(2R,3R,4S,5S,6R)-2-{[(1R,2R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadecan-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 156389
• Molecular Formular: C42H72O14
• Molecular Mass: 801.01268
• Monoisotopic Mass: 800.49220698
• SMILES: CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]1[C@]2(C[C@@H]([C@@H]2[C@@]1(CC[C@@H](C2(C)C)O)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)O)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@H]2C[C@]3(C)[C@@H]([C@@]4([C@@H]2C(C)(C)[C@@H](O)CC4)C)C[C@H]([C@H]2[C@@]3(C)CC[C@@H]2[C@@](O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)(CCC=C(C)C)C)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C42H72O14/c1-20(2)10-9-13-42(8,56-37-34(52)32(50)30(48)25(19-44)55-37)21-11-15-40(6)28(21)22(45)16-26-39(5)14-12-27(46)38(3,4)35(39)23(17-41(26,40)7)53-36-33(51)31(49)29(47)24(18-43)54-36/h10,21-37,43-52H,9,11-19H2,1-8H3/t21-,22+,23-,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,39+,40+,41+,42-/m0/s1
• InChIKey: YURJSTAIMNSZAE-HHNZYBFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-{[(1R,2R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-2-{[(1R,2R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-2,6,6,10,11-pentamethyl-14-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-8-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Ginsenoside Rg1 (saponin of Panax ginseng); (3β,6α,12β)-3,12-Dihydroxydammar-24-ene-6,20-diyl bis-β-D-glucopyranoside; Ginsenoside Rg1; 人参皂苷 Rg1 （人参皂素）; 人参皂苷 Rg1

Database IDs

• CAS Number: 22427-39-0
• EC Number: 244-989-9; 200-659-6
• MDL Number: MFCD00210293
• PubChem SID: 162250527
• PubChem CID: 441923

CALCULATED PROPERTIES

• Acid pKa: 11.909332
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): 0.68150157
• LogD (pH = 7.4): 0.6814883
• Log P: 0.68150175
• Molar Refractivity: 203.655 cm^3
• Polarizability: 82.596085 Å^3
• Polar Surface Area: 239.22 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: 12 °C; 53.6 °F

Safety Information

• RTECS: LY9537200
• European Hazard Symbols: Flammable (F); Toxic (T); Harmful (Xn)
• UN Number: 1230
• German water hazard class: 1; 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-23/24/25-39/23/24/25; 22
• Safety Statements: 7-16-36/37-45
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225-H301-H311-H331-H370; H302
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1230 3/PG 2

Product Information

• Purity: ≥90% (HPLC)
• Concentration: 1000 μg/mL in methanol
• Grade: analytical standard, for terpene analysis; primary reference standard
• Packaging: pkg of 1.2 mL
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C42H72O14

DETAILS

Sigma Aldrich - 18826

Application
May be used for quality control, instrument calibration, and in the investigation of pharmaceutical efficacy.
General description
This certified reference material (CRM) has been prepared, tested, and certified by KT & G Central Research Institute. The certified value is traceable to the International System of Units (SI). Traceability, homogeneity, stability, certification method, and uncertainty are determined according to the standards of KS A ISO Guide 34 and ISO Guide 35.A certificate of analysis, listing both the certified value and the uncertainty value, is supplied with the product.

Sigma Aldrich - 00370580

Application
Reference standard in the analysis of herbal medicinal products.
General description
Produced and qualified by HWI AnalytikExact content by quantitative NMR can be found on the certificate