CAS 303-33-3: (+)-Heliotrine

Description: (+)-Heliotrine, with the CAS number 303-33-3, is a naturally occurring alkaloid primarily derived from plants in the Heliotropium genus. This compound is characterized by its bicyclic structure, which includes a pyrrolidine ring fused to a cyclopentane ring. It exhibits a chiral center, resulting in its designation as the (+) enantiomer, which is known for its specific optical activity. (+)-Heliotrine is recognized for its potential biological activities, including antimicrobial and cytotoxic properties, making it of interest in pharmacological research. The compound is typically found in trace amounts in various plant species and can be extracted through methods such as steam distillation or solvent extraction. Its solubility is generally higher in organic solvents than in water, which is common for many alkaloids. Due to its structural features, (+)-Heliotrine may also participate in various chemical reactions, contributing to its utility in synthetic organic chemistry. However, it is important to handle this compound with care, as some alkaloids can exhibit toxic effects at certain concentrations.

Formula: C₁₆H₂₇NO₅

InChI: InChI=1S/C16H27NO5/c1-10(2)16(20,11(3)21-4)15(19)22-9-12-5-7-17-8-6-13(18)14(12)17/h5,10-11,13-14,18,20H,6-9H2,1-4H3/t11-,13+,14-,16+/m1/s1

InChI key: InChIKey=LMFKRLGHEKVMNT-UJDVCPFMSA-N

SMILES: O=C(OCC1=CCN2CCC(O)C12)C(O)(C(OC)C)C(C)C

Synonyms:

• (+)-Heliotrine
• (1-Hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl 2-hydroxy-2-isopropyl-3-methoxybutanoate
• (1-Hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl-2-hydroxy-2-isopropyl-3-methoxybutanoat
• 2-Hydroxy-2-isopropyl-3-méthoxybutanoate de (1-hydroxy-2,3,5,7a-tétrahydro-1H-pyrrolizin-7-yl)méthyle
• 7S-Heliotrine
• Butanoic acid, 2-hydroxy-2-(1-methoxyethyl)-3-methyl-, (2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester, [1S-[1α,7[R*(S*)],7aα]]-
• Butanoic acid, 2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methyl-, [(1S,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester, (2S)-
• butanoic acid, 2-hydroxy-3-methoxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl)methyl ester

Butanoic acid, 2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methyl-, [(1S,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizin-7-yl]methyl ester, (2S)-

CAS: 303-33-3

• Formula: C₁₆H₂₇NO₅
• Molecular weight: 313.3893

Heliotrine

CAS: 303-33-3

Heliotrine leads to apoptosis of the human hepatoma cell line HepaRG.

• Formula: C₁₆H₂₇NO₅
• Purity: 98%
• Color and Shape: Solid
• Molecular weight: 313.39

Heliotrine 100 µg/mL in Water

CAS: 303-33-3

• Formula: C₁₆H₂₇NO₅
• Color and Shape: Single Solution
• Molecular weight: 313.3893

Pyrrolizidine alkaloids Mixture 661 100 µg/mL in Methanol

CAS: 101687-28-9 10285-06-0 10285-07-1 127-30-0 130-01-8 13268-67-2 15503-86-3 2318-18-5 303-33-3303-34-4 38710-26-8 41093-89-4 480-54-6 480-81-9 520-68-3 570-19-4 6209-65-0 65582-53-8 72755-25-0 95462-14-9 95462-15-0

• Color and Shape: Mixture

Heliotrine

CAS: 303-33-3

• Formula: C₁₆H₂₇NO₅
• Purity: 95%~99%
• Molecular weight: 313.394

Heliotrine

CAS: 303-33-3

• Formula: C₁₆H₂₇NO₅
• Molecular weight: 313.39

Heliotrine-d3

CAS: 303-33-3

• Formula: C₁₆H₂₅D₂NO₅
• Molecular weight: 315.41

Heliotrine

CAS: 303-33-3

Natural alkaloid

• Formula: C₁₆H₂₇NO₅
• Purity: ≥ 85.0 % (HPLC)
• Color and Shape: Powder
• Molecular weight: 313.4

Heliotrine-D7 Hydrochloride Salt

CAS: 303-33-3

• Formula: C₁₆H₂₀D₇NO₅·HCl
• Color and Shape: Neat
• Molecular weight: 316.408

7S-Heliotrine

CAS: 303-33-3

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• Formula: C₁₆H₂₇NO₅
• Purity: Min. 95%
• Color and Shape: Powder
• Molecular weight: 313.39 g/mol