Home > Compound List > Compound details
53956-04-0 molecular structure
click picture or here to close

(2S,3S,4S,5R,6S)-6-{[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid amine

ChemBase ID: 73000
Molecular Formular: C42H65NO16
Molecular Mass: 839.9626
Monoisotopic Mass: 839.43033501
SMILES and InChIs

SMILES:
[C@@]1(CC[C@]2([C@@H](C1)C1=CC(=O)[C@H]3[C@]([C@@]1(CC2)C)(CC[C@@H]1[C@@]3(CC[C@@H](C1(C)C)O[C@H]1O[C@@H]([C@H]([C@@H]([C@H]1O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)O)O)C(=O)O)C)C)C)(C)C(=O)O.N
Canonical SMILES:
O[C@@H]1[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)O)C)C)C.N
InChI:
InChI=1S/C42H62O16.H3N/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50;/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54);1H3/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+;/m0./s1
InChIKey:
ILRKKHJEINIICQ-OOFFSTKBSA-N

Cite this record

CBID:73000 http://www.chembase.cn/molecule-73000.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S,4S,5R,6S)-6-{[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid amine
IUPAC Traditional name
glyzyrrhizin amine
Synonyms
AMGZ
Ammonium Glycyrrhizinate
Glycyrrhizic acid ammonium salt from glycyrrhiza root (licorice)
3-O-(2-O-β-D-Glucopyranuronosyl-α-D-glucopyranuronosyl)-18β-glycyrrhetinic acid ammonium salt
Glycyrrhizin
3-O-(2-O-β-D-Glucopyranuronosyl-α-D-glucopyranuronosyl)-18β-glycyrrhetinic acid 铵盐
甘草甜
甘草酸 铵盐 来源于甘草根(甘草)
CAS Number
53956-04-0
1407-03-0
EC Number
258-887-7
MDL Number
MFCD00167400
Beilstein Number
3897076
PubChem SID
24873374
162037920
24895085
PubChem CID
62074

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 62074 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.961005  H Acceptors 16 
H Donor LogD (pH = 5.5) -2.329018 
LogD (pH = 7.4) -6.5692225  Log P 3.1302059 
Molar Refractivity 198.8299 cm3 Polarizability 80.55014 Å3
Polar Surface Area 267.04 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Optical Rotation
[α]20/D +48±4°, c = 1% in ethanol: water (1:1) expand Show data source
Sweetness
50 × sucrose expand Show data source
Storage Condition
-20°C expand Show data source
RTECS
LZ6500000 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
2 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥70% (HPLC) expand Show data source
≥95.0% (NT) expand Show data source
Salt Data
Glycyrrhizinate expand Show data source
Impurities
≤7% water expand Show data source
Linear Formula
C42H62O16 · NH3 expand Show data source

DETAILS

DETAILS

Selleck Chemicals Selleck Chemicals Sigma Aldrich Sigma Aldrich
Selleck Chemicals - S2376 external link
Research Area: Metabolic Disease
Biological Activity:
Mono-ammonium glycyrrhizinate(AMGZ) is a unique product derived from Licorice root and has an extremely sweet taste. It is an excellent foaming agent that acts as a co-emulsifier. It is also excellent in recipes that require gelling or suspension properties for a consistent feeling in the mouth or a stable cloud effect in the product.Very small quantities are required to achieve the desired results, usually a few parts per million. However, varying amounts should be evaluated in your product for best taste.MAGZ is up to 50 times sweeter than sucrose — and can greatly enhance an already sweetened product as a result of synergies with both natural and synthetic sweeteners. It was found to be active against viruses, while not affecting cell activity and ability to replicate. It was also reported that glycyrrhizic acid inactivates herpes simplex particles irreversibly. [1]
Sigma Aldrich - 50531 external link
Biochem/physiol Actions
Biologically active constituent in the sweet root of Glycyrrhiza species (licorice). Antiviral.
Sigma Aldrich - G2137 external link
Biochem/physiol Actions
甘草属(甘草)甜根中的生物活性组分。抗病毒。
包装
25, 100 g in poly bottle

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • van Rossum TG et al. Am J Gastroenterol. 2001 Aug;96(8):2432-7.
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle