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ChemSpider ID: |
1057
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Empirical Formula: |
C3H7NO2
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Molecular Weight: |
89.0932
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Nominal Mass: |
89
Da
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Average Mass: |
89.0932
Da
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Monoisotopic Mass: |
89.047678
Da
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Systematic Name: |
2-methylaminoacetic acid
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SMILES: |
O=C(O)CNC
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InChI: |
InChI=1/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)
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InChIKey: |
FSYKKLYZXJSNPZ-UHFFFAOYAL
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Std. InChI: |
InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)
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Std. InChIKey: |
FSYKKLYZXJSNPZ-UHFFFAOYSA-N
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Sarcosine, also known as N-methylglycine, is an intermediate and byproduct in glycine synthesis and degradation. Sarcosine is metabolized to glycine by the enzyme sarcosine dehydrogenase, while glycine-N-methyl transferase generates sarcosine from glycine. Sarcosine is a natural amino acid found in muscles and other body tissues. In the laboratory, it may be synthesized from chloroacetic acid and methylamine. Sarcosine is found naturally as an intermediate in the metabolism of choline to glycine. Sarcosine is sweet to the taste and dissolves in water. It is used in manufacturing biodegradable surfactants and toothpastes as well as in other applications.
Sarcosine is ubiquitous in biological materials and is present in such foods as egg yolks, turkey, ham, vegetables, legumes, etc.
Sarcosine is formed from dietary intake of choline and from the metabolism of methionine, and is rapidly degraded to glycine, which, in addition to its importance as a constituent of protein, plays a significant role in various physiological processes as a prime metabolic source of components of living cells such as glutathione, creatine, purines and serine. The concentration of sarcosine in blood serum of normal human subjects is 1.59 ± 1.08 millimolar.
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User Data
- experimental physchem properties
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The melting point of a crystalline solid is the temperature range at which it changes state from solid to liquid. See also: Melting Point
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- miscellaneous
Validated by Experts, Validated by Users, Non-Validated, Removed by Users,
Redirected by Users, Redirect Approved by Experts
(methylamino)-Acetic acid
(Methylamino)essigsäure
107-97-1
[RN]
Acide (méthylamino)acétique
glycine, N-methyl-
Methylaminoethanoic acid
N-Methylglycin
N-methyl-Glycine
N-Methylglycine
N-Methylglycocoll
More...
polysarcosine
(methylamino)acetate
(methylamino)-Acetate
(Methylamino)ethanoate
N-Methylaminoacetate
sarcosinate
(methylamino)acetic acid
(methylamino)ethanoic acid
1699442
[Beilstein]
203-538-6
[EINECS/ELINCS]
25951-24-0
[RN]
270-156-4
[EINECS/ELINCS]
2-Methylaminoethanoic acid
4-04-00-02363
4-04-00-02363 (Beilstein Handbook Reference)
[Beilstein]
4316-73-8
[RN]
61791-59-1
[RN]
637-96-7
[RN]
68411-97-2
[RN]
783292-49-9
[RN]
Acetic acid, (methylamino)-
bmse000160
Cocobetaine
Cocoyl sarcosine
Cocoylsarcosine
EINECS 203-538-6
Glycine, N-methyl-, N-coco acyl derivs.
Glycine, N-methyl-N-(1-oxococonut alkyl)-
methylaminoacetic acid
Methylglycine
MGY
N-Cocoyl sarcosine
N-Cocoyl-N-methyl glycine
N-Cocoyl-N-methylglycine
N-methylaminoacetic acid
N-Methyl-N-(1-oxococonut alkyl)glycine
Sar
Sarcosin
sarcosine
[Wiki]
sarcosinic acid
Sargosine hydrochloride
Less...
Validated by Experts, Validated by Users, Non-Validated, Removed by Users,
Redirected by Users, Redirect Approved by Experts
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ACD/LogP: |
-0.79
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# of Rule of 5 Violations: |
0
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ACD/LogD (pH 5.5): |
-3.29
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ACD/LogD (pH 7.4): |
-3.29
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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): |
1
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ACD/KOC (pH 7.4): |
1
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#H bond acceptors: |
3
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#H bond donors: |
2
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#Freely Rotating Bonds: |
2
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Polar Surface Area: |
29.54
Å2
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Index of Refraction: |
1.431
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Molar Refractivity: |
21.1
cm3
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Molar Volume: |
81.4
cm3
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Polarizability: |
8.36
10-24cm3
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Surface Tension: |
37.1
dyne/cm
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Density: |
1.093
g/cm3
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Flash Point: |
71.8
°C
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Enthalpy of Vaporization: |
47.54
kJ/mol
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Boiling Point: |
195.1
°C at 760 mmHg
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Vapour Pressure: |
0.184
mmHg at 25°C
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Log Octanol-Water Partition Coef (SRC):
Log Kow (KOWWIN v1.67 estimate) = -2.94
Log Kow (Exper. database match) = -2.78
Exper. Ref: Hansch,C et al. (1995)
Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
Boiling Pt (deg C): 378.20 (Adapted Stein & Brown method)
Melting Pt (deg C): 232.05 (Mean or Weighted MP)
VP(mm Hg,25 deg C): 2.84E-007 (Modified Grain method)
MP (exp database): 212.5 dec deg C
Subcooled liquid VP: 2.8E-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): 2.52e+005
log Kow used: -2.78 (expkow database)
no-melting pt equation used
Water Sol (Exper. database match) = 3e+005 mg/L (20 deg C)
Exper. Ref: YALKOWSKY,SH & DANNENFELSER,RM (1992)
Water Sol Estimate from Fragments:
Wat Sol (v1.01 est) = 6.4487e+005 mg/L
Wat Sol (Exper. database match) = 300000.00
Exper. Ref: YALKOWSKY,SH & DANNENFELSER,RM (1992)
ECOSAR Class Program (ECOSAR v0.99h):
Class(es) found:
Aliphatic Amines-acid
Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
Bond Method : 2.47E-009 atm-m3/mole
Group Method: Incomplete
Henrys LC [VP/WSol estimate using EPI values]: 1.321E-013 atm-m3/mole
Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
Log Kow used: -2.78 (exp database)
Log Kaw used: -6.996 (HenryWin est)
Log Koa (KOAWIN v1.10 estimate): 4.216
Log Koa (experimental database): None
Probability of Rapid Biodegradation (BIOWIN v4.10):
Biowin1 (Linear Model) : 0.9317
Biowin2 (Non-Linear Model) : 0.9706
Expert Survey Biodegradation Results:
Biowin3 (Ultimate Survey Model): 3.3913 (days-weeks )
Biowin4 (Primary Survey Model) : 4.1480 (days )
MITI Biodegradation Probability:
Biowin5 (MITI Linear Model) : 0.7114
Biowin6 (MITI Non-Linear Model): 0.7777
Anaerobic Biodegradation Probability:
Biowin7 (Anaerobic Linear Model): 1.1466
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): 0.00373 Pa (2.8E-005 mm Hg)
Log Koa (Koawin est ): 4.216
Kp (particle/gas partition coef. (m3/ug)):
Mackay model : 0.000804
Octanol/air (Koa) model: 4.04E-009
Fraction sorbed to airborne particulates (phi):
Junge-Pankow model : 0.0282
Mackay model : 0.0604
Octanol/air (Koa) model: 3.23E-007
Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
Hydroxyl Radicals Reaction:
OVERALL OH Rate Constant = 71.2995 E-12 cm3/molecule-sec
Half-Life = 0.150 Days (12-hr day; 1.5E6 OH/cm3)
Half-Life = 1.800 Hrs
Ozone Reaction:
No Ozone Reaction Estimation
Fraction sorbed to airborne particulates (phi): 0.0443 (Junge,Mackay)
Note: the sorbed fraction may be resistant to atmospheric oxidation
Soil Adsorption Coefficient (PCKOCWIN v1.66):
Koc : 1.25
Log Koc: 0.097
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 = 0.500 (BCF = 3.162)
log Kow used: -2.78 (expkow database)
Volatilization from Water:
Henry LC: 2.47E-009 atm-m3/mole (estimated by Bond SAR Method)
Half-Life from Model River: 2.237E+005 hours (9322 days)
Half-Life from Model Lake : 2.441E+006 hours (1.017E+005 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 0.0793 3.6 1000
Water 35.5 208 1000
Soil 64.4 416 1000
Sediment 0.0614 1.87e+003 0
Persistence Time: 361 hr
Descriptors:
0, 0, 0, 2, 0, 0, 0, 3, 0, 0, 0, 0, 0, 0, 5, 0, 0, 2, 1, 1, 0, 0, 0, 0
| Category | Target | PDB Code | LASSO Score |
| Other Enzymes | PARP, poly(ADP-ribose) polymerase | 1efy | 0.97 |
| Folate Enzymes | GART, glycinamide ribonucleotide transformylase | 1c2t | 0.86 |
| Other Enzymes | GPB, glycogen phosphorylase | 1a8i | 0.11 |
| Other Enzymes | PNP, purine nucleoside phosphorylase | 1b8o | 0.06 |
| Kinases | TK, thymidine kinase | 1kim | 0.06 |
| Nuclear Hormone Receptors | PPARg, peroxisome proliferator activated receptor | 1fm9 | 0.03 |
| Kinases | SRC, tyrosine kinase SRC | 2src | 0.02 |
| Other Enzymes | HMGR, hydroxymethylglutaryl-CoA reductase | 1hw8 | 0.01 |
| Metalloenzymes | PDE5, phosphodiesterase 5 | 1xp0 | 0.01 |
| Other Enzymes | HIVPR, HIV protease | 1hpx | 0.01 |
| Nuclear Hormone Receptors | MR, mineralocorticoid receptor | 2aa2 | 0.01 |
| Other Enzymes | AmpC, AmpC beta-lactamase | 1xgj | 0.01 |
| Metalloenzymes | ACE, angiotensin-converting enzyme | 1o86 | 0.01 |
| Folate Enzymes | DHFR, dihydrofolate reductase | 3dfr | 0.00 |
| Nuclear Hormone Receptors | ER, estrogen receptor; agonist | 1l2i | 0.00 |
| Nuclear Hormone Receptors | PR, progesterone receptor | 1sr7 | 0.00 |
| Kinases | CDK2, cyclindependent kinase 2 | 1ckp | 0.00 |
| Kinases | VEGFr2, vascular endothelial growth factor receptor | 1vr2 | 0.00 |
| Kinases | FGFr1, fibroblast growth factor receptor kinase | 1agw | 0.00 |
| Other Enzymes | NA, neuraminidase | 1a4g | 0.00 |
| Other Enzymes | SAHH, S-adenosyl-homocysteine hydrolase | 1a7a | 0.00 |
| Other Enzymes | HIVRT, HIV reverse transcriptase | 1rt1 | 0.00 |
| Kinases | EGFr, epidermal growth factor receptor | 1m17 | 0.00 |
| Other Enzymes | AChE, acetylcholinesterase | 1eve | 0.00 |
| Nuclear Hormone Receptors | AR, androgen receptor | 1xq2 | 0.00 |
| Kinases | PDGFrb, platelet derived growth factor receptor kinase | N/A | 0.00 |
| Nuclear Hormone Receptors | RXRa, retinoic X receptor R | 1mvc | 0.00 |
| Metalloenzymes | ADA, adenosine deaminase | 1stw | 0.00 |
| Kinases | HSP90, human heat shock protein 90 | 1uy6 | 0.00 |
| Serine Proteases | FXa, factor Xa | 1f0r | 0.00 |
| Metalloenzymes | COMT, catechol O-methyltransferase | 1h1d | 0.00 |
| Other Enzymes | COX-2, cyclooxygenase-2 | 1cx2 | 0.00 |
| Kinases | P38 MAP, P38 mitogen activated protein | 1kv2 | 0.00 |
| Serine Proteases | Thrombin | 1ba8 | 0.00 |
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