(1R,35R,38R,55S)-6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.04,9.010,19.013,18.016,25.017,22.026,31.038,55.041,46.047,52]pentapentaconta-4(9),5,7,10(19),11,13(18),16(25),17(22),23,26,28,30,41(46),42,44,47,49,51-octadecaene-3,15,20,32,40,53-hexone

• ChemBase ID: 153949
• Molecular Formular: C48H28O30
• Molecular Mass: 1084.71792
• Monoisotopic Mass: 1084.0665395
• SMILES: c1c2c(c(c(c1O)O)O)c1c3c4c5c(c(c(c(c5oc3=O)O)O)c3c(cc(c(c3O)O)O)C(=O)O[C@@H]3[C@@H](COC2=O)OC([C@H]2[C@H]3OC(=O)c3cc(c(c(c3c3c(cc(c(c3O)O)O)C(=O)O2)O)O)O)O)c(=O)oc4c(c1O)O
• Canonical SMILES: OC1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(O)c(O)c4c5c3c(=O)oc3c(c(c(c6c(C(=O)O[C@H]2[C@H]2[C@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)O2)cc(c(c1O)O)O)O)O)cc(O)c(c6O)O)c(c(=O)o4)c53)O)O)O)O
• InChI: InChI=1S/C48H28O30/c49-10-1-6-17(31(59)27(10)55)19-23-21-22-24(47(70)76-38(21)35(63)33(19)61)20(34(62)36(64)39(22)75-46(23)69)18-9(4-13(52)28(56)32(18)60)43(66)74-37-14(5-72-42(6)65)73-48(71)41-40(37)77-44(67)7-2-11(50)25(53)29(57)15(7)16-8(45(68)78-41)3-12(51)26(54)30(16)58/h1-4,14,37,40-41,48-64,71H,5H2/t14-,37-,40+,41-,48?/m1/s1
• InChIKey: ZJVUMAFASBFUBG-UYMKNUMKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,35R,38R,55S)-6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.0^4,^9.0^1^0,^1^9.0^1^3,^1^8.0^1^6,^2^5.0^1^7,^2^2.0^2^6,^3^1.0^3^8,^5^5.0^4^1,^4^6.0^4^7,^5^2]pentapentaconta-4(9),5,7,10(19),11,13(18),16(25),17(22),23,26,28,30,41(46),42,44,47,49,51-octadecaene-3,15,20,32,40,53-hexone
• IUPAC Traditional name: (1R,35R,38R,55S)-6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.0^4,^9.0^1^0,^1^9.0^1^3,^1^8.0^1^6,^2^5.0^1^7,^2^2.0^2^6,^3^1.0^3^8,^5^5.0^4^1,^4^6.0^4^7,^5^2]pentapentaconta-4(9),5,7,10(19),11,13(18),16(25),17(22),23,26,28,30,41(46),42,44,47,49,51-octadecaene-3,15,20,32,40,53-hexone
• Synonyms: Punicalagin; 安石榴苷

Database IDs

• CAS Number: 65995-63-3
• MDL Number: MFCD09838017
• PubChem SID: 162248088
• PubChem CID: 44584733

CALCULATED PROPERTIES

• Acid pKa: 5.1176915
• H Acceptors: 24
• H Donor: 17
• LogD (pH = 5.5): 3.2853894
• LogD (pH = 7.4): 0.1935461
• Log P: 3.9437373
• Molar Refractivity: 246.8244 cm^3
• Polarizability: 98.246254 Å^3
• Polar Surface Area: 510.94 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: methanol: soluble5 mg/mL, clear
• Apperance: yellow powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥85.0% (HPLC); ≥98% (HPLC)
• Grade: analytical standard
• Biological Source: from pomegranate
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C48H28O30

DETAILS

Sigma Aldrich - P0023

Biochem/physiol Actions
Potent immune suppressant isolated from pomegranate.1,2

Sigma Aldrich - 50793

Biochem/physiol Actions
Potent immune suppressant isolated from pomegranate.1,2