MedKoo Cat#: 145811 | Name: Undulatine

Description:

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

Undulatine is a naturally occurring alkaloid that has been studied for its potential antimicrobial and anti-inflammatory properties. It is found in certain plants and is of interest in the field of natural product chemistry due to its possible therapeutic effects. Research suggests that undulatine may interact with biological systems to inhibit the growth of bacteria and reduce inflammation.

Chemical Structure

Undulatine
Undulatine
CAS#6882-09-3

Theoretical Analysis

MedKoo Cat#: 145811

Name: Undulatine

CAS#: 6882-09-3

Chemical Formula: C18H21NO5

Exact Mass: 331.1400

Molecular Weight: 331.37

Elemental Analysis: C, 65.24; H, 6.39; N, 4.23; O, 24.14

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
Undulatine;
IUPAC/Chemical Name
(1aS,2R,3aR,4S,10bS,10cR)-2,6-dimethoxy-1a,3,3a,10c-tetrahydro-2H,5H-4,10b-ethano[1,3]dioxolo[4,5-j]oxireno[2,3-a]phenanthridine
InChi Key
XHXKHSUJQVCHTA-NWVCDLTISA-N
InChi Code
1S/C18H21NO5/c1-20-11-6-13-18(17-16(11)24-17)3-4-19(13)7-9-10(18)5-12-15(14(9)21-2)23-8-22-12/h5,11,13,16-17H,3-4,6-8H2,1-2H3/t11-,13-,16+,17+,18+/m1/s1
SMILES Code
[H][C@@]12C[C@@H](OC)[C@@H]3O[C@@H]3[C@]14CC[N@]2CC5=C(OC)C6=C(OCO6)C=C45
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 331.37 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: Cahlíková L, Pérez DI, Štěpánková Š, Chlebek J, Šafratová M, Hošt'álková A, Opletal L. In Vitro Inhibitory Effects of 8-O-Demethylmaritidine and Undulatine on Acetylcholinesterase and Their Predicted Penetration across the Blood-Brain Barrier. J Nat Prod. 2015 Jun 26;78(6):1189-92. doi: 10.1021/acs.jnatprod.5b00191. Epub 2015 Jun 1. PMID: 26030662. 2: Sibanyoni MN, Chaudhary SK, Chen W, Adhami HR, Combrinck S, Maharaj V, Schuster D, Viljoen A. Isolation, in vitro evaluation and molecular docking of acetylcholinesterase inhibitors from South African Amaryllidaceae. Fitoterapia. 2020 Oct;146:104650. doi: 10.1016/j.fitote.2020.104650. Epub 2020 May 30. PMID: 32479767. 3: Fennell CW, Elgorashi EE, van Staden J. Alkaloid production in Crinum moorei cultures. J Nat Prod. 2003 Nov;66(11):1524-6. doi: 10.1021/np030206o. PMID: 14640535. 4: Pettit GR, Gaddamidi V, Goswami A, Cragg GM. Antineoplastic agents, 99. Amaryllis belladonna. J Nat Prod. 1984 Sep-Oct;47(5):796-801. doi: 10.1021/np50035a007. PMID: 6512532. 5: Oboh G, Ademosun AO, Ogunsuyi OB, Oyedola ET, Olasehinde TA, Oyeleye SI. In vitro anticholinesterase, antimonoamine oxidase and antioxidant properties of alkaloid extracts from kola nuts (Cola acuminata and Cola nitida). J Complement Integr Med. 2018 Jul 18;16(1). doi: 10.1515/jcim-2016-0155. PMID: 30020887. 6: Cahlíková L, Hrabinová M, Kulhánková A, Benesová N, Chlebek J, Jun D, Novák Z, Macáková K, Kunes J, Kuca K, Opletal L. Alkaloids from Chlidanthus fragrans and their acetylcholinesterase, butyrylcholinesterase and prolyl oligopeptidase activities. Nat Prod Commun. 2013 Nov;8(11):1541-4. PMID: 24427936. 7: Adefegha SA, Oboh G, Okeke BM, Oyeleye SI. Comparative Effects of Alkaloid Extracts from Aframomum melegueta (Alligator Pepper) and Aframomum danielli (Bastered Melegueta) on Enzymes Relevant to Erectile Dysfunction. J Diet Suppl. 2017 Sep 3;14(5):542-552. doi: 10.1080/19390211.2016.1272661. Epub 2017 Feb 6. PMID: 28165832.