WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 597682
CAS#: 478-13-7
Description: Ophiocarpine is a protoberberine alkaloid.
MedKoo Cat#: 597682
Name: Ophiocarpine
CAS#: 478-13-7
Chemical Formula: C20H21NO5
Exact Mass: 355.142
Molecular Weight: 355.39
Elemental Analysis: C, 67.59; H, 5.96; N, 3.94; O, 22.51
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Synonym: Ophiocarpine; l-Ophiocarpine;
IUPAC/Chemical Name: 9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-13-ol
InChi Key: FLSSXYPKPLFNLK-UHFFFAOYSA-N
InChi Code: InChI=1S/C20H21NO5/c1-23-15-4-3-12-14(20(15)24-2)9-21-6-5-11-7-16-17(26-10-25-16)8-13(11)18(21)19(12)22/h3-4,7-8,18-19,22H,5-6,9-10H2,1-2H3
SMILES Code: OC1C2=CC=C(OC)C(OC)=C2CN3CCC4=C(C=C5OCOC5=C4)C13
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.03.00
The following data is based on the product molecular weight 355.39 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: OHTA M, TANI H, MOROZUMI S, KODAIRA S. THE STEREOCHEMISTRY OF HYDRASTINE, NARCOTINE, OPHIOCARPINE, AND THEIR DERIVATIVES. II. ABSOLUTE CONFIGURATION OF NARCOTINE AND THEIR DERIVATIVES. Chem Pharm Bull (Tokyo). 1964 Sep;12:1080-9. PubMed PMID: 14245270.
2: OHTA M, TANI H, MOROZUMI S. THE STEREOCHEMISTRY OF HYDRASTINE, NARCOTINE, OPHIOCARPINE, AND THEIR DERIVATIVES. I. ABSOLUTE CONFIGURATION OF HYDRASTINE AND OPHIOCARPINE. Chem Pharm Bull (Tokyo). 1964 Sep;12:1072-80. PubMed PMID: 14245904.
3: Jeffs PW, Scharver JD. Biosynthesis of ophiocarpine. Introduction of a stereospecific label through transannular cyclization. J Am Chem Soc. 1976 Jul 7;98(14):4301-10. PubMed PMID: 932362.
4: Kametani T, Matsumoto H, Satoh Y, Nemoto H, Fukumoto K. Studies on the syntheses of heterocyclic compounds. Part 679. A stereoselective total synthesis of (+/-)-ophiocarpine; a simple route to 13-hydroxyberbines. J Chem Soc Perkin 1. 1977;4:376-82. PubMed PMID: 557491.
