33676-00-5

33676-00-5 structure

Name: Hypophyllanthin
Chemical Name: (7R,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-6,7,8,9-tetrahydrobenzo[g][1,3]benzodioxole
CAS Number: 33676-00-5
Molecular Formula: C₂₄H₃₀O₇
Molecular Weight: 430.491
Catalog: Natural product Lignans
Create Date: 2018-12-25 12:42:36
Modify Date: 2025-08-21 17:38:40
Hypophyllanthin is a major lignan in Phyllanthus spp, with strong anti-inflammatory activity. Hypophyllanthin directly inhibits P-glycoprotein (P-gp) activity and did not interfere with multidrug resistance protein 2 (MRP2) activity[1][2].

Name	(7R,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-6,7,8,9-tetrahydrobenzo[g][1,3]benzodioxole
Synonyms	(7R,8R,9S)-9-(3,4-Dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-6,7,8,9-tetrahydronaphtho[1,2-d][1,3]dioxole UNII:22ZZ21E33P Naphtho[1,2-d]-1,3-dioxole, 9-(3,4-dimethoxyphenyl)-6,7,8,9-tetrahydro-4-methoxy-7,8-bis(methoxymethyl)-, (7R,8R,9S)- Hypophyllanthin Hypophyllantin

Description	Hypophyllanthin is a major lignan in Phyllanthus spp, with strong anti-inflammatory activity. Hypophyllanthin directly inhibits P-glycoprotein (P-gp) activity and did not interfere with multidrug resistance protein 2 (MRP2) activity[1][2].
Related Catalog	Research Areas >> Cancer Research Areas >> Inflammation/Immunology Signaling Pathways >> Membrane Transporter/Ion Channel >> P-glycoprotein
Target	P-gp[2]
In Vitro	Hypophyllanthin down-regulates COX-2, TNF-α, and IL-1β gene expressions in U937 macrophages by interfering with the activation of NF-κB, MAPKs, and Akt[1].
References	[1]. Harikrishnan H, et al. Anti-Inflammatory Effects of Hypophyllanthin and Niranthin Through Downregulation of NF-κB/MAPKs/PI3K-Akt Signaling Pathways. Inflammation. 2018 Jun;41(3):984-995. [2]. Sukhaphirom N, et al. Phyllanthin and hypophyllanthin inhibit function of P-gp but not MRP2 in Caco-2 cells. J Pharm Pharmacol. 2013 Feb;65(2):292-9.

Density	1.158
Boiling Point	511.1±50.0 °C at 760 mmHg
Melting Point	129-130℃
Molecular Formula	C₂₄H₃₀O₇
Molecular Weight	430.491
Flash Point	200.8±30.0 °C
Exact Mass	430.199158
PSA	64.61000
LogP	3.77
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.536

Hazard Codes	Xn
Risk Phrases	R22

82423-78-7

74-88-4

33676-00-5

Literature: Schneiders, Gail E.; Stevenson, Robert Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 999 - 1004

78246-77-2

74-88-4

33676-00-5

Literature: Tetrahedron Letters, , vol. 22, p. 393 - 396

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