MedKoo Cat#: 145112 | Name: Oliveroline

Description:

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

Oliveroline is an alkaloid found in plants. Oliveroline shows strong inhibition of Topo I and outstanding inhibition of Topo II, surpassing the efficacy of corresponding drugs like topotecan and etoposide. The complex of oliveroline with Topo II exhibited better stability compared to Topo I, suggesting its potential as a promising candidate for further investigation in cancer therapy.

Chemical Structure

Oliveroline
Oliveroline
CAS#62560-99-0

Theoretical Analysis

MedKoo Cat#: 145112

Name: Oliveroline

CAS#: 62560-99-0

Chemical Formula: C18H17NO3

Exact Mass: 295.1208

Molecular Weight: 295.34

Elemental Analysis: C, 73.20; H, 5.80; N, 4.74; O, 16.25

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
Oliveroline;
IUPAC/Chemical Name
(7aS,8S)-7-methyl-6,7,7a,8-tetrahydro-5H-[1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]benzo[g]quinolin-8-ol
InChi Key
NVMGTUCOAQKLLO-IRXDYDNUSA-N
InChi Code
1S/C18H17NO3/c1-19-7-6-10-8-13-18(22-9-21-13)15-11-4-2-3-5-12(11)17(20)16(19)14(10)15/h2-5,8,16-17,20H,6-7,9H2,1H3/t16-,17-/m0/s1
SMILES Code
[H][C@]12[C@@H](O)C3=CC=CC=C3C4=C5OCOC5=CC(CCN1C)=C24
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 295.34 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: Yang C, Peng W, Yang B, Zhang J, Chen Y. A new sesquiterpenoid from Polyalthia petelotii. Nat Prod Res. 2016 Jul;30(14):1565-70. doi: 10.1080/14786419.2015.1118633. Epub 2015 Dec 15. PMID: 26666779. 2: Ku AF, Cuny GD. Synthetic studies of 7-oxygenated aporphine alkaloids: preparation of (-)-oliveroline, (-)-nornuciferidine, and derivatives. Org Lett. 2015 Mar 6;17(5):1134-7. doi: 10.1021/acs.orglett.5b00007. Epub 2015 Feb 24. PMID: 25710592. 3: Brastianos HC, Sturgeon CM, Roberge M, Andersen RJ. Inhibition of the G2 DNA damage checkpoint by oliveroline isolated from Duguetia odorata. J Nat Prod. 2007 Feb;70(2):287-8. doi: 10.1021/np060285e. PMID: 17315964. 4: Singh S, Das T, Awasthi M, Pandey VP, Pandey B, Dwivedi UN. DNA topoisomerase-directed anticancerous alkaloids: ADMET-based screening, molecular docking, and dynamics simulation. Biotechnol Appl Biochem. 2016 Jan- Feb;63(1):125-37. doi: 10.1002/bab.1346. Epub 2015 Apr 10. PMID: 25594242. 5: Chan YY, Juang SH, Huang GJ, Liao YR, Chen YF, Wu CC, Chang HT, Wu TS. The constituents of Michelia compressa var. formosana and their bioactivities. Int J Mol Sci. 2014 Jun 17;15(6):10926-35. doi: 10.3390/ijms150610926. Erratum in: Int J Mol Sci. 2016 May 16;17(5):E734. doi: 10.3390/ijms17050734. PMID: 24941253; PMCID: PMC4100189. 6: Wu YC, Duh CY, Wang SK, Chen KS, Yang TH. Two new natural azafluorene alkaloids and a cytotoxic aporphine alkaloid from Polyalthia longifolia. J Nat Prod. 1990 Sep-Oct;53(5):1327-31. doi: 10.1021/np50071a028. PMID: 2292689. 7: Wang HM, Lo WL, Huang LY, Wang YD, Chen CY. Chemical constituents from the leaves of Michelia alba. Nat Prod Res. 2010 Mar;24(5):398-406. doi: 10.1080/14786410802394132. PMID: 20306361. 8: Naaz H, Singh S, Pandey VP, Singh P, Dwivedi UN. Anti-cholinergic alkaloids as potential therapeutic agents for Alzheimer's disease: an in silico approach. Indian J Biochem Biophys. 2013 Apr;50(2):120-5. PMID: 23720886. 9: Quevauviller A, Hamonniere M. Activité des principaux alcaloïdes de Polyalthia oliveri Engler (Annonacées) sur le système nerveux central et le systéme cardio-vasculaire [Activity of the principal alkaloids of Polyalthia oliveri Engler (Annonaceac) on the central nervous system and the cardiovascular system]. C R Acad Hebd Seances Acad Sci D. 1977 Jan 3;284(1):93-6. French. PMID: 402235.