[6-[6-[6-[[14,16-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-2-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate

HCID 407583

Notes Reactions

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Basic information

CAS: 17575-21-2
Standard SMILES: CC(=O)OC1CC(OC2C(O)CC(OC3C(O)CC(OC4CCC5(C)C(CCC6C5CCC5(C)C(C7=CC(=O)OC7)C(O)CC65O)C4)OC3C)OC2C)OC(C)C1OC1OC(CO)C(O)C(O)C1O
InChIKey: XVAPNQFQPDAROQ-UHFFFAOYSA-N
Molecular formula: C49H76O20
Average molar mass: 985.1 g/mol
Monoisotopic mass: 984.49299481

Overview

XVAPNQFQPDAROQ-UHFFFAOYSA-N has been reported in Digitalis lanata with data available.

Names & identifiers

Preferred name: [6-[6-[6-[[14,16-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-2-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate
IUPAC: [6-[6-[6-[[14,16-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-2-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate
English name: LANATOSIDE B
Molecular formula: C49H76O20
Molecular weight: 985.12

Names & synonyms

MLS002701897NSC7535SMR001565482DB-044234digilanidbLANTOSIDEBdigilanidebLANATOSIDE B20(22),5BETA-CARDENOLID-3BETA,14BETA,16BETA-TRIOL 3BETA-[O-BETA-D-GALACTOPYRANOSYL-(1->4)-O-BETA-D-[3-O-ACETYLDIGITOXOPYRANOSYL]-(1->4)-DIGITOXOPYRANOSYL-(1->4)-O-BETA-D-DIGITOXOPYRANOSIDE]Card-20(22)-enolide, 3-[(O-β-D-glucopyranosyl-(1→4)-O-3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-14,16-dihydroxy-, (3β,5β,16β)-

Database identifiers

CAS: 17575-21-2
PubChem CID: 407583

Properties

Computed structural properties

XLogP: 0.5
Topological polar surface area: 288 Å²
Hydrogen bond donors: 8
Hydrogen bond acceptors: 20
Rotatable bonds: 12
Heavy atoms: 69
Formal charge: 0
Complexity: 1,870

Physicochemical properties

Melting point: 245 · 245-248°C
alpha: 20 · D20 +36.7° (0.47 g in 25 ml 95% alc); D20 +31.8° (0.25 g in 14.1 ml dioxane)
Boiling point: 741.7 °C · 741.7°C (rough estimate)
Density: 1.1256 · 1.1256 (rough estimate)
refractive index: 1.763 · 1.7630 (estimate)
pka: 12.89 · 12.89±0.70(Predicted)
LogP: -0.25 · -0.250 (est)
EWG's Food Scores: 1 · 1
FDA UNII: 3822 U6I4Z0 · 3822U6I4Z0
Symbol(GHS): 8 · GHS08,GHS06
Signal word: Danger
Hazard statements: 331 · H331-H373-H301
Precautionary statements: 261 · P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P260-P314-P501

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Signal word: Danger
Symbol(GHS): GHS08,GHS06
Hazard statements: H331-H373-H301
Precautionary statements: P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P260-P314-P501

Chemistry & industry

Applications

UsesLanatoside B is a novel cardiac glycoside inhibitor acting on sodium-potassium ATPase in vivo.

Suppliers18 total

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]

陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]

Shaanxi Haibo Biotechnology Co., Ltd+86-18629295024 · [email protected]

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Compound notes

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