pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol

• ChemBase ID: 146946
• Molecular Formular: C28H24O4
• Molecular Mass: 424.48776
• Monoisotopic Mass: 424.16745925
• SMILES: c1cc2c(c(c1)Cc1cccc(c1O)Cc1cccc(c1O)Cc1cccc(c1O)C2)O
• Canonical SMILES: Oc1c2cccc1Cc1cccc(c1O)Cc1c(c(Cc3c(c(C2)ccc3)O)ccc1)O
• InChI: InChI=1S/C28H24O4/c29-25-17-5-1-6-18(25)14-20-8-3-10-22(27(20)31)16-24-12-4-11-23(28(24)32)15-21-9-2-7-19(13-17)26(21)30/h1-12,29-32H,13-16H2
• InChIKey: YPNHVQZZPXPQOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentacyclo[19.3.1.1^3,^7.1^9,^1^3.1^1^5,^1^9]octacosa-1(25),3,5,7(28),9,11,13(27),15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol
• IUPAC Traditional name: pentacyclo[19.3.1.1^3,^7.1^9,^1^3.1^1^5,^1^9]octacosa-1(25),3,5,7(28),9,11,13(27),15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol
• Synonyms: Calix[4]arene; Calix[4]arene-25,26,27,28-tetrol; Calix[4]arene; 杯[4]芳烃; 杯[4]芳烃-25,26,27,28-四醇; 冠4烯

Database IDs

• CAS Number: 74568-07-3
• MDL Number: MFCD00233673; MFCD00143912
• Beilstein Number: 3574428
• PubChem SID: 24852737; 162241138; 24866481
• PubChem CID: 562409

CALCULATED PROPERTIES

• Acid pKa: 9.496238
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 7.152871
• LogD (pH = 7.4): 7.149459
• Log P: 7.152915
• Molar Refractivity: 126.8724 cm^3
• Polarizability: 47.863823 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 310-314 °C; 315-318°C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (HPLC); 95%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C28H24O4

DETAILS

Sigma Aldrich - 423246

Packaging
1 g in glass bottle

Sigma Aldrich - 21262

Other Notes
Starting material for preparing functionalized calix(4)arenes1,2