ChemicalBook > CAS DataBase List > 1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester

1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester

Product Name
1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester
CAS No.
50816-24-5
Chemical Name
1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester
Synonyms
Hastatoside;Hastatoside-RM;Hastatoside, 10 mM in DMSO;1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester;Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a-hydroxy-7-methyl-5-oxo-, methyl ester, (1S,4aR,7S,7aR)-;methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,6,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate;Methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
CBNumber
CB72260308
Molecular Formula
C17H24O11
Formula Weight
404.37
MOL File
50816-24-5.mol
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1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester Property

Boiling point:
653.5±55.0 °C(Predicted)
Density 
1.58±0.1 g/cm3 (20 ºC 760 Torr)
storage temp. 
-20°C
form 
Solid
pka
10.20±0.70(Predicted)
color 
White to off-white
InChIKey
PRZVXHGUJJPSME-INTLEKPZNA-N
SMILES
[C@]12(O)C(=O)C[C@H](C)[C@@]1([H])[C@@H](OC=C2C(OC)=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O |&1:0,5,7,9,18,20,23,25,27,r|
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89705
Product name
Hastatoside
Purity
phyproof? Reference Substance
Packaging
10MG
Price
$363
Updated
2025/07/31
Usbiological
Product number
300402
Product name
Hastatoside
Packaging
10mg
Price
$468
Updated
2021/12/16
TRC
Product number
H105020
Product name
Hastatoside
Packaging
1mg
Price
$55
Updated
2021/12/16
ChemScene
Product number
CS-0018335
Product name
Hastatoside
Packaging
10mg
Price
$269
Updated
2021/12/16
ChemScene
Product number
CS-0018335
Product name
Hastatoside
Packaging
5mg
Price
$158
Updated
2021/12/16
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1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester Chemical Properties,Usage,Production

Chemical Properties

It is a white powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It comes from the whole herb of Verbena officinalis L., a plant of the Verbenaceae family.

Uses

Hastatoside is an iridoid glucoside isolated found in Verbena officinalis and other herb plants.

Definition

ChEBI: Hastatoside is an iridoid monoterpenoid with formula C17H24O11 that is isolated from several plants including Verbena officinalis and exhibits a sleep-promoting effect. It has a role as a plant metabolite and a hepatoprotective agent. It is a beta-D-glucoside, an iridoid monoterpenoid, a cyclopentapyran, a monosaccharide derivative, a monoterpene glycoside, an alpha,beta-unsaturated carboxylic ester and a methyl ester.

in vivo

Hastatoside (0.32-0.64 mmol/kg; oral administration; for 9 hours; male rats of the Sprague-Dawley strain) treatment increases the total time of non-rapid eye movement sleep during a 9-h period, with a lag time of about 3-5 h after the administration at 20. 00 hours (lights-off time). Hastatoside also increases the delta activity during non-rapid eye movement sleep[1].

Animal Model:Male rats of the Sprague-Dawley strain (8 weeks old; 260-280 g)[1]
Dosage:0.32 mmol/kg, 0.48 mmol/kg, 0.64 mmol/kg
Administration:Oral administration; for 9 hours
Result:Increased the total time of non-rapid eye movement sleep during a 9-h period, with a lag time of about 3-5 h after the administration at 20. 00 hours (lights-off time). Also increased the delta activity during non-rapid eye movement sleep.

1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester Suppliers

Chengdu PFID reference Technology Co., Ltd
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Chengdu Herbpurify Co.Ltd.
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Bide Pharmatech Ltd.
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View Lastest Price from 1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester manufacturers

Career Henan Chemical Co
Product
1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester 50816-24-5
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg,5kg,50kg
Release date
2020-01-18

50816-24-5, 1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl esterRelated Search:


  • 1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester
  • Hastatoside
  • Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a-hydroxy-7-methyl-5-oxo-, methyl ester, (1S,4aR,7S,7aR)-
  • methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,6,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
  • Hastatoside-RM
  • Hastatoside, 10 mM in DMSO
  • Methyl (1S,4aR,7S,7aR)-4a-hydroxy-7-methyl-5-oxo-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
  • 50816-24-5