3D Mol Similar

Diosgenin glucoside

: CAS No.: 14144-06-0; Molecular Weight：576.771; Modify Date.: 2024-04-18 01:34; Introduction:
Diosgenin glucoside, with the chemical formula C55H86O24 and CAS registry number 14144-06-0, is a compound known for its medicinal properties. This compound is a glycoside of diosgenin, a steroidal saponin found in various plants. Diosgenin glucoside has been studied for its potential anti-inflammatory, anti-cancer, and anti-diabetic effects. It has also been reported to have estrogenic activity and may be beneficial for menopausal symptoms. Diosgenin glucoside can be isolated from plants such as fenugreek and wild yam. Further research is needed to fully understand the therapeutic potential of this compound and its mechanisms of action.
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1. Names and Identifiers

: 1.1 Name; Diosgenin glucoside; 1.2 Synonyms; (25R)-3b-(b-D-Glucopyranosyloxy)spirost-5-ene (25R)-3b-(beta-D-Glucopyranosyloxy)spirost-5-ene (25R)-3β-(β-D-Glucopyranosyloxy)spirost-5-ene (3β,25R)-Spirost-5-en-3-yl D-glucopyranoside (3Β,25R)-Spirost-5-en-3-yl Β-D-glucopyranoside [(25R)-Spirost-5-en-3β-yl]β-D-glucopyranoside Alliumoside A Collettinside I Collettiside I D-Glucopyranoside, (3β,25R)-spirost-5-en-3-yl Diosgenin 3-b-D-glucoside Diosgenin 3-glucoside Diosgenin 3-O-b-D-glucopyranoside Diosgenin b-D-glucoside diosgeninglucoside Disogluside Funkioside A Lilioglycoside A Melongoside B Polygonatoside A Polyphyllin A PolyphyllinA Prosapogenin D'3 TRILLIN Β-D-Glucopyranoside, (3Β,25R)-spirost-5-en-3-yl; View all

1.3 CAS No.: 14144-06-0

1.4 CID: 11827970

1.5 Molecular Formula: C33H52O8 (isomer)

1.6 Inchi: InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1

1.7 InChIkey: WXMARHKAXWRNDM-GAMIEDRGSA-N

1.8 Canonical Smiles: CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)OC1

1.9 Isomers Smiles: C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)C)OC1

2. Properties

2.1 Density: 1.278

2.1 Melting point: 275～280℃

2.1 Boiling point: 705.1 °C at 760 mmHg

2.1 Refractive index: 1.594

2.1 Flash Point: 705.1 °C at 760 mmHg

2.1 Precise Quality: 576.36600

2.1 PSA: 117.84000

2.1 logP: 3.53810

2.1 Color/Form: Powder

2.2 pKa: 12.91±0.70(Predicted)

2.3 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Definition: ChEBI: A sterol 3-beta-D-glucoside having diosgenin as the sterol component. Diosgenin glucosideSupplier

4. Safety and Handling

4.1 Specification

The systematic name of Diosgenin glucoside is (3β,25R)-spirost-5-en-3-yl β-D-glucopyranoside. With the CAS registry number 14144-06-0, it is also named as (25R)-3b-(beta-D-Glucopyranosyloxy)spirost-5-ene. The product's categories Pharmaceutical Intermediates; Natural Products. In addition, its molecular formula is C₃₃H₅₂O₈ and its molecular weight is 576.76.

The other characteristics of Diosgenin glucoside can be summarized as: (1)ACD/LogP: 4.74; (2)# of Rule of 5 Violations: 1; (3)H bond acceptors: 8; (4)H bond donors: 4; (5)Freely Rotating Bonds: 7; (6)Nominal mass: 576; (7)Average mass: 576.7612; (8)Monoisotopic mass: 576.366219; (9)Polar Surface Area: 117.84 Å²; (10)Index of Refraction: 1.594; (11)Molar Refractivity: 153.082 cm³; (12)Molar Volume: 451.279 cm³; (13)Polarizability: 60.687×10^-24cm³; (14)Surface Tension: 57.257 dyne/cm; (15)Density: 1.278 g/cm³; (16)Flash Point: 380.225 °C; (17)Enthalpy of Vaporization: 117.907 kJ/mol; (18)Boiling Point: 705.09 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES:O1[C@@H]4[C@H]([C@@H]([C@]12OC[C@@H](CC2)C)C)[C@@]5(C)CC[C@@H]3[C@@]7(C(=C/C[C@H]3[C@@H]5C4)\C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)CC7)C
(2)InChI:InChI=1/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1
(3)InChIKey:WXMARHKAXWRNDM-GAMIEDRGBR

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s)	no data available
Signal word	no data available
Hazard statement(s)	no data available
Precautionary statement(s)
Prevention	no data available
Response	no data available
Storage	no data available
Disposal	no data available

2.3 Other hazards which do not result in classification

no data available

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6. NMR Spectrum

Predict 1H proton NMR

7. Synthesis Route

14144-06-0Total: 16 Synthesis Route

572-09-8 137 Suppliers

14144-06-0 57 Suppliers

Literatures:
Phytochemistry, , vol. 35, # 6 p. 1429 - 1434
Yield: null

512-04-9 331 Suppliers

14144-06-0 57 Suppliers

Literatures:
Chemistry Letters, , vol. 34, # 9 art. no. CL-050706, p. 1220 - 1221 Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 9 p. 2454 - 2458
Yield: null

14144-03-7

14144-06-0 57 Suppliers

Literatures:
Kim, Dong-Hwan; Hong, Bin Na; Le, Hoa Thi; Hong, Ha Na; Lim, Choon Woo; Park, Keun Ha; Kim, Tae Woo; Kang, Tong Ho Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 14 p. 4609 - 4612
Yield: ~84%

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8. Precursor and Product

precursor:

50773-41-6

149707-75-5

105376-04-3

572-09-8

75055-90-2

53846-52-9

60478-68-4

14144-03-7

339276-12-9

19057-67-1

512-04-9

19057-68-2

120969-06-4

151767-11-2

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product :

512-04-9

9. Other Information

9.0 Definition: ChEBI: A sterol 3-beta-D-glucoside having diosgenin as the sterol component.

10. Computational chemical data

Molecular Weight: 576.771g/mol
Molecular Formula: C₃₃H₅₂O₈
Compound Is Canonicalized: True
XLogP3-AA: 4.1
Exact Mass: 576.36621861
Monoisotopic Mass: 576.36621861
Complexity: 1030
Rotatable Bond Count: 3
Hydrogen Bond Donor Count: 4
Hydrogen Bond Acceptor Count: 8
Topological Polar Surface Area: 118
Heavy Atom Count: 41
Defined Atom Stereocenter Count: 16
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADcfB8PAAAAAAAAAAAAAAAAAAAAaIAAAA0aIECAAASAGCAAAAAGgAACAAADxSwgAMCCAAABgCAAiBCAAAAAAAgAAAACAAAAAgREAIAAQAiQAAFwAAPAAPA4PwPgAAAAAAAAADAAAQAACAAAYAADAAAAA==

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