Darutigenol
Basic information
- CAS
5940-00-1- Standard SMILES
CC1(C)[C@H](O)CC[C@@]2(C)[C@@H]3CC[C@](C)([C@@H](O)CO)C=C3CC[C@H]12- InChIKey
NCAZLDCEJHFJDT-KHKZNYETSA-N- Molecular formula
- C20H34O3
- Average molar mass
- 322.5 g/mol
- Monoisotopic mass
- 322.25079494
Overview
(1R)-1-[(2S,4aR,4bS,7R,8aS)-7-hydroxy-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]ethane-1,2-diol has been reported in Wollastonia biflora, Sigesbeckia orientalis, and Palafoxia arida with data available.
Names & identifiers
- Preferred name
- Darutigenol
- IUPAC
- (1R)-1-[(2S,4aR,4bS,7R,8aS)-7-hydroxy-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]ethane-1,2-diol
- English name
- DARUTIGENOL
- Molecular formula
- C20H34O3
- Molecular weight
- 322.48
Names & synonyms
Darutigenol5940-00-1(1R)-1-[(2S,4aR,4bS,7R,8aS)-7-hydroxy-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl]ethane-1,2-diolXTZ5NBR55TNSC-3106191,2-Ethanediol, 1-(2,3,4,4a,4b,5,6,7,8,8a,9,10-dodecahydro-7-hydroxy-2,4b,8,8-tetramethyl-2-phenanthrenyl)-, (2S-(2alpha(S*),4abeta,4balpha,7alpha,8abeta))-(1R)-1-((2S,4aR,4bS,7R,8aS)-7-hydroxy-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl)ethane-1,2-diolRefChem:130972Darutoside aglycon1-(7-hydroxy-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-2-yl)ethane-1,2-diolMFCD16621011orb1221992
Show more names
DarutigelDarutigenol, 10 mM in DMSO(1R)-1-[(2S,4aα,8aα)-2,3,4,4a,4b,5,6,7,8,8a,9,10-Dodecahydro-7β-hydroxy-2,4bβ,8,8-tetramethylphenanthren-2-yl]-1,2-ethanediol1,2-Ethanediol, 1-[(2S,4aR,4bS,7R,8aS)-2,3,4,4a,4b,5,6,7,8,8a,9,10-dodecahydro-7-hydroxy-2,4b,8,8-tetramethyl-2-phenanthrenyl]-, (1R)-
orb1692248CHEMBL1076911SCHEMBL10246714EX-A8002EHY-N3003BDBM50465851AKOS032948406EBC-617600
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 60.7 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 497
Physicochemical properties
- Melting point
- 168 · 168-170 °C(Solv: benzene (71-43-2))
- Boiling point
- 471.2 · 471.2±45.0 °C(Predicted)
- Density
- 1.11 · 1.11±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 64 mg/mL · DMSO: 64 mg/mL (198.46 mM);;
- form
- Powder
- pka
- 14.06 · 14.06±0.20(Predicted)
- FDA UNII
- 5 NBR55T · XTZ5NBR55T
Chemistry & industry
Applications
UsesDarutigenol can be used in the treatment of cardiovascular and cerebral thrombotic diseases and antithrombotic.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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