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Curcapicycloside

CAT: 0804-HY-N12287-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N12287-01Size:1 mg
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Description
Curcapicycloside (Pilosidine), a norlignan glucoside, exhibits antibacterial activity against Escherichia coli[1].
CAS Number
229971-57-7
Product Name Alternative
Pilosidine
UNSPSC
12352005
Target
Bacterial
Type
Natural Products
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/curcapicycloside.html
Solubility
10 mM in DMSO
Smiles
O=C(C1=CC(O)=C(C=C1)O)CC[C@@H]2[C@@H](C3=CC(O)=C(C=C3)O)O[C@@]4([H])[C@](O[C@@H]([C@H]([C@@H]4O)O)CO)([H])O2
Molecular Formula
C23H26O11
Molecular Weight
478.45
References & Citations
[1]Fazila Zulfiqar, et al. Norlignan glucosides from Hypoxis hemerocallidea and their potential in vitro anti-inflammatory activity via inhibition of iNOS and NF-κB. hytochemistry. 2020 Apr:172:112273.|[2]Fazila Zulfiqar, et al. Benzoylcyclopropane Derivatives from Hypoxis hemerocallidea Corms. Planta Med. 2022 Jul;88 (8) :685-692.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Pilosidine

3-[(2R,3R,4aR,6R,7S,8S,8aR)-2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-6-(hydroxymethyl)-3,4a,6,7,8,8a-hexahydro-2H-pyrano[2,3-b][1,4]dioxin-3-yl]-1-(3,4-dihydroxyphenyl)propan-1-one has been reported in Curculigo pilosa and Molineria capitulata with data available.

CAS Number229971-57-7
PubChem CID10096608
IUPAC Name3-[(2R,3R,4aR,6R,7S,8S,8aR)-2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-6-(hydroxymethyl)-3,4a,6,7,8,8a-hexahydro-2H-pyrano[2,3-b][1,4]dioxin-3-yl]-1-(3,4-dihydroxyphenyl)propan-1-one
Molecular FormulaC23H26O11
Molecular Weight478.4
XLogP0.1
Topological Polar Surface Area186
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count11
Rotatable Bond Count6
Heavy Atom Count34
Formal Charge0
Complexity692
SMILES
C1=CC(=C(C=C1[C@@H]2[C@H](O[C@H]3[C@H](O2)[C@H]([C@@H]([C@H](O3)CO)O)O)CCC(=O)C4=CC(=C(C=C4)O)O)O)O
InChI
InChI=1S/C23H26O11/c24-9-18-19(30)20(31)22-23(33-18)32-17(21(34-22)11-2-4-14(27)16(29)8-11)6-5-12(25)10-1-3-13(26)15(28)7-10/h1-4,7-8,17-24,26-31H,5-6,9H2/t17-,18-,19-,20+,21-,22-,23-/m1/s1
InChIKey
XBAOUURGPFGYBL-CARAORCDSA-N
Chemical Structure
2D Structure
2D structure of Pilosidine
CAS: 229971-57-7
CID: 10096608
Formula: C23H26O11
MW: 478.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight478.4
XLogP30.1
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count11
Rotatable Bond Count6
Exact Mass478.14751164
Monoisotopic Mass478.14751164
Topological Polar Surface Area186 Ų
Heavy Atom Count34
Formal Charge0
Complexity692
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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