All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C20H18O6
CAS Number:
Molecular Weight:
354.35
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
biological source
Sesamum indicum (sesame)
assay
≥95%
form
crystalline
shipped in
wet ice
storage temp.
−20°C
SMILES string
C1Oc2ccc(cc2O1)[C@H]3OC[C@H]4[C@@H]3CO[C@@H]4c5ccc6OCOc6c5
InChI
1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1
InChI key
PEYUIKBAABKQKQ-AFHBHXEDSA-N
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General description
Sesamin is a fat-soluble furfuran lignan present in Sesamum indicum L seeds.[1]
Application
Sesamin has been used:
- as a lignan to study its effects on the osteoblastic differentiation of rat bone marrow stromal cells (BMSCs) [2]
- as a standard for the isolation of sesamin from sesame oil [3]
- as an enterolignan to study its effects on the proliferation of estrogen-receptor (ER)-positive human breast cancer MCF-7 cells [4]
Biochem/physiol Actions
Non-competitive Δ5-desaturase inhibitor.
Sesamin can lower cholesterol effects in humans. It is involved in preventing high blood pressure and increases vitamin E levels.[5] Sesamin exhibits anti-cancer, anti-proliferative, anti-metastatic and anti-inflammatory properties. It also exhibits pro-apoptotic and pro-autophagocytic properties. Sesamin has its effects on lipid and carbohydrate metabolism. It also has effects on hypertension and free radical scavenging.[1]
signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Zhong-Ping Ma et al.
Medical science monitor : international medical journal of experimental and clinical research, 25, 5312-5320 (2019-07-18)
BACKGROUND Osteoporosis is a common osteopathy, resulting in fractures, especially in elder people. Sesamin has many pharmacological effects, including supplying calcium. However, how sesamin might prevent osteoporosis is still under study. MATERIAL AND METHODS Bone marrow stromal cells (BMSCs) extracted
Amin F Majdalawieh et al.
European journal of pharmacology, 815, 512-521 (2017-10-17)
Sesamin is the major active ingredient is Sesamum indicum seeds. Several studies revealed that sesamin possesses potent anti-cancer properties. The anti-cancer effects of sesamin have been mainly attributed to its anti-proliferative, pro-apoptotic, anti-inflammatory, anti-metastatic, anti- and pro-angiogenic, and pro-autophagocytic activities.
N Hirose et al.
Journal of lipid research, 32(4), 629-638 (1991-04-01)
The effects of sesamin, a lignan from sesame oil, on various aspects of cholesterol metabolism were examined in rats maintained on various dietary regimens. When given at a dietary level of 0.5% for 4 weeks, sesamin reduced the concentration of
Value addition in sesame: A perspective on bioactive components for enhancing utility and profitability
Pathak N, et al.
Pharmacognosy reviews, 8(16), 147-147 (2014)
Jean Fotie et al.
Journal of natural products, 70(10), 1650-1653 (2007-09-21)
Three benzo[ c]phenanthridine alkaloids have been isolated from the stem bark of Garcinia lucida: dihydrochelerythrine ( 1), 6-acetonyldihydrochelerythrine ( 2), and its new derivative, ( S)1''-(9,10-dihydro-2',3'-dihydroxy-7,8-dimethoxy-10-methyl-1,2-benzophenanthridin-9-yl)propan-2''-one (lucidamine A) ( 3). The new diisoprenylated derivative of lucidamine B ( 4) was
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