Basic information
- CAS
479-98-1- Standard SMILES
OCC1=CC(O)C2C=COC(OC3OC(CO)C(O)C(O)C3O)C12- InChIKey
RJWJHRPNHPHBRN-UHFFFAOYSA-N- Molecular formula
- C15H22O9
- Average molar mass
- 346.33 g/mol
- Monoisotopic mass
- 346.12638228
Overview
Rhinanthin has been reported in Veronica anagallis, Plantago uniflora, and other organisms with data available.
Names & identifiers
- Preferred name
- Rhinanthin
- IUPAC
- 2-[[5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
- English name
- Aucubin
- Molecular formula
- C15H22O9
- Molecular weight
- 346.33
Names & synonyms
rhinanthinAucubosideNSC407293RhimantinAucubin [M+H]+2-[[5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triolorb1304221orb3140676HMS3345J02HMS5084P04s5459AKOS037626766
Show more names
AUCUBINAucubosidAids031379RhimanthinAUCUBIN(P)Aids-031379
EBC-615834LS-14438DB-051492NS00043461T34165-Hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl hexopyranoside.Beta.-D-Glucopyranoside, 1,4a,5, 7a-tetrahydro-5-hydroxy-7- {(hydroxymethyl)cyclopenta[c]pyran-1-yl,} {[1S-(1.alpha.,4a.alpha.,5.alpha.,7a.alpha)]-}2-[[5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
Database identifiers
- CAS
479-98-1- PubChem CID
- 348157
Properties
Computed structural properties
- XLogP
- -3
- Topological polar surface area
- 149 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 507
Experimental & physicochemical properties
Solubility356 mg/mL at 20 °C
Melting Point181 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 181 ° · 181°
- alpha
- 21 · D21 -163.1° (c = 1.6)
- Boiling point
- 669 · 669.0±55.0 °C(Predicted)
- Density
- 1.61 · 1.61±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
- form
- Solid
- pka
- 12.8 · 12.80±0.70(Predicted)
- color
- White
- optical activity
- -16518 · -16518 (H2O)
- BRN
- 50340 · 50340
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10-23
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-45
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesAucubine 5-Acetatea is an impurity of Aucubine (A794730). Aucubine shows antioxidant and protective effects for the liver and kidney organs, shown in mice with induced diabetes.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
成都市久鼎化学技术有限公司18584079237 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
成都普睿法药物研发有限公司82633860 18982077548 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
上海晶抗生物工程有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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