4-Methoxyresveratrol

Last updated
4-Methoxyresveratrol
4-Methoxyresveratrol.svg
Names
Preferred IUPAC name
5-[(E)-2-(4-Methoxyphenyl)ethen-1-yl]benzene-1,3-diol
Other names
4′-Methoxyresveratrol
Deoxyrhapontigenin
Desoxyrhapontigenin
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
  • InChI=1S/C15H14O3/c1-18-15-6-4-11(5-7-15)2-3-12-8-13(16)10-14(17)9-12/h2-10,16-17H,1H3
    Key: IHVRWFJGOIWMGC-UHFFFAOYSA-N
  • COC1=CC=C(C=C1)/C=C/C2=CC(=CC(=C2)O)O
Properties
C15H14O3
Molar mass 242.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

4-Methoxyresveratrol is a stilbenoid found in the Chinese herb Gnetum cleistostachyum. [1]

Related Research Articles

Archegonium Organ of the gametophyte of certain plants, producing and containing the ovum

An archegonium, from the ancient Greek ἀρχή ("beginning") and γόνος ("offspring"), is a multicellular structure or organ of the gametophyte phase of certain plants, producing and containing the ovum or female gamete. The corresponding male organ is called the antheridium. The archegonium has a long neck canal or venter and a swollen base. Archegonia are typically located on the surface of the plant thallus, although in the hornworts they are embedded.

Gnetophyta Division of plants containing three genera of gymnosperms

Gnetophyta is a division of plants, grouped within the gymnosperms, that consists of some 70 species across the three relict genera: Gnetum, Welwitschia, and Ephedra. Fossilized pollen attributed to a close relative of Ephedra has been dated as far back as the Early Cretaceous. Though diverse in the Early Cretaceous, only three families, each containing a single genus, are still alive today. The primary difference between gnetophytes and other gymnosperms is the presence of vessel elements, a system of conduits that transport water within the plant, similar to those found in flowering plants. Because of this, gnetophytes were once thought to be the closest gymnosperm relatives to flowering plants, but more recent molecular studies have brought this hypothesis into question.

<i>Gnetum</i> Genus of tropical gymnosperms in the family Gnetaceae

Gnetum is a genus of gymnosperms, the sole genus in the family Gnetaceae within the Gnetophyta. They are tropical evergreen trees, shrubs and lianas. Unlike other gymnosperms, they possess vessel elements in the xylem. Some species have been proposed to have been the first plants to be insect-pollinated as their fossils occur in association with extinct pollinating scorpionflies. Molecular phylogenies based on nuclear and plastid sequences from most of the species indicate hybridization among some of the Southeast Asian species. Fossil-calibrated molecular-clocks suggest that the Gnetum lineages now found in Africa, South America and Southeast Asia are the result of ancient long-distance dispersal across seawater.

<i>Gnetum gnemon</i> Species of plant

Gnetum gnemon is a species of Gnetum native to southeast Asia and the western Pacific Ocean islands, from Mizoram and Assam in India, south and east through Indonesia and Malaysia to the Philippines, Fiji, and Hawaii in the United States. Common names include gnetum, joint fir, two leaf, melinjo, belinjo, bago, and tulip.

Double fertilization Complex fertilization mechanism of flowering plants

Double fertilization is a complex fertilization mechanism of flowering plants (angiosperms). This process involves the joining of a female gametophyte with two male gametes (sperm). It begins when a pollen grain adheres to the stigma of the carpel, the female reproductive structure of a flower. The pollen grain then takes in moisture and begins to germinate, forming a pollen tube that extends down toward the ovary through the style. The tip of the pollen tube then enters the ovary and penetrates through the micropyle opening in the ovule. The pollen tube proceeds to release the two sperm in the megagametophyte.

<i>p</i>-Coumaric acid Chemical compound

p-Coumaric acid is an organic compound with the formula HOC6H4CH=CHCO2H. It is one of the three isomers of hydroxycinnamic acid. It is a white solid that is only slightly soluble in water but very soluble in ethanol and diethyl ether.

A strobilus is a structure present on many land plant species consisting of sporangia-bearing structures densely aggregated along a stem. Strobili are often called cones, but some botanists restrict the use of the term cone to the woody seed strobili of conifers. Strobili are characterized by a central axis surrounded by spirally arranged or decussate structures that may be modified leaves or modified stems.

Pinosylvin Chemical compound

Pinosylvin is an organic compound with the formula C6H5CH=CHC6H3(OH)2. A white solid, it is related to trans-stilbene, but with two hydroxy groups on one of the phenyl substituents. It is very soluble in many organic solvents, such as acetone.

Emping Indonesian traditional chips made of melinjo (Gnetum gnemon)

Emping are a type of Indonesian chips, a bite-size snack kripik cracker, made of melinjo or belinjo nuts. Emping crackers have a slightly bitter taste. Emping snacks are available in markets plain (original), salty, spicy or sweet, depending on the addition of salt or caramelized sugar.

<i>Gnetum africanum</i> Species of seed-bearing plant

Gnetum africanum is a vine gymnosperm species found natively throughout tropical Africa. Though bearing leaves, the genus Gnetum are gymnosperms, related to pine and other conifers.

Spermatophyte Clade of seed plants

A spermatophyte, also known as phanerogam or phaenogam, is any plant that produces seeds, hence the alternative name seed plant. Spermatophytes are a subset of the embryophytes or land plants.

Rhapontigenin Chemical compound

Rhapontigenin is a stilbenoid. It can be isolated from Vitis coignetiae or from Gnetum cleistostachyum.

Isorhapontigenin Chemical compound

Isorhapontigenin is a tetrahydroxylated stilbenoid with a methoxy group. It is an isomer of rhapontigenin and an analog of resveratrol. It is found in the Chinese herb Gnetum cleistostachyum, in Gnetum parvifolium and in the seeds of the palm Aiphanes aculeata.

Stilbenolignan

Stilbenolignans are phenolic compounds formed from a stilbenoid and a lignan.

Gnetum cleistostachyum is a liana species in the Sessiles subsection of the genus Gnetum described from South East Yunnan.

Gnetucleistol D Chemical compound

Gnetucleistol D is a stilbenoid found in the Chinese herb Gnetum cleistostachyum.

Gnetucleistol E Chemical compound

Gnetucleistol E is a stilbenoid found in the Chinese herb Gnetum cleistostachyum.

Pinostilbene Chemical compound

Pinostilbene is a stilbenoid found in Gnetum venosum and in the bark of Pinus sibirica.

<i>Gnetum macrostachyum</i> Species of seed-bearing vine

Gnetum macrostachyum is a species of vine gymnosperm, native to tropical Asia. They are often harvested as a source of fiber.

<i>Gnetum latifolium</i> Species of seed-bearing plant

Gnetum latifolium is an evergreen plant in the family Gnetaceae with a broad distribution across South East Asia. Although some of its habitat is threatened by logging and forest conversion to crops, its broad distribution afforded it an assessment of "least concern" according to The IUCN Red List of Threatened Species.

References

  1. Stilbenes from Gnetum cleistostachyum. Yao Chun-Suo, Lin Mao, Liu Xin and Wangy Ying-Hong, Huaxue xuebao, 2003, vol. 61, no 8, pages 1331-1334, INIST : 15332136