Aucubin | CAS No. 479-98-1

Aucubin

Basic Information

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CAS Number

479-98-1

Molecular Formula

C15H22O9

Molecular Weight

346.33 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

Powder

Melting Point

181°

Boiling Point

669 °C at 760 mmHg

Density

1.6100

Flash Point

358.4 °C

Solubility

,Acetontrile

Refractive Index

1.659

Specific Rotation

D21 -163.1° (c = 1.6)

SMILES

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OCC1=C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O

InChI

InChI=1S/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1

InChIKey

RJWJHRPNHPHBRN-FKVJWERZSA-N

LogP

-2.8014999999999977

Topological Polar Surface Area

149.07 Å²

Hydrogen Bond Donor/Acceptor

6 / 9

Complexity

507

Safety Information

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Storage Conditions

-20℃

Synonyms & References

English

Aucubin
B-D-GLUCOPYRANOSIDE, (1S,4AR,5S,7AS)-1,4A,5,7A-TETRAHYDRO-5-HYDROXY-7-(HYDROXYMETHYL)CYCLOPENTA[C]PYRAN-1-YL
RHINANTHIN
1,4a,5,7a-tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl-beta-D-glucopyranoside
[1S-(1alpha,4aalpha,5alpha,7aalpha)]-1,4a,5,7a-tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl-beta-D-glucopyranoside
AUCUBINB-D-GLUCOPYRANOSIDE, (1S,4AR,5S,7AS)-1,4A,5,7A-TETRAHYDRO-5-HYDROXY-7-(HYDROXYMETHYL)CYCLOPENTA[C]PYRAN-1-YL,
Aucubin std.
AUCUBIN(P)
AUCUBIN hplc
(2S,3R,4S,5S,6R)-2-[[(1S,4aR,5S,7aS)-5-Hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
AUCUBIN WITH HPLC
[c]pyran-1-yl
tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta
β-D-Glucopyranoside, (1S,4aR,5S,7aS)-1,4a,5,7a-
b-D-Glucopyranoside, 1,4a,5,7a-tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl, [1S-(1a,4a,5a,7a)]
Rhimantin
1S-(1alpha,4aalpha,5alpha,7aalpha)-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl-beta-D-glucopyranoside
[(1S)-1,4aα,5,7aα-Tetrahydro-5α-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1α-yl]β-D-glucopyranoside
Aucubigenin 1-O-β-D-glucopyranoside
AUCUBI
AUCUBIN(AS) PrintBack
AUCUBIN(P) PrintBack
Aucubine
Rhimanthin
Aucuboside
2G52GS8UML
1,4a,5,7a-Tetrahydro-5-hydroxy-7-hydroxymethylcyclopenta(c)pyran-1-yl-beta-D-glucopyranoside
(1S-(1alpha,4aalpha,5alpha,7aalpha))-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta(c)pyran-1-yl-beta-D-glucopyranoside
(2S,3R,4S,5S,6R)-2-[[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)tetrahydropyran
Aucubine,Aucubosid,Aucuboside,Rhimantin

MDL Number

MFCD00136026

FAQ

What is Aucubin (CAS: 479-98-1)?

Aucubin is a naturally occurring iridoid glycoside with the chemical formula C14H22O7. It is commonly found in plants such as Aucuba japonica and is known for its bitter taste and potential pharmacological properties. Aucubin is a white to pale yellow crystalline solid that is soluble in water and ethanol, and it is often used as a precursor in the synthesis of other compounds.

What are the main uses of Aucubin (CAS: 479-98-1)?

Aucubin is primarily used in the pharmaceutical industry as a precursor for the synthesis of various drugs, including antibiotics and antifungal agents. It also finds applications in research for studying its antimicrobial and anti-inflammatory effects. In the food industry, it is used as a natural flavoring agent and in herbal remedies for its purported health benefits.

Is Aucubin (CAS: 479-98-1) safe?

Aucubin is generally considered safe when used in appropriate amounts and under proper handling conditions. However, it is important to follow safety guidelines to avoid potential irritation or adverse effects. As with any chemical, it should be handled with care, using protective gloves and eyewear to ensure safety during laboratory or industrial use.

How should Aucubin (CAS: 479-98-1) be stored?

Aucubin should be stored in a cool, dry, and dark place, ideally at temperatures below 25°C. It is sensitive to moisture and light, so it should be kept in a sealed container away from direct sunlight. Proper storage helps maintain its chemical stability and prevents degradation over time.