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(3aR)-3a,4,9,9aα-Tetrahydro-4β-hydroxy-6,7-dimethoxy-9β-(3,4,5-trimethoxyphenyl)naphtho[2,3-c]furan-1(3H)-one is a complex organic compound with a unique molecular structure. It belongs to the class of naphtho-furan derivatives, characterized by the presence of a naphthalene ring fused with a furan ring. The compound features a tetrahydro-4β-hydroxy group, which contributes to its hydrophilic properties, and a 3,4,5-trimethoxyphenyl group, which enhances its lipophilic nature. The presence of dimethoxy groups at the 6 and 7 positions further modifies its chemical reactivity and solubility. (3aR)-3a,4,9,9aα-Tetrahydro-4β-hydroxy-6,7-dimethoxy-9β-(3,4,5-trimethoxyphenyl)naphtho[2,3-c]furan-1(3H)-one is of interest in the field of organic chemistry, potentially for its pharmacological properties or as a precursor in the synthesis of other complex molecules.

18651-67-7

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18651-67-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 18651-67-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,6,5 and 1 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 18651-67:
(7*1)+(6*8)+(5*6)+(4*5)+(3*1)+(2*6)+(1*7)=127
127 % 10 = 7
So 18651-67-7 is a valid CAS Registry Number.
InChI:InChI=1/C23H26O8/c1-26-15-8-12-13(9-16(15)27-2)21(24)14-10-31-23(25)20(14)19(12)11-6-17(28-3)22(30-5)18(7-11)29-4/h6-9,14,19-21,24H,10H2,1-5H3

18651-67-7Relevant academic research and scientific papers

Synthesis and quantitative structure-activity relationship (QSAR) study of novel 4-acyloxypodophyllotoxin derivatives modified in the A and C rings as insecticidal agents

He, Shuzhen,Shao, Yonghua,Fan, Lingling,Che, Zhiping,Xu, Hui,Zhi, Xiaoyan,Wang, Juanjuan,Yao, Xiaojun,Qu, Huan

, p. 618 - 625 (2013/03/28)

In continuation of our program aimed at the discovery and development of natural-product-based insecticidal agents, we have synthesized three series of novel 4-acyloxy compounds derived from podophyllotoxin modified in the A and C rings, which is isolated as the main secondary metabolite from the roots and rhizomes of Podophyllum hexandrum. Their insecticidal activity was preliminarily evaluated against the pre-third-instar larvae of Mythimna separata in vivo. Compound 9g displayed the best promising insecticidal activity. It revealed that cleavage of the 6,7-methylenedioxy group of podophyllotoxin will lead to a less active compound and that the C-4 position of podophyllotoxin was the important modification location. A quantitative structure-activity relationship (QSAR) model was developed by genetic algorithm combined with multiple linear regression (GA-MLR). For this model, the squared correlation coefficient (R 2) is 0.914, the leave-one-out cross-validation correlation coefficient (Q2LOO) is 0.881, and the root-mean-square error (RMSE) is 0.024. Five descriptors, BEHm2, Mor14v, Wap, G1v, and RDF020e, are likely to influence the biological activity of these compounds. Among them, two important ones are BEHm2 and Mor14v. This study will pave the way for further design, structural modification, and development of podophyllotoxin derivatives as insecticidal agents.

THE TOTAL SYNTHESIS OF (+/-)-SIKKIMOTOXIN VIA THE BENZO-PETERSON REACTION

Takano, Seiichi,Sato, Nobuaki,Otaki, Shizuo,Ogasawara, Kunio

, p. 69 - 73 (2007/10/02)

The total synthesis of a lignan lactone sikkimotoxin (1) in racemic forms has been completed by employing the Benzo-Peterson reaction as key step.

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