Saikosaponin D

CAT: 0804-HY-N0250-01Size: 1 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-N0250-01Size:1 mg

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Description

Saikosaponin D is a triterpene saponin isolated from Bupleurum, with anti-inflammatory, anti-bacterial, anti-tumor, and anti-allergic activities; Saikosaponin D inhibits selectin, STAT3 and NF-kB and activates estrogen receptor-β.

CAS Number

20874-52-6

UNSPSC

12352005

Hazard Statement

H315, H319, H335

Target

Bacterial; Estrogen Receptor/ERR; NF-κB; STAT

Type

Natural Products

Related Pathways

Anti-infection; JAK/STAT Signaling; NF-κB; Stem Cell/Wnt; Vitamin D Related/Nuclear Receptor

Applications

Cancer-Kinase/protease

Field of Research

Cancer; Infection; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/Saikosaponin_D.html

Purity

99.81

Solubility

DMSO : 50 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

CC1(C)CC[C@]2(CO3)[C@H](O)C[C@@]4(C)[C@]([C@]5([H])C=C[C@]43[C@]2([H])C1)(C)CC[C@@]([C@]5(C)CC6)([H])[C@@](CO)(C)[C@H]6O[C@@](O[C@H](C)[C@@H]7O)([H])[C@H](O)[C@H]7O[C@@]8([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O8

Molecular Formula

C42H68O13

Molecular Weight

780.98

Precautions

H315, H319, H335

References & Citations

[1]Jang MJ, et al. Saikosaponin D isolated from Bupleurum falcatum inhibits selectin-mediated cell adhesion. Molecules. 2014 Dec 4;19 (12) :20340-9.|[2]Liu A, et al. Saikosaponin d protects against acetaminophen-induced hepatotoxicity by inhibiting NF-κB and STAT3 signaling. Chem Biol Interact. 2014 Nov 5;223:80-6.|[3]Que R, et al. Estrogen receptor-β-dependent effects of saikosaponin‑d on the suppression of oxidative stress-induced rat hepatic stellate cell activation. Int J Mol Med. 2018 Mar;41 (3) :1357-1364.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Natural Products

Clinical Information

No Development Reported

Isoform

ERβ; NF-κB; STAT3

Chemical Information

Saikosaponin D

saikosaponin d has been reported in Bupleurum chinense, Bupleurum rockii, and other organisms with data available.

CAS Number	20874-52-6
PubChem CID	107793
IUPAC Name	(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,2R,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular Formula	C42H68O13
Molecular Weight	781.0
XLogP	2.5
Topological Polar Surface Area	208
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	6
Heavy Atom Count	55
Formal Charge	0
Complexity	1490

SMILES

C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(C[C@H]([C@@]7([C@H]5CC(CC7)(C)C)CO6)O)C)C)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O

InChI

InChI=1S/C42H68O13/c1-21-28(46)33(55-34-31(49)30(48)29(47)22(18-43)53-34)32(50)35(52-21)54-27-10-11-37(4)23(38(27,5)19-44)8-12-39(6)24(37)9-13-42-25-16-36(2,3)14-15-41(25,20-51-42)26(45)17-40(39,42)7/h9,13,21-35,43-50H,8,10-12,14-20H2,1-7H3/t21-,22-,23-,24-,25-,26-,27+,28+,29-,30+,31-,32-,33+,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1

InChIKey

KYWSCMDFVARMPN-LCSVLAELSA-N

Chemical Structure

2D Structure

CAS: 20874-52-6

CID: 107793

Formula: C42H68O13

MW: 781.0

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	781.0
XLogP3	2.5
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	6
Exact Mass	780.46599222
Monoisotopic Mass	780.46599222
Topological Polar Surface Area	208 Å²
Heavy Atom Count	55
Formal Charge	0
Complexity	1490
Isotope Atom Count	0
Defined Atom Stereocenter Count	21
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Related Products

Catalog	Name
HY-N0246-01	Saikosaponin A
HY-N4218-01	Saikosaponin B4
HY-N4219-01	Saikosaponin B3
HY-N9936	Saikosaponin S5
HY-N2603-01	Saikosaponin H
HY-N0249-01	Saikosaponin C
HY-N0247-01	Saikosaponin B1
HY-N2178-01	Saikosaponin F
HY-N4211-01	Saikosaponin E
HY-N11515-01	Saikosaponin S

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