(2R)-2-[(2R,5S,6R)-6-{6-[(1S,3aR,4S,5S,7aS)-1-ethyl-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl}-5-methyloxan-2-yl]propanoic acid

• ChemBase ID: 155521
• Molecular Formular: C31H43NO4
• Molecular Mass: 493.67742
• Monoisotopic Mass: 493.31920886
• SMILES: CC[C@H]1CC[C@@H]2[C@@H]1C=C[C@H]([C@H]2C(=O)c1ccc[nH]1)/C=C\C=C(/CC)\[C@H]1[C@H](CC[C@@H](O1)[C@@H](C)C(=O)O)C
• Canonical SMILES: CC/C(=C\C=C/[C@@H]1C=C[C@H]2[C@H]([C@@H]1C(=O)c1[nH]ccc1)CC[C@@H]2CC)/[C@@H]1O[C@H](CC[C@@H]1C)[C@H](C(=O)O)C
• InChI: InChI=1S/C31H43NO4/c1-5-21-13-16-25-24(21)15-14-23(28(25)29(33)26-11-8-18-32-26)10-7-9-22(6-2)30-19(3)12-17-27(36-30)20(4)31(34)35/h7-11,14-15,18-21,23-25,27-28,30,32H,5-6,12-13,16-17H2,1-4H3,(H,34,35)/t19-,20+,21-,23+,24+,25+,27+,28+,30+/m0/s1
• InChIKey: BAIPOTOKPGDCHA-ZAKCOQKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2R,5S,6R)-6-{6-[(1S,3aR,4S,5S,7aS)-1-ethyl-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl}-5-methyloxan-2-yl]propanoic acid
• IUPAC Traditional name: (2R)-2-[(2R,5S,6R)-6-{6-[(1S,3aR,4S,5S,7aS)-1-ethyl-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl}-5-methyloxan-2-yl]propanoic acid
• Synonyms: X-14547A; Indanomycin from Streptomyces antibioticus

Database IDs

• CAS Number: 66513-28-8
• PubChem SID: 162249659
• PubChem CID: 71312149

CALCULATED PROPERTIES

• Acid pKa: 4.7002826
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.690579
• LogD (pH = 7.4): 3.9127753
• Log P: 6.553419
• Molar Refractivity: 146.3687 cm^3
• Polarizability: 56.11008 Å^3
• Polar Surface Area: 79.39 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: UP6100000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 23/24/25
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ~98% (TLC)
• Empirical Formula (Hill Notation): C31H43NO4