Cauloside A

CAT: 0931-TN1476-02Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0931-TN1476-02Size:5 mg

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CAS Number

17184-21-3

Target

Antifungal

Related Pathways

Microbiology/Virology

Purity

0.9987

Bioactivity

Cauloside A is a bioactive triterpenoid saponin derived from Cimicifuga thalictroides with multifunctional anti-inflammatory, antimicrobial, cytotoxic, hemolytic, and molluscicidal activities. Cauloside A induces concentration-dependent and time-dependent mitochondriotoxic actions, rapidly increasing the cellular respiration rate followed by a dramatic decline within minutes. Mechanistic studies show Cauloside A disrupts mitochondrial membrane integrity, impairing mitochondrial function and contributing to potent biological effects relevant to therapeutic development.

Smiles

C[C@]12[C@@]([C@]3(C)[C@@](CC1)([C@@](CO)(C)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O)CO4)CC3)[H])(CC=C5[C@@]2(C)CC[C@]6(C(O)=O)[C@]5(CC(C)(C)CC6)[H])[H]

Molecular Formula

C35H56O8

Molecular Weight

604.81

Shipping Conditions

Ice Packs

Storage Temperature

-20°C

Chemical Information

Cauloside A

Hederagenin 3-O-arabinoside is a triterpenoid saponin that is hederagenin attached to an alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a hydroxy monocarboxylic acid, an alpha-L-arabinopyranoside, a triterpenoid saponin and a monosaccharide derivative. It is functionally related to a hederagenin. It derives from a hydride of an oleanane.

CAS Number	17184-21-3
PubChem CID	441928
IUPAC Name	(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Molecular Formula	C35H56O8
Molecular Weight	604.8
XLogP	4.7
Topological Polar Surface Area	137
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Heavy Atom Count	43
Formal Charge	0
Complexity	1150

SMILES

C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O

InChI

InChI=1S/C35H56O8/c1-30(2)13-15-35(29(40)41)16-14-33(5)20(21(35)17-30)7-8-24-31(3)11-10-25(43-28-27(39)26(38)22(37)18-42-28)32(4,19-36)23(31)9-12-34(24,33)6/h7,21-28,36-39H,8-19H2,1-6H3,(H,40,41)/t21-,22-,23+,24+,25-,26-,27+,28-,31-,32-,33+,34+,35-/m0/s1

InChIKey

QUBNLZCADIYAFW-RITZIESXSA-N

Chemical Structure

2D Structure

CAS: 17184-21-3

CID: 441928

Formula: C35H56O8

MW: 604.8

Interactive 3D Structure

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Computed Properties

Property	Value
Molecular Weight	604.8
XLogP3	4.7
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Exact Mass	604.39751874
Monoisotopic Mass	604.39751874
Topological Polar Surface Area	137 Å²
Heavy Atom Count	43
Formal Charge	0
Complexity	1150
Isotope Atom Count	0
Defined Atom Stereocenter Count	13
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
MBS5760215-01	Cauloside A
300057	Cauloside F
MBS5754669	Cauloside C
GTR19231686-01	Cauloside G
MAA67245-01	Cauloside D

Cauloside A

Chemical Information

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