5,6,10,15-tetrahydroxy-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-1(17),2(7),3,5,12,15-hexaen-14-one

• ChemBase ID: 108229
• Molecular Formular: C16H12O6
• Molecular Mass: 300.26288
• Monoisotopic Mass: 300.0633881
• SMILES: OC1=CC2=C3c4c(OCC3(O)CC2=CC1=O)c(O)c(O)cc4
• Canonical SMILES: O=C1C=C2CC3(C(=C2C=C1O)c1ccc(c(c1OC3)O)O)O
• InChI: InChI=1S/C16H12O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,17,19-21H,5-6H2
• InChIKey: HLUCICHZHWJHLL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6,10,15-tetrahydroxy-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-1(17),2(7),3,5,12,15-hexaen-14-one; 5,6,10,15-tetrahydroxy-8-oxatetracyclo[8.7.0.0^2,^7.0^1^2,^1^7]heptadeca-1(17),2(7),3,5,12,15-hexaen-14-one
• IUPAC Traditional name: hematein
• Synonyms: HEMATEIN (DYE); Haematein; Hematein; Hematein

Database IDs

• CAS Number: 475-25-2
• EC Number: 207-492-8
• MDL Number: MFCD00036187
• Beilstein Number: 93039
• PubChem SID: 24873620; 162094370
• PubChem CID: 10138
• Chemspider ID: 9732
• MeSH Name: Hematein
• Unique Ingredient Identifier: 88Q1SYD10B
• Wikipedia Title: Hematein
• Color Index Number: 75290

CALCULATED PROPERTIES

• Acid pKa: 8.738166
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.34310648
• LogD (pH = 7.4): 0.32387298
• Log P: 0.34335658
• Molar Refractivity: 79.1189 cm^3
• Polarizability: 29.177156 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~85%
• Grade: for microscopy (Hist.)
• Description: 2 Tautomers (~1:5)
• Empirical Formula (Hill Notation): C16H12O6
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05206561

MP Biomedicals Rare Chemical collection

Sigma Aldrich - H1625

Linkage
Sometimes called hematine or haematein; do not confuse with hematin, which is a derivative of hemin.