Home > Compound List > Compound details
153-94-6 molecular structure
click picture or here to close

(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid

ChemBase ID: 2922
Molecular Formular: C11H12N2O2
Molecular Mass: 204.22518
Monoisotopic Mass: 204.08987763
SMILES and InChIs

SMILES:
N[C@H](Cc1c[nH]c2ccccc12)C(=O)O
Canonical SMILES:
OC(=O)[C@@H](Cc1c[nH]c2c1cccc2)N
InChI:
InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1
InChIKey:
QIVBCDIJIAJPQS-SECBINFHSA-N

Cite this record

CBID:2922 http://www.chembase.cn/molecule-2922.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid
IUPAC Traditional name
D-tryptophan(.)
D-tryptophan
Synonyms
D-Tryptophan
(R)-2-amino-3-(1H-indol-3-yl)propanoic acid
(R)-2-Amino-3-(3-indolyl)propionic acid
D-α-Amino-3-indolepropionic acid
D-Tryptophan
H-D-Trp-OH
(+)-Tryptophan
(R)-Tryptophan
(R)-α-Amino-3-indolepropionic Acid
(R)-α-Aminoindole-3-propanoic Acid
D-Tryptophane
NSC 97942
D-色氨酸
CAS Number
153-94-6
EC Number
205-819-9
MDL Number
MFCD00005647
Beilstein Number
86198
PubChem SID
24889918
46508031
160966369
24900598
PubChem CID
6305
9060

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 2.5439286  H Acceptors
H Donor LogD (pH = 5.5) -1.0856168 
LogD (pH = 7.4) -1.0892947  Log P -1.085457 
Molar Refractivity 56.2028 cm3 Polarizability 23.092001 Å3
Polar Surface Area 79.11 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -1.1  LOG S -2.18 
Solubility (Water) 1.36e+00 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Water expand Show data source
Apperance
Off-White Solid expand Show data source
Melting Point
258-260°C (dec.) expand Show data source
273°C dec. expand Show data source
282-285 °C (dec.)(lit.) expand Show data source
Optical Rotation
[α]20/D +31.5±2°, c = 1% in H2O expand Show data source
+31.5 (c=1 in water) expand Show data source
Storage Condition
Refrigerator expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
YN6129000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Gene Information
human ... GRINA(2907)mouse ... GRINA(66168)rat ... GRINA(266668) expand Show data source
Purity
≥98.0% (HPLC) expand Show data source
≥99.0% (NT) expand Show data source
95+% expand Show data source
98% expand Show data source
99% expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C11H12N2O2 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Sigma Aldrich Sigma Aldrich TRC TRC
DrugBank - DB03225 external link
Drug information: experimental
Sigma Aldrich - T9753 external link
Other Notes
Unnatural isomer of tryptophan.
包装
100 g in glass bottle
100 mg in glass bottle
25 g in poly bottle
5 g in glass bottle
Toronto Research Chemicals - T947205 external link
An essential amino acid found in naturally produced peptides. Unlike its stereoisomer, L-tryptophan, it is not used in structural or enzyme proteins.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Karunakaran, S.et al.: Bochem. J., 414, 343 (2008)
  • • Pallaghy, P.K. et al.: Biochem., 38, 11553 (2008)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle