MedKoo Cat#: 146296 | Name: Penniclavine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Penniclavine is an ergot alkaloid produced by certain Claviceps species, often found in contaminated cereal grains. It acts as a partial agonist or antagonist at various neurotransmitter receptors, particularly serotonin and dopamine receptors, affecting smooth muscle contraction and vascular tone. While not commonly used directly in medicine, penniclavine serves as a reference compound in pharmacological research on ergot alkaloid activity. Its mechanism involves mimicking neurotransmitters, thereby influencing nervous system and vascular responses.

Chemical Structure

Penniclavine
Penniclavine
CAS#519-13-1

Theoretical Analysis

MedKoo Cat#: 146296

Name: Penniclavine

CAS#: 519-13-1

Chemical Formula: C16H18N2O2

Exact Mass: 270.1368

Molecular Weight: 270.33

Elemental Analysis: C, 71.09; H, 6.71; N, 10.36; O, 11.84

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Penniclavine; Penniclavin;
IUPAC/Chemical Name
(6aR,9S)-9-(hydroxymethyl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinolin-9-ol
InChi Key
KCHBNRCSCHMJFD-ZBFHGGJFSA-N
InChi Code
1S/C16H18N2O2/c1-18-8-16(20,9-19)6-12-11-3-2-4-13-15(11)10(7-17-13)5-14(12)18/h2-4,6-7,14,17,19-20H,5,8-9H2,1H3/t14-,16+/m1/s1
SMILES Code
CN1C[C@](O)(CO)C=C2[C@H]1CC3=CNC4=C3C2=CC=C4
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 270.33 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.

Recalculate based on batch purity %
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: Hylin JW, Watson DP. Ergoline Alkaloids in Tropical Wood Roses. Science. 1965 Apr 23;148(3669):499-500. doi: 10.1126/science.148.3669.499. PMID: 17842841. 2: Porter JK. Analysis of endophyte toxins: fescue and other grasses toxic to livestock. J Anim Sci. 1995 Mar;73(3):871-80. doi: 10.2527/1995.733871x. PMID: 7608022. 3: Paulke A, Kremer C, Wunder C, Wurglics M, Schubert-Zsilavecz M, Toennes SW. Studies on the alkaloid composition of the Hawaiian Baby Woodrose Argyreia nervosa, a common legal high. Forensic Sci Int. 2015 Apr;249:281-93. doi: 10.1016/j.forsciint.2015.02.011. Epub 2015 Feb 19. PMID: 25747328. 4: Bacon CW, Porter JK, Robbins JD. Laboratory production of ergot alkaloids by species of balansia. J Gen Microbiol. 1979 Jul;113(1):119-26. doi: 10.1099/00221287-113-1-119. PMID: 501329.