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ChemicalBook >> CAS DataBase List >>segetalin B

segetalin B

CAS No.
164991-89-3
Chemical Name:
segetalin B
Synonyms
segetalin B;Cyclo(AGAVW);product/154129;Segetalin B, 10 mM in DMSO;Cyclo(L-alanylglycyl-L-valyl-L-alanyl-L-tryptophyl);(3S,6S,9S,12S)-6-((1H-Indol-3-yl)methyl)-12-isopropyl-3,9-dimethyl-1,4,7,10,13-pentaazacyclopentadecane-2,5,8,11,14-pentaone
CBNumber:
CB61376966
Molecular Formula:
C24H32N6O5
Molecular Weight:
484.55
MDL Number:
MFCD30725502
MOL File:
164991-89-3.mol
Last updated:2025-04-18 09:51:18

segetalin B Properties

Boiling point 999.4±65.0 °C(Predicted)
Density 1.177±0.06 g/cm3(Predicted)
solubility DMSO : 250 mg/mL (515.94 mM; Need ultrasonic)
pka 13.35±0.70(Predicted)
form Solid
color White to off-white

segetalin B price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 361876 Segetalin B 164991-89-3 5mg $581 2021-12-16 Buy
Medical Isotopes, Inc. 74128 SegetalinB 98% 164991-89-3 10mg $983 2021-12-16 Buy
AvaChem 3443 Segetalin B 164991-89-3 5mg $349 2021-12-16 Buy
AvaChem 3443 Segetalin B 164991-89-3 10mg $649 2021-12-16 Buy
Product number Packaging Price Buy
361876 5mg $581 Buy
74128 10mg $983 Buy
3443 5mg $349 Buy
3443 10mg $649 Buy

segetalin B Chemical Properties,Uses,Production

Description

Segetalin B, a cyclopentapeptide from Vaccaria segetalis, possesses estrogen-like activity.

Physical properties

Cyclic pentapeptide. Constit. of the seeds of Vaccaria segetalis (Caryophyllaceae).Needles.Mp 153-155°C.

Uses

Segetalin B, an orally active cyclopentapeptide found in Vaccaria segetalis, possesses estrogen-like activity. Segetalin B promotes mineralization of ovariectomized rat-derived bone marrow mesenchymal stem cells (BMSCs) in vitro and increases the level of osteocalcin, BMP-2, ALP, and SIRT1 activity. Segetalin B is promising for research of post-menopausal osteoporosis (PMOP)[1][2][3][4].

Pharmacology

Examples of naturally occurring bioactive cyclopeptides are Segetalins A and B,which were isolated from Vaccaria segetalis (Caryophyllacea) and were shown to have estrogen-like activity. The seeds of Vaccaria segetalis are used in Chinese folk medicine to activate blood flow, to promote milk secretion, and to treat amenorrhea and breast infections. That Segetalin A and Segetalin B have the Try-Ala-Gly-Val (WAGV) sequence in common indicates this is the biologically active part of the molecules. NMR studies indicate,however,that the orientation of the Val residue is different in the molecules.The effect of this amino acid on the activity of the compounds might not be very important.

in vivo

Segetalin B (2.5 mg/kg, s.c., daily for two weeks) increases the uterine weight in ovariectomized rats, showing the estrogen-like effects[1].
Segetalin B (10-160 mg/kg, p.o., daily for 4 weeeks) inhibits bone loss in ovariectomized rats and upregulates expressions of Runx2, osterix, and SIRT1, and downregulates expressions of NICD and Hes1 in bone tissue of ovariectomized rats[4].

Animal Model:Ovariectomized rats[1]
Dosage:2.5 mg/kg
Administration:s.c., daily for two weeks
Result:Increased the uterine weight to 75.6±8.87 mg in ovariectomized rats.
Animal Model:Ovariectomized rats[4]
Dosage:10-160 mg/kg
Administration:p.o., daily for 4 weeeks
Result:Significantly increased the calcium and phosphorus content in the urine of ovariectomized rats and upregulated the protein expressions of Runx2, Osterix, and SIRT1 in the corresponding region.

IC 50

SIRT1; RUNX2

References

[1] HiroshiMorita, et al. Segetalins B, C and D, three new cyclic peptides from Vaccaria segetalis. Tetrahedron Volume 51, Issue 21, 22 May 1995, Pages 6003-6014.
[2] PascalSonnet, et al. First synthesis of segetalins B and G: two cyclopentapeptides with estrogen-like activity. Tetrahedron Letters. Volume 44, Issue 16, 14 April 2003, Pages 3293-3296
[3] DONG H, et al. HPLC simultaneous determination of segetalin A and segetalin B in Vaccariae Semen[J]. Chinese Journal of Pharmaceutical Analysis, 2012, 32(5): 793-796.
[4] Lan X, et al. SIRT1/Notch1 signal axis involves in the promoting effect of Segetalin B on bone formation. Drug Dev Res. 2022 Dec;83(8):1845-1857. DOI:10.1002/ddr.22001

segetalin B Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 103)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Zheyan Biotech Co., Ltd.
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Chengdu GLP biotechnology Co Ltd
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Shenzhen Nexconn Pharmatechs Ltd
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Chengdu Biopurify Phytochemicals Ltd.
+86-28-82633860; +8618080483897 sales@biopurify.com China 3751 58
Wuhan ChemNorm Biotech Co.,Ltd.
+86-27-8439 4403 18971486879 sales@chemnorm.com CHINA 2935 58
TargetMol Chemicals Inc.
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TargetMol Chemicals Inc.
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Mensura Group Limited
+8618109034517 1058503172@qq.com China 2900 58
Guangzhou CATO Research Chemicals Inc.
+86-020-81960175-617 +8615602392859 Intermediate@cato-chem.com China 6335 58
Changsha MOL Changes Biotechnology Co., Ltd.
+8619375158599 info@molchanges.com China 5221 58

View Lastest Price from segetalin B manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Segetalin B pictures 2025-04-30 Segetalin B
164991-89-3
US $32.00-115.00 / mg 99.64% 10g TargetMol Chemicals Inc.
  • Segetalin B pictures
  • Segetalin B
    164991-89-3
  • US $32.00-115.00 / mg
  • 99.64%
  • TargetMol Chemicals Inc.
segetalin B product/154129 Cyclo(L-alanylglycyl-L-valyl-L-alanyl-L-tryptophyl) Cyclo(AGAVW) (3S,6S,9S,12S)-6-((1H-Indol-3-yl)methyl)-12-isopropyl-3,9-dimethyl-1,4,7,10,13-pentaazacyclopentadecane-2,5,8,11,14-pentaone Segetalin B, 10 mM in DMSO 164991-89-3 64991-89-3 C24H32N6O5 Cyclic peptides