Basic information
- CAS
61303-13-7- Standard SMILES
C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCc3ccc(O)c(O)c3)O[C@H](COC(=O)/C=C/c3ccc(O)c(O)c3)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O- InChIKey
FNMHEHXNBNCPCI-QEOJJFGVSA-N- Molecular formula
- C29H36O15
- Average molar mass
- 624.6 g/mol
- Monoisotopic mass
- 624.20542044
Overview
Isoacteoside is a hydroxycinnamic acid.
Names & identifiers
- Preferred name
- Isoacteoside
- IUPAC
- [(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
- English name
- Isoacteoside
- Molecular formula
- C29H36O15
- Molecular weight
- 624.59
Names & synonyms
Isoacteoside61303-13-7isoverbascosideIsoacetoside588LJK42AP[(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoateNSC-729649DTXSID501317837beta-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-alpha-L-mannopyranosyl)-, 6-(3-(3,4-dihydroxyphenyl)-2-propenoate), (E)-((2R,3R,4S,5R,6R)-6-(2-(3,4-dihydroxyphenyl)ethoxy)-3,5-dihydroxy-4-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoateRefChem:40262DTXCID501747636
Show more names
Isoacteoside, >=98%2-(3,4-Dihydroxyphenyl)ethyl 3-O-(α-L-rhamnopyranosyl)-6-O-[(E)-3-(3,4-dihydroxyphenyl)acryloyl]-β-D-glucopyranosideEurytectinIsoacteosidIsokusagininIsoacteoside，HPLC≥98%Isoacteoside (Standard)Isoacteoside, 10 mM in DMSO
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 245 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 15
- Rotatable bonds
- 11
- Heavy atoms
- 44
- Formal charge
- 0
- Complexity
- 936
Physicochemical properties
- Melting point
- 220 · 220~230℃
- Boiling point
- 942.9 · 942.9±65.0 °C(Predicted)
- Density
- 1.6 · 1.60±0.1 g/cm3(Predicted)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- 48 mg/mL · DMSO : ≥ 48 mg/mL (76.85 mM)
- form
- Powder
- pka
- 9.32 · 9.32±0.10(Predicted)
- color
- White to yellow
- biological source
- plant
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChIKey
- FNMHEHXNBNCPCI-RRYJURSWNA-N
- SMILES
- O1[C@H]([C@@H]([C@@H]([C@H]([C@@H]1C)O)O)O)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2O)COC(=O)\C=C\c4cc(c(cc4)O)O)OCCc3cc(c(cc3)O)O)O
- FDA UNII
- 588 LJK42AP · 588LJK42AP
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 25 · NA.25
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS ClassificationNot Classified
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- WGK 3
- hs_code
- 29389090
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
DescriptionIsoverbascoside is a phenylethanoid glycoside that has been found in C. trichotomum and has diverse biological activities. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in a cell-free assay and inhibits hydrogen peroxide-induced lipid peroxidation in V79-4 cells when used at a concentration of 10 μg/ml. Isoverbascoside (7.5-30 μM) induces apoptosis and production of reactive oxygen species (ROS) in, and reduces viability of, OVCAR-3 cells. It inhibits tumor growth in an OVCAR-3 mouse xenograft model when administered at a dose of 30 mg/kg. Isoverbascoside (2.5 and 5 mg/kg) decreases brain amyloid deposition and increases exploratory behavior in rats when infused into the cerebral ventricles with amyloid-β (1-42) (Aβ42; ). It also decreases xylene-induced ear edema in mice and increases survival in a mouse model of LPS-induced endotoxic shock.
UsesIsoacteoside is a possible food antioxidant.
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]
成都曼思特生物科技有限公司18010516991 · [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]
成都健腾生物技术有限公司028-85159085 · [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]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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