2-[(1R,3S)-8-[(1R,3S)-3-(carboxymethyl)-6,9-dihydroxy-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-8-yl]-6,9-dihydroxy-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-3-yl]acetic acid

• ChemBase ID: 125625
• Molecular Formular: C32H26O14
• Molecular Mass: 634.54044
• Monoisotopic Mass: 634.13225551
• SMILES: OC(=O)C[C@@H]1CC2=C(C(=O)c3c(C2=O)c(O)cc(c2cc(O)c4C(=O)C5=C([C@H](O[C@@H](C5)CC(=O)O)C)C(=O)c4c2O)c3O)[C@@H](C)O1
• Canonical SMILES: OC(=O)C[C@H]1O[C@H](C)C2=C(C1)C(=O)c1c(C2=O)c(O)c(cc1O)c1cc(O)c2c(c1O)C(=O)C1=C(C2=O)C[C@H](O[C@@H]1C)CC(=O)O
• InChI: InChI=1S/C32H26O14/c1-9-21-15(3-11(45-9)5-19(35)36)29(41)23-17(33)7-13(27(39)25(23)31(21)43)14-8-18(34)24-26(28(14)40)32(44)22-10(2)46-12(6-20(37)38)4-16(22)30(24)42/h7-12,33-34,39-40H,3-6H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11+,12+/m1/s1
• InChIKey: VTIKDEXOEJDMJP-WYUUTHIRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,3S)-8-[(1R,3S)-3-(carboxymethyl)-6,9-dihydroxy-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-8-yl]-6,9-dihydroxy-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-3-yl]acetic acid
• IUPAC Traditional name: actinorhodin
• Synonyms: Actinorhodin

Database IDs

• CAS Number: 1397-77-9
• PubChem SID: 162219975
• PubChem CID: 5280985
• CHEBI ID: 2448
• Chemspider ID: 16735642
• Wikipedia Title: Actinorhodin

CALCULATED PROPERTIES

• Acid pKa: 3.1339984
• H Acceptors: 14
• H Donor: 6
• LogD (pH = 5.5): -0.3175293
• LogD (pH = 7.4): -3.0221438
• Log P: 3.7908773
• Molar Refractivity: 156.1312 cm^3
• Polarizability: 60.01606 Å^3
• Polar Surface Area: 242.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false