We Offer Worldwide Shipping
Login Wishlist

Sec-O-Glucosylhamaudol

$113

  • Brand : BIOFRON

  • Catalogue Number : BF-S1009

  • Specification : 98%

  • CAS number : 80681-44-3

  • Formula : C21H26O10

  • Molecular Weight : 438.426

  • PUBCHEM ID : 10478277

  • Volume : 20mg

In stock

Quantity
Checkout Bulk Order?

Catalogue Number

BF-S1009

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

438.426

Appearance

Off-white crystal

Botanical Source

Saposhnikovia divaricata,Glehnia littoralis

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1=CC(=O)C2=C(C3=C(C=C2O1)OC(C(C3)OC4C(C(C(C(O4)CO)O)O)O)(C)C)O

Synonyms

(3S)-5-Hydroxy-2,2,8-trimethyl-6-oxo-3,4-dihydro-2H,6H-pyrano[3,2-g]chromen-3-yl β-D-glucopyranoside/sec-O-glucosyl hamaudol/2H,6H-Benzo[1,2-b:5,4-b']dipyran-6-one, 3-(β-D-glucopyranosyloxy)-3,4-dihydro-5-hydroxy-2,2,8-trimethyl-, (3S)-/sec-O-Glucosylhamaudol

IUPAC Name

(3S)-5-hydroxy-2,2,8-trimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydropyrano[3,2-g]chromen-6-one

Density

1.6±0.1 g/cm3

Solubility

Methanol

Flash Point

237.2±25.0 °C

Boiling Point

677.5±55.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C21H26O10/c1-8-4-10(23)15-12(28-8)6-11-9(16(15)24)5-14(21(2,3)31-11)30-20-19(27)18(26)17(25)13(7-22)29-20/h4,6,13-14,17-20,22,24-27H,5,7H2,1-3H3/t13-,14+,17-,18+,19-,20+/m1/s1

InChl Key

QVUPQEXKTXSMKX-JJDILSOYSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:80681-44-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31091507

Abstract

BACKGROUND:
This study was performed in order to examine the effect of intrathecal sec-O-glucosylhamaudol (SOG), an extract from the root of the Peucedanum japonicum Thunb., on incisional pain in a rat model.

METHODS:
The intrathecal catheter was inserted in male Sprague-Dawley rats (n = 55). The postoperative pain model was made and paw withdrawal thresholds (PWTs) were evaluated. Rats were randomly treated with a vehicle (70% dimethyl sulfoxide) and SOG (10 μg, 30 μg, 100 μg, and 300 μg) intrathecally, and PWT was observed for four hours. Dose-responsiveness and ED50 values were calculated. Naloxone was administered 10 min prior to treatment of SOG 300 μg in order to assess the involvement of SOG with an opioid receptor. The protein levels of the δ-opioid receptor, κ-opioid receptor, and μ-opioid receptor (MOR) were analyzed by Western blotting of the spinal cord.

RESULTS:
Intrathecal SOG significantly increased PWT in a dose-dependent manner. Maximum effects were achieved at a dose of 300 μg at 60 min after SOG administration, and the maximal possible effect was 85.35% at that time. The medial effective dose of intrathecal SOG was 191.3 μg (95% confidence interval, 102.3-357.8). The antinociceptive effects of SOG (300 μg) were significantly reverted until 60 min by naloxone. The protein levels of MOR were decreased by administration of SOG.

CONCLUSIONS:
Intrathecal SOG showed a significant antinociceptive effect on the postoperative pain model and reverted by naloxone. The expression of MOR were changed by SOG. The effects of SOG seem to involve the MOR.

KEYWORDS

11-hydroxy-sec-O-glocosylhamaudol; Analgesia; Blotting; Dimethyl sulfoxide; Hyperalgesia; Nociceptive pain; Pain; Rats; Receptors; Spinal cord; opioid; postoperative; western

Title

Effect of sec-O-glucosylhamaudol on mechanical allodynia in a rat model of postoperative pain.

Author

Koh GH1, Song H2, Kim SH2,3, Yoon MH4, Lim KJ2,3, Oh SH5, Jung KT2,3.

Publish date

2019 Apr 1

PMID

24291717

Abstract

Sec-O-glucosylhamaudol is one of the major bioactive compounds of the Saposhnikoviae Radix. A simple and selective liquid chromatography-mass spectrometry (LC-MS) method for determination of sec-O-glucosylhamaudol in rat plasma was developed. After addition of carbamazepine as internal standard (IS), protein precipitation with acetonitrile-methanol (9:1, v/v) was used as sample preparation. Chromatographic separation was achieved on a Zorbax SB-C18 (2.1mm×150mm, 5μm) column with acetonitrile-0.1% formic acid in water as mobile phase with gradient elution. Electrospray ionization (ESI) source was applied and operated in positive ion mode; selective ion monitoring (SIM) mode was used for quantification using target fragment ions m/z 439 for sec-O-glucosylhamaudol and m/z 237 for the IS. Calibration plots were linear over the range of 50-8000ng/mL for sec-O-glucosylhamaudol in rat plasma. Mean recovery of sec-O-glucosylhamaudol in plasma was in the range of 74.8-83.7%. Intra-day and inter-day precision were both <15%. This method was successfully applied in pharmacokinetic study after intravenous administration of 2.5mg/kg sec-O-glucosylhamaudol in rats.

Copyright © 2013 Elsevier B.V. All rights reserved.

KEYWORDS

LC-MS; Pharmacokinetics; Rat plasma; Sec-O-glucosylhamaudol

Title

Determination of sec-O-glucosylhamaudol in rat plasma by gradient elution liquid chromatography-mass spectrometry.

Author

Wen C1, Lin C2, Cai X3, Ma J3, Wang X4.

Publish date

2014 Jan 1

PMID

28416993

Abstract

BACKGROUND:
The root of Peucedanum japonicum Thunb., a perennial herb found in Japan, the Philippines, China, and Korea, is used as an analgesic. In a previous study, sec-O-glucosylhamaudol (SOG) showed an analgesic effect. This study was performed to examine the antinociceptive effect of intrathecal SOG in the formalin test.

METHODS:
Male Sprague-Dawley rats were implanted with an intrathecal catheter. Rats were randomly treated with a vehicle and SOG (10 µg, 30 µg, 60 µg, and 100 µg) before formalin injection. Five percent formalin was injected into the hind-paw, and a biphasic reaction followed, consisting of flinching and licking behaviors (phase 1, 0-10 min; phase 2, 10-60 min). Naloxone was injected 10 min before administration of SOG 100 µg to evaluate the involvement of SOG with an opioid receptor. Dose-responsiveness and ED50 values were calculated.

RESULTS:
Intrathecal SOG showed a significant reduction of the flinching responses at both phases in a dose-dependent manner. Significant effects were showed from the dose of 30 µg and maximum effects were achieved at a dose of 100 µg in both phases. The ED50 value (95% confidence intervals) of intrathecal SOG was 30.3 (25.8-35.5) µg during phase 1, and 48.0 (41.4-55.7) during phase 2. The antinociceptive effects of SOG (100 µg) were significantly reverted at both phases of the formalin test by naloxone.

CONCLUSIONS:
These results demonstrate that intrathecal SOG has a very strong antinociceptive effect in the formalin test and it seems the effect is related to an opioid receptor.

KEYWORDS

Analgesia; Formalin test; Nociception; Opioid receptor; Peucedanum japonicum Thunb.; Sec-O-glucosylhamaudol

Title

Antinociceptive effect of intrathecal sec-O-glucosylhamaudol on the formalin-induced pain in rats.

Author

Kim SH1,2, Jong HS2, Yoon MH3, Oh SH4, Jung KT1,2.

Publish date

2017 Apr


Description :

Sec-O-Glucosylhamaudol is a natural compound extracted from Peucedanum japonicum Thunb, decreases levels of μ-opioid receptor, with analgesic effect[1].