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Genipin

CAT: 0013-GTR19172896-01Size: 20 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19172896-01Size:20 mg
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Description
(+) -Genipin is the bioactive aglycone metabolite of geniposide, isolated from Gardenia jasminoides fruit. It is widely used in research for its cross-linking properties in biomaterials and is studied in vitro and in vivo for its effects on various biological pathways.
CAS Number
6902-77-8
Product Name Alternative
Crosslinking, DNMT1, diabetes, Cholagogues, Choleretics, antithrombosis, antitumor, anti-inflammation, Autophagy, (+) -Genipin, inhibit, immunosuppression, hippocampal, Genipin, Inhibitor, proteins, reagent, UCP2, type-2
Field of Research
Cell Biology
Purity
99.09% (May vary between batches)
Solubility
Ethanol:45 mg/mL (198.91 mM) ;10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (8.84 mM) ; H2O:1 mg/mL (4.42 mM) ; DMSO:252.5 mg/mL (1116.12 mM)
Smiles
[H][C@]12CC=C (CO) [C@@]1 ([H]) [C@H] (O) OC=C2C (=O) OC
Molecular Formula
C11H14O5
Molecular Weight
226.23
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

(+)-Genipin

Genipin is an iridoid monoterpenoid. It has a role as an uncoupling protein inhibitor, an antioxidant, a cross-linking reagent, a hepatotoxic agent, an anti-inflammatory agent and an apoptosis inhibitor.

CAS Number6902-77-8
PubChem CID442424
IUPAC Namemethyl (1R,4aS,7aS)-1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Molecular FormulaC11H14O5
Molecular Weight226.23
XLogP-0.7
Topological Polar Surface Area76
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Heavy Atom Count16
Formal Charge0
Complexity357
SMILES
COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O
InChI
InChI=1S/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1
InChIKey
AZKVWQKMDGGDSV-BCMRRPTOSA-N
Chemical Structure
2D Structure
2D structure of (+)-Genipin
CAS: 6902-77-8
CID: 442424
Formula: C11H14O5
MW: 226.23
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight226.23
XLogP3-0.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass226.08412354
Monoisotopic Mass226.08412354
Topological Polar Surface Area76 Ų
Heavy Atom Count16
Formal Charge0
Complexity357
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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