Gentiopicroside

Basic Information

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CAS Number

20831-76-9

Molecular Formula

C16H20O9

Molecular Weight

356.32 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Powder

Melting Point

191 ºC

Boiling Point

667.8±55.0°C at 760 mmHg

Density

1.5±0.1 g/cm3

Flash Point

247.1±25.0 °C

Refractive Index

1.623

Vapor Pressure

0.0±4.6 mmHg at 25°C

Specific Rotation

-200 º (c=2, H2O)

SMILES

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C=CC1C(OC=C2C1=CCOC2=O)OC3C(C(C(C(O3)CO)O)O)O

InChI

InChI=1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1

InChIKey

DUAGQYUORDTXOR-GPQRQXLASA-N

LogP

-1.67150

Complexity

598

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Storage Conditions

-20℃

Synonyms & References

English

EX-A6716
CHEBI:5321
AC-20248
NCGC00180669-01
GENTIOPICRIN [MI]
1ST40190
(5beta-trans)-6-(beta-D-Glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one
(3S,4R)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one
(5R,6S)-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-vinyl-5,6-dihydropyrano[3,4-c]pyran-1(3H)-one
0WE09Z21RC
MLS002473254
A814958
1H,3H-Pyrano(3,4-c)pyran-1-one, 5-ethenyl-6-(beta-D-glucopyranosyloxy)-5,6-dihydro-, (5R-trans)-
Gentiopicroside
CS-0009015
NSC 606402
AS-74360
AC-33960
(5R-trans)-6-(b-D-glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one
MFCD00075700
EINECS 244-070-2
(5R,6S)-5-ethenyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,5H,6H-pyrano[3,4-c]pyran-1-one
CHEMBL508320
(5R,6S)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-5-vinyl-5,6-dihydropyrano[3,4-c]pyran-1(3H)-one
NSC-606402
SMR001397341
SCHEMBL154304
CCG-268110
C09782
UNII-0WE09Z21RC
Gentiopicroside, >=98% (HPLC)

MDL Number

MFCD00075700

FAQ

What is Gentiopicroside (CAS: 20831-76-9)?

Gentiopicroside is a flavonoid glycoside with the chemical formula C15H10O7. It is a white crystalline powder known for its bitter taste and water solubility. Found naturally in plants like Scrophularia ningpoensis, it exhibits antioxidant and anti-inflammatory properties, making it a valuable compound in pharmaceutical and research applications.

What are the main uses of Gentiopicroside (CAS: 20831-76-9)?

Gentiopicroside is primarily used in pharmaceuticals as an anti-inflammatory and antioxidant agent. It is also employed in herbal medicine for liver protection and digestive health. Additionally, it serves as a research compound for studying bioactive properties and is used in food supplements to enhance flavor and nutritional value.

Is Gentiopicroside (CAS: 20831-76-9) safe?

Gentiopicroside is generally considered safe when used in recommended doses. It has low toxicity and is approved for use in food and pharmaceutical industries. However, handling precautions include avoiding skin and eye contact, and using protective gloves and goggles. Always follow safety standards set by regulatory bodies for proper use.

How should Gentiopicroside (CAS: 20831-76-9) be stored?

Gentiopicroside should be stored in a cool, dry place (ideally 20°C), away from light and moisture. Keep in airtight, dark-colored containers to maintain stability and prevent degradation. Ensure storage conditions are controlled to preserve its potency and quality over time.