Hederacolchiside A
Basic information
- CAS
68027-15-6- Standard SMILES
C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@@]4(C)[C@@H](CC[C@]5(C)[C@@H]4CC=C4[C@@H]6CC(C)(C)CC[C@]6(C(=O)O)CC[C@]45C)[C@]3(C)CO)OC[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O- InChIKey
SOLICHUQXFAOEP-YDIXZRNLSA-N- Molecular formula
- C47H76O17
- Average molar mass
- 913.1 g/mol
- Monoisotopic mass
- 912.50825095
Overview
Pulsatilla saponin D is a natural product found particularly in Pulsatilla chinensis and Pulsatilla cernua. It has a role as a metabolite.
Names & identifiers
- Preferred name
- Hederacolchiside A
- IUPAC
- (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
- English name
- Hederagenin 3-O-α-L-rhaMnopyranosyl(1→2)-(β-D-glucopyranosyl(1→4))-α-L-arabinopyranoside
- Molecular formula
- C47H76O17
- Molecular weight
- 913.09614
Names & synonyms
Hederacolchiside A(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acidhederacolchiside-A(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-((2S,3R,4S,5S)-4-hydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acidRefChem:922756Pulsatilla saponin D68027-15-6Pulsatilla saponin D?SB365?MFCD28124361Pulchinenoside B3Hederagenin 3-O-alpha-L-rhaMnopyranosyl(1-->2)-(beta-D-glucopyranosyl(1-->4))-alpha-L-arabinopyranosideCHEMBL479310
Show more names
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 275 Ų
- Hydrogen bond donors
- 10
- Hydrogen bond acceptors
- 17
- Rotatable bonds
- 9
- Heavy atoms
- 64
- Formal charge
- 0
- Complexity
- 1,750
Physicochemical properties
- Melting point
- 239 · 239-241℃
- Boiling point
- 997.6 · 997.6±65.0 °C(Predicted)
- Density
- 1.4 · 1.40±0.1 g/cm3 (20 ºC 760 Torr)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- Methanol (Slightly), Pyridine
- pka
- 4.63 · 4.63±0.70(Predicted)
- form
- Solid
- color
- White to Light Beige
Chemistry & industry
Applications
DescriptionPulsatilla saponin D is an oleanane-type saponin that has been found in P. koreana and has anticancer activity. It is cytotoxic to A549, SKOV3, SK-MEL-2, and HCT15 cells (EC50s = 11.25, 13.17, 3.04, and 11.86 μM, respectively). Pulsatilla saponin D (6 mg/kg per day) reduces tumor volume in a murine Lewis lung carcinoma model.
UsesPulsatilla Saponin D shows antiangiogenic and antitumor activity.
Additional notes
DefinitionChEBI: Pulsatilla saponin D is a triterpenoid. It has a role as a metabolite.
Related reactions
0 records
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Compound notes
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