 0.00 |
| Other Enzymes | PARP, poly(ADP-ribose) polymerase; | 1efy | 0.01 |
| Metalloenzymes | PDE5, phosphodiesterase 5; | 1xp0 | 0.01 |
| Kinases | PDGFrb, platelet derived growth factor receptor kinase; | | 0.00 |
| Other Enzymes | PNP, purine nucleoside phosphorylase; | 1b8o | 0.00 |
| Nuclear Hormone Receptors | PPARg, peroxisome proliferator activated receptor ç; | 1fm9 | 0.03 |
| Nuclear Hormone Receptors | PR, progesterone receptor; | 1sr7 | 0.00 |
| Nuclear Hormone Receptors | RXRa, retinoic X receptor R; | 1mvc | 0.00 |
| Other Enzymes | SAHH, S-adenosyl-homocysteine hydrolase; | 1a7a | 0.00 |
| Kinases | SRC, tyrosine kinase SRC; | 2src | 0.01 |
| Serine Proteases | Thrombin | 1ba8 | 0.00 |
| Kinases | TK, thymidine kinase; | 1kim | 0.00 |
| Kinases | VEGFr2, vascular endothelial growth factor receptor; | 1vr2 | 0.00 |
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