2-[(1S,3R,5s,7s)-3-(carboxymethyl)adamantan-1-yl]acetic acid

• ChemBase ID: 145815
• Molecular Formular: C14H20O4
• Molecular Mass: 252.3062
• Monoisotopic Mass: 252.13615912
• SMILES: C1[C@H]2C[C@@]3(C[C@](C2)(C[C@H]1C3)CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)C[C@]12C[C@@H]3C[C@H](C1)C[C@](C2)(C3)CC(=O)O
• InChI: InChI=1S/C14H20O4/c15-11(16)6-13-2-9-1-10(4-13)5-14(3-9,8-13)7-12(17)18/h9-10H,1-8H2,(H,15,16)(H,17,18)/t9-,10+,13-,14+
• InChIKey: UTENGZNBNPABQE-IOQCUFBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,3R,5s,7s)-3-(carboxymethyl)adamantan-1-yl]acetic acid
• IUPAC Traditional name: [(1S,3R,5s,7s)-3-(carboxymethyl)adamantan-1-yl]acetic acid
• Synonyms: H2ADA; 1,3-Adamantanediacetic acid; 1,3-金刚烷二乙酸

Database IDs

• CAS Number: 17768-28-4
• EC Number: 241-751-6
• MDL Number: MFCD00191708
• PubChem SID: 24848768; 162240017
• PubChem CID: 86624

CALCULATED PROPERTIES

• Acid pKa: 4.1323175
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.38257393
• LogD (pH = 7.4): -3.892717
• Log P: 1.7367846
• Molar Refractivity: 63.679 cm^3
• Polarizability: 25.415436 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 234-237 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C14H20O4

DETAILS

Sigma Aldrich - 146226

Packaging
1, 5 g in glass bottle