Basic information
- CAS
25390-16-3- Standard SMILES
COC1C(OC(C)=O)[C@@H](O[C@H]2CC[C@]3(C)C4CC[C@]5(C)C(C6=CC(=O)OC6)CC[C@]5(O)[C@@]45O[C@H]5C[C@@H]3C2)OC(C)[C@H]1O- InChIKey
BTRWTSHCXGFFFL-BHOXJZAHSA-N- Molecular formula
- C32H46O10
- Average molar mass
- 590.7 g/mol
- Monoisotopic mass
- 590.30909766
Overview
3-[(2-O-Acetyl-6-deoxy-3-O-methylhexopyranosyl)oxy]-14-hydroxy-7,8-epoxycard-20(22)-enolide has been reported in Cerbera and Cerbera manghas with data available.
Names & identifiers
- Preferred name
- 3-[(2-O-Acetyl-6-deoxy-3-O-methylhexopyranosyl)oxy]-14-hydroxy-7,8-epoxycard-20(22)-enolide
- IUPAC
- [(2S,5R)-5-hydroxy-2-[[(1R,3S,5S,7S,10S,14R,18R)-18-hydroxy-10,14-dimethyl-15-(5-oxo-2H-furan-3-yl)-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadecan-7-yl]oxy]-4-methoxy-6-methyloxan-3-yl] acetate
- English name
- tanghinin
- Molecular formula
- C32H46O10
- Molecular weight
- 590.7
Names & synonyms
DTXSID30948249(9xi,17xi)-3beta-[(2-O-Acetyl-6-deoxy-3-O-methyl-alpha-D-glycero-hexopyranosyl)oxy]-14-hydroxy-5beta,7beta-7,8-epoxycard-20(22)-enolide3-[(2-O-Acetyl-6-deoxy-3-O-methylhexopyranosyl)oxy]-14-hydroxy-7,8-epoxycard-20(22)-enolidetanghinin3-[(2-O-Acetyl-6-deoxy-3-O-methyl-a-L-glucopyranosyl)oxy]3β-[(2-O-Acetyl-3-O-methyl-6-deoxy-α-L-glucopyranosyl)oxy]-7β,8-epoxy-14-hydroxy-5β-card-20(22)-enolide3β-[(2-O-Acetyl-3-O-methyl-6-deoxy-α-L-glucopyranosyl)oxy]-7β,8-epoxy-14-hydroxy-5β,14β-card-20(22)-enolideCard-20(22)-enolide, 3-[(2-O-acetyl-6-deoxy-3-O-methyl-α-L-glucopyranosyl)oxy]-7,8-epoxy-14-hydroxy-, (3β,5β,7β)-
Database identifiers
- CAS
25390-16-3- PubChem CID
- 32944
- DTXSID
DTXSID30948249
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 133 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 6
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 1,170
Physicochemical properties
- Melting point
- 128 · 128-131°
- alpha
- 21 · D21 -81.5° (c = 1.092 in methanol)
- Boiling point
- 723.1 · 723.1±60.0 °C(Predicted)
- Density
- 1.32 · 1.32±0.1 g/cm3(Predicted)
- pka
- 13.06 · 13.06±0.70(Predicted)
- FDA UNII
- 358 J7D3ZXI · 358J7D3ZXI
- Toxicity
- 50 i.v · LD50 i.v. in cats: 0.4 mg/kg (Chen, Henderson)
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
- Toxicity
- LD50 i.v. in cats: 0.4 mg/kg (Chen, Henderson)
Chemistry & industry
Suppliers2 total
西格玛奥德里奇（上海）贸易有限公司21-20338288 · [email protected]
SIGMAALDRICH—
Additional notes
DefinitionChEBI: A cardenolide glycoside that is tanghinigenin attached to a 2-O-acetyl-6-deoxy-3-O-methyl-alpha-L-glucopyranosyl residue at position 3 via a glycosidc linkage. Isolated from Ce bera manghas, it exhibits cytotoxic activities against oral human epidermoid carcinoma (KB), human breast cancer cell (BC) and human small cells lung cancer.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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