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Genipin

CAT: 0957-S2412-02Size: 1 gDry Ice: YesHazardous: No
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CAT#:0957-S2412-02Size:1 g
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Description
Genipin ((+) -Genipin) is an active aglycone derived from an iridoid glycoside called geniposide, which is found in the fruit of Gardenia jasminoides Ellis.
CAS Number
6902-77-8
Synonyms
(+) -Genipin
Target
Apoptosis related
Activity
Apoptosis
Molecular Formula
C11H14O5
Storage Conditions
2 years -80 in solvent

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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