Ionizable lipids and nanoparticles comprising same

A compound, a salt of said compound or both, wherein the compound is represented by Formula I:

• wherein:
• each L is independently R1,
• each L1 is independently R1,
• represents a single bond, a triple bond or a double bond;
• each Z independently represents-OH or —SH;
• each k is independently between 0 and 10;
• each Y independently is absent or comprises CH2, CHR′2, NR′2, NH, O, S, —CONH—, —CONR′—, —C(═NH)NR′—, —C(═S)NR′—, —NC(═O)—, —NC(═O)O—, —NC(═O)N—, —NC(═S)O—, —NC(═S)N—, —C(═O)—, —C(═O)O—, —OC(═O)O—, —OC(═O)N—, —OC(═S)O—, —OC(═S)N—, or phosphate, as allowed by valency;
• each T independently represents an optionally substituted C5-C30 alkyl or an optionally substituted C5-C30 alkenyl;
• each R′ is independently H or comprises an optionally substituted C1-C10 alkyl, an C1-C10 alkyl-aryl, an C1-C10 alkyl-cycloalkyl, optionally substituted C3-C10 cycloalkyl, optionally substituted C3-C10 heterocyclyl, optionally substituted heteroaryl, optionally substituted aryl or a combination thereof;
• each X independently represents a heteroatom, CH2, an optionally substituted C1-C10 alkyl, or X is absent;
• each n and p is independently between 0 and 5, and at least one n is not 0;
• m is between 1 and 3;
• each R independently is H, or comprises an optionally substituted C5-C30 alkyl;
• each R1 is an optionally substituted C1-C24 alkyl, and at least one L or L1 is or comprises