Laurotetanine | CAS#128-76-7 | bioactive chemical

MedKoo Cat#: 598455 | Name: Laurotetanine

Description:

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

Laurotetanine is a bioactive chemical isolated from Tetranthera & Lindera benzoin L. from family Lauraceae.

Chemical Structure

Laurotetanine

CAS#128-76-7

Theoretical Analysis

MedKoo Cat#: 598455

Name: Laurotetanine

CAS#: 128-76-7

Chemical Formula: C19H21NO4

Exact Mass: 327.1471

Molecular Weight: 327.38

Elemental Analysis: C, 69.71; H, 6.47; N, 4.28; O, 19.55

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Laurotetanine; NSC 106610; NSC-106610; NSC106610; Laurotetanin; Litsoeine;

IUPAC/Chemical Name

(S)-1,2,10-trimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol

InChi Key

GVVXPMORGFYVOO-ZDUSSCGKSA-N

InChi Code

InChI=1S/C19H21NO4/c1-22-15-9-12-11(7-14(15)21)6-13-17-10(4-5-20-13)8-16(23-2)19(24-3)18(12)17/h7-9,13,20-21H,4-6H2,1-3H3/t13-/m0/s1

SMILES Code

OC1=C(OC)C=C2C3=C4C(CCN[C@@]4([H])CC2=C1)=CC(OC)=C3OC

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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 327.38 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: Chen WY, Ko FN, Wu YC, Lu ST, Teng CM. Vasorelaxing effect in rat thoracic aorta caused by laurotetanine isolated from Litsea cubeba Persoon. J Pharm Pharmacol. 1994 May;46(5):380-2. PubMed PMID: 8083812. 2: Hughes DW, Genest K, Skakum W. Alkaloids of Peumus boldus. Isolation of laurotetanine and laurolitsine. J Pharm Sci. 1968 Sep;57(9):1619-20. PubMed PMID: 5674407. 3: Babcock PA, Segelman AB. Alkaloids of Lindera benzoin (L.) Blume (lauraceae) I: isolation and identification of laurotetanine. J Pharm Sci. 1974 Sep;63(9):1495-6. PubMed PMID: 4427284. 4: Zahari A, Ablat A, Sivasothy Y, Mohamad J, Choudhary MI, Awang K. In vitro antiplasmodial and antioxidant activities of bisbenzylisoquinoline alkaloids from Alseodaphne corneri Kosterm. Asian Pac J Trop Med. 2016 Apr;9(4):328-332. doi: 10.1016/j.apjtm.2016.03.008. Epub 2016 Mar 10. PubMed PMID: 27086149. 5: Zhang SY, Guo Q, Cao Y, Zhang Y, Gao XL, Tu PF, Chai XY. [Alkaloids from roots and stems of Litsea cubeba]. Zhongguo Zhong Yao Za Zhi. 2014 Oct;39(20):3964-8. Chinese. PubMed PMID: 25751947. 6: Kametani T, Fukumoto K, Shibuya S, Nemoto H, Nakano T. Studies on the syntheses of heterocyclic compounds. CDLXII. Total photolytic syntheses of aporphine ((plus or minus)-N-methyl-laurotetanine, (plus or minus)-cassythicine, and (plus or minus)-pukateine), proaporphine ((plus or minus)-orientalinone), and morphinandienone ((plus or minus)-pallidine and (plus or minus)-salutaridine) alkaloids. J Chem Soc Perkin 1. 1972;12:1435-41. PubMed PMID: 5065332. 7: Menezes LR, Costa CO, Rodrigues AC, Santo FR, Nepel A, Dutra LM, Silva FM, Soares MB, Barison A, Costa EV, Bezerra DP. Cytotoxic Alkaloids from the Stem of Xylopia laevigata. Molecules. 2016 Jul 8;21(7). pii: E890. doi: 10.3390/molecules21070890. PubMed PMID: 27399666. 8: Wan Othman WNN, Liew SY, Khaw KY, Murugaiyah V, Litaudon M, Awang K. Cholinesterase inhibitory activity of isoquinoline alkaloids from three Cryptocarya species (Lauraceae). Bioorg Med Chem. 2016 Sep 15;24(18):4464-4469. doi: 10.1016/j.bmc.2016.07.043. Epub 2016 Jul 21. PubMed PMID: 27492195. 9: Mollataghi A, Hadi AH, Awang K, Mohamad J, Litaudon M, Mukhtar MR. (+)-Kunstlerone, a new antioxidant neolignan from the Leaves of Beilschmiedia kunstleri gamble. Molecules. 2011 Aug 4;16(8):6582-90. doi: 10.3390/molecules16086582. PubMed PMID: 21818061. 10: Qu YH, Jiang M, Wang LY, Li YC, Wang YN, Guo QL, Li YJ, Lin S. [Aporphine alkaloids from Litsea greenmaniana]. Zhongguo Zhong Yao Za Zhi. 2015 Jan;40(1):94-7. Chinese. PubMed PMID: 25993795. 11: Fadaeinasab M, Taha H, Fauzi PN, Ali HM, Widyawaruyanti A. Anti-malarial Activity of Isoquinoline Alkaloids from the Stem Bark of Actinodaphne macrophylla. Nat Prod Commun. 2015 Sep;10(9):1541-2. PubMed PMID: 26594753. 12: Leboeuf M, Cavé A, Provost J, Tiberghien R, Forgacs P. [Alkaloids of Monimia rotundifolia pet.-th.; preparation of laurotetanine derived compounds with antiarrhythmic properties (author's transl)]. Ann Pharm Fr. 1980;38(6):537-44. French. PubMed PMID: 7283352. 13: Zhao QZ, Zhao YM, Wang KJ. [Alkaloids from the root of Lindera angustifolia]. Yao Xue Xue Bao. 2005 Oct;40(10):931-4. Chinese. PubMed PMID: 16408812. 14: Wang YS, Wen ZQ, Li BT, Zhang HB, Yang JH. Ethnobotany, phytochemistry, and pharmacology of the genus Litsea: An update. J Ethnopharmacol. 2016 Apr 2;181:66-107. doi: 10.1016/j.jep.2016.01.032. Epub 2016 Jan 23. Review. PubMed PMID: 26812679. 15: Chen IS, Chen JJ, Duh CY, Tsai IL, Chang CT. New aporphine alkaloids and cytotoxic constituents of Hernandia nymphaeifolia. Planta Med. 1997 Apr;63(2):154-7. PubMed PMID: 9140231. 16: Zhang M, Liang G, Yu J, Pan W. Aporphine alkaloids from the roots of Stephania viridiflavens. Nat Prod Res. 2010 Aug;24(13):1243-7. doi: 10.1080/14786410903125393. PubMed PMID: 20645211. 17: Wang R, Tang S, Zhai H, Duan H. [Studies on anti-tumor metastatic constituents from Lindera glauca]. Zhongguo Zhong Yao Za Zhi. 2011 Apr;36(8):1032-6. Chinese. PubMed PMID: 21809579. 18: Mollataghi A, Hadi AH, Cheah SC. (-)-Kunstleramide, a new antioxidant and cytotoxic dienamide from the bark of Beilschmiedia kunstleri gamble. Molecules. 2012 Apr 5;17(4):4197-208. doi: 10.3390/molecules17044197. PubMed PMID: 22481540. 19: Hung IC, Chang SS, Chang PC, Lee CC, Chen CY. Memory enhancement by traditional Chinese medicine? J Biomol Struct Dyn. 2013 Dec;31(12):1411-39. doi: 10.1080/07391102.2012.741052. Epub 2012 Dec 19. PubMed PMID: 23249175. 20: Pimenta LP, Mendonça DD. Aporphine alkaloids and feruloylamides from the bark of Xylopia benthamii R.E. Fries (Annonaceae). Nat Prod Res. 2012;26(20):1948-50. Epub 2011 Oct 19. PubMed PMID: 22007762.