Acteoside

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Names

[ CAS No. ]:
61276-17-3

[ Name ]:
Acteoside

[Synonym ]:
Acteoside
β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]-
(2R,3R,4R,5R,6R)-6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-3-yl-(2E)-3-(3,4-dihydroxyphenyl)acrylat
2-(3,4-Dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]-β-D-glucopyranoside
β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]-
T6OTJ B1 CQ DQ EQ FO- DT6OTJ BO2R CQ DQ& CQ EOV1U1R CQ DQ& F1Q &&Stereoisomer
verbascoside
2-(3,4-Dihydroxyphenyl)ethyl-3-O-(6-deoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]-β-D-glucopyranoside
(2E)-3-(3,4-Dihydroxyphényl)acrylate de (2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphényl)éthoxy]-5-hydroxy-2-(hydroxyméthyl)-4-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}tétrahydro-2H-pyran-3-yle
(2R,3R,4R,5R,6R)-6-[2-(3,4-Dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-3-yl (2E)-3-(3,4-dihydroxyphenyl)acrylate
MFCD06798947
3-O-(6-Désoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphényl)-2-propènan-1-oyl]-β-D-glucopyranoside de 2-(3,4-dihydroxyphényl)éthyle
2-(3,4-Dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-β-D-glucopyranoside

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
908.8±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C29H36O15

[ Molecular Weight ]:
624.587

[ Flash Point ]:
294.7±27.8 °C

[ Exact Mass ]:
624.205444

[ PSA ]:
245.29000

[ LogP ]:
2.44

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.689

[ Storage condition ]:
room temp

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LZ5786000
CHEMICAL NAME :
Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-alpha-L-mannopyranosyl)-, 4-(3-(3,4-dihydroxyphenyl)-2-propenoate), (E)-beta-D-
CAS REGISTRY NUMBER :
61276-17-3
LAST UPDATED :
199206
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C29-H36-O15
MOLECULAR WEIGHT :
624.65

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 35,3,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 35,3,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 35,3,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 35,3,1980 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
140 mg/kg
SEX/DURATION :
male 14 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - other effects on male
REFERENCE :
YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 105,1131,1985

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
LZ5786000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 3,4-di(benzyloxy)phenethyl 3-O-(α-L-rhamnopyranosyl)-4-O-(3,4-di-O-benzylcaffeoyl)-β-D-glucopyranoside
  • Benzeneethanol, 3,4-bis(phenylmethoxy)-
  • 3-[3,4-bis(phenylmethoxy)phenyl]prop-2-enoic acid
  • 1,2,4,6-Tetra-O-acetyl-3-O-allyl-beta-D-glucopyranose
  • 2,4,6-tri-O-acetyl-3-O-allyl-α-D-glucopyranosyl chloride
  • 3,4-di(benzyloxy)phenethyl 3-O-allyl-β-D-glucopyranoside
  • 3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-β-D-glucopyranoside
  • 3,4-di(benzyloxy)phenethyl 2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranoside
  • 3,4-di(benzyloxy)phenethyl 2,4-di-O-acetyl-3-O-allyl-6-O-trityl-β-D-glucopyranoside

DownStream

  • 2-(3,4-Dihydroxyphenyl)ethanol
  • Methyl caffeate acid
  • Isoacteoside

Articles

Modulation of human keratinocyte responses to solar UV by plant polyphenols as a basis for chemoprevention of non-melanoma skin cancers.

Curr. Med. Chem. 20(7) , 869-79, (2013)

Excessive exposure to solar UVA and UVB radiation is widely considered to cause skin cancers such as squamous cell carcinoma and basalioma. Direct UVB damage to skin cell DNA as well as UV-induced chr...

A metabolite-profiling approach to assess the uptake and metabolism of phenolic compounds from olive leaves in SKBR3 cells by HPLC-ESI-QTOF-MS.

J. Pharm. Biomed. Anal. 72 , 121-6, (2013)

Olive leaves, an easily available natural low-cost material, constitute a source of extracts with significant antitumor activity that inhibits cell proliferation in several breast-cancer-cell models. ...

Acylated phenylethanoid glycosides, echinacoside and acteoside from Cistanche tubulosa, improve glucose tolerance in mice.

J. Nat. Med. 68(3) , 561-6, (2014)

Acylated phenylethanoid glycosides, echinacoside (1) and acteoside (2), principal constituents in stems of Cistanche tubulosa (Orobanchaceae), inhibited the increase in postprandial blood glucose leve...


More Articles

Related Compounds

  • Isoacteoside
  • Methyl 2--3,3,3-trifluoro-2-methylpropanoate
  • methyl 2-(trifluoromethyl)-2,3,4,7-tetrahydro-1H-azepine-2-carboxylate
  • Methyl 6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  • Methyl 3-amino-5-[(trifluoromethyl)thio]benzoate
  • Tert-butyl 4-[4-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-YL)benzyl]-1,4-diazepane-1-carboxylate
  • 2-(4-Fluorophenyl)cyclopropane-1,1-dicarbonitrile
  • 3-butoxy-N-(5-ethyl-1,3,4-thiadiazol-2-yl)benzamide
  • N-(3-methylphenyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide
  • N-(3-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-sulfonamide
  • 5-Bromo-2-((4-methylpiperidin-1-YL)sulfonyl)pyridine
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