MedKoo Cat#: 584896 | Name: Atherospermidine

Description:

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

Atherospermidine is a smooth muscle relaxant aporphines from Artabotrys maingayi.

Chemical Structure

Atherospermidine
Atherospermidine
CAS#3912-57-0

Theoretical Analysis

MedKoo Cat#: 584896

Name: Atherospermidine

CAS#: 3912-57-0

Chemical Formula: C18H11NO4

Exact Mass: 305.0688

Molecular Weight: 305.29

Elemental Analysis: C, 70.82; H, 3.63; N, 4.59; O, 20.96

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 #
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Synonym
Atherospermidine
IUPAC/Chemical Name
8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one, 4-methoxy- (9CI)
InChi Key
MDFFNDBAEOHIDY-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H11NO4/c1-21-16-11-6-7-19-14-12(11)13(17-18(16)23-8-22-17)9-4-2-3-5-10(9)15(14)20/h2-7H,8H2,1H3
SMILES Code
O=C1C2=CC=CC=C2C3=C4OCOC4=C(OC)C5=CC=NC1=C53
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 305.29 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: Cortes D, Torrero MY, Pilar D'Ocon M, Luz Candenas M, Cavé A, Hadi AH. [Norstephalagine and atherospermidine: two smooth muscle relaxant aporphines from Artabotrys maingayi]. J Nat Prod. 1990 Mar-Apr;53(2):503-8. French. PubMed PMID: 2380722. 2: Tan KK, Khoo TJ, Rajagopal M, Wiart C. Antibacterial alkaloids from Artabotrys crassifolius Hook.f. & Thomson. Nat Prod Res. 2015;29(24):2346-9. doi: 10.1080/14786419.2015.1013954. Epub 2015 Mar 4. PubMed PMID: 25738993. 3: Pai BR, Shanmugasundaram G. Synthesis of atherospermidine. Tetrahedron. 1965 Sep;21(9):2579-84. PubMed PMID: 5879300. 4: Hsieh TJ, Chang FR, Chia YC, Chen CY, Lin HC, Chiu HF, Wu YC. The alkaloids of Artabotrys uncinatus. J Nat Prod. 2001 Sep;64(9):1157-61. PubMed PMID: 11575948. 5: Orozco-Castillo JA, Cruz-Ortega R, Martinez-Vázquez M, González-Esquinca AR. Aporphine alkaloid contents increase with moderate nitrogen supply in Annona diversifolia Saff. (Annonaceae) seedlings during diurnal periods. Nat Prod Res. 2016 Oct;30(19):2209-14. doi: 10.1080/14786419.2016.1143826. Epub 2016 Feb 25. PubMed PMID: 26912382. 6: Kwan TK, Shipton F, Azman NS, Hossan S, Jin KT, Wiart C. Cytotoxic Aporphines from Artabotrys crassifolius. Nat Prod Commun. 2016 Mar;11(3):389-92. PubMed PMID: 27169188. 7: Costa EV, Pinheiro ML, de Souza AD, Barison A, Campos FR, Valdez RH, Ueda-Nakamura T, Filho BP, Nakamura CV. Trypanocidal activity of oxoaporphine and pyrimidine-β-carboline alkaloids from the branches of Annona foetida Mart. (Annonaceae). Molecules. 2011 Nov 23;16(11):9714-20. doi: 10.3390/molecules16119714. PubMed PMID: 22113579; PubMed Central PMCID: PMC6264547. 8: Gören AC, Zhou BN, Kingston DG. Cytotoxic and DNA damaging activity of some aporphine alkaloids from Stephania dinklagei. Planta Med. 2003 Sep;69(9):867-8. PubMed PMID: 14598219. 9: Ma Q, Wei R, Wang Z, Liu W, Sang Z, Li Y, Huang H. Bioactive alkaloids from the aerial parts of Houttuynia cordata. J Ethnopharmacol. 2017 Jan 4;195:166-172. doi: 10.1016/j.jep.2016.11.013. Epub 2016 Nov 11. PubMed PMID: 27840258. 10: Lv Z, Zhang Q, Chen R, Yu D. [Alkaloids and anthraquinones from branches and leaves of uvaria kurzii]. Zhongguo Zhong Yao Za Zhi. 2011 May;36(9):1190-2. Chinese. PubMed PMID: 21842647.