(1R,10S)-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,4,6,12,14,16-hexaene-5,10,14,15-tetrol

• ChemBase ID: 107964
• Molecular Formular: C16H14O5
• Molecular Mass: 286.27936
• Monoisotopic Mass: 286.08412355
• SMILES: Oc1ccc2[C@H]3c4cc(O)c(O)cc4C[C@@]3(O)COc2c1
• Canonical SMILES: Oc1ccc2c(c1)OC[C@]1([C@@H]2c2cc(O)c(cc2C1)O)O
• InChI: InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2/t15-,16+/m0/s1
• InChIKey: UWHUTZOCTZJUKC-JKSUJKDBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,10S)-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2,4,6,12,14,16-hexaene-5,10,14,15-tetrol; (1R,10S)-8-oxatetracyclo[8.7.0.0^2,^7.0^1^2,^1^7]heptadeca-2(7),3,5,12(17),13,15-hexaene-5,10,14,15-tetrol; (1R,10S)-8-oxatetracyclo[8.7.0.0^2,^7.0^1^2,^1^7]heptadeca-2(7),3,5,12,14,16-hexaene-5,10,14,15-tetrol
• IUPAC Traditional name: brazilin
• Synonyms: BRAZILIN; Brasilin; Natural Red 24; Brazilin

Database IDs

• CAS Number: 474-07-7
• EC Number: 207-477-6
• PubChem SID: 162094899
• PubChem CID: 73384
• CHEBI ID: 3170
• CHEMBL: 598951
• Chemspider ID: 66104
• Wikipedia Title: Brazilin

CALCULATED PROPERTIES

• Acid pKa: 9.145297
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.7767686
• LogD (pH = 7.4): 1.7691447
• Log P: 1.7768662
• Molar Refractivity: 75.5018 cm^3
• Polarizability: 28.81357 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Red powder

Safety Information

• RTECS: DE3124000