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Genipin

CAT: 1106-ALX-350-383-M100Size: 100 mgDry Ice: NoHazardous: No
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CAT#:1106-ALX-350-383-M100Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
6902-77-8
Product Name Alternative
(+) -Genipin, Methyl (1S,2R,6S) -2-hydroxy-9- (hydroxymethyl) -3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate
Certification
RUO
Target
UCP
Type
Inhibitor
Source
Isolated from Gardenia jasminoides Ellis.
Stability
As indicated on product label or CoA when stored as recommended.
Purity
≥98% (HPLC)
Solubility
Soluble in DMSO (50mg/ml), dimethyl formamide (25mg/ml), 100% ethanol (5mg/ml), methanol or ethyl acetate; insoluble in water.
Molecular Formula
C 11 H 14 O 5
Molecular Weight
226.2
Shipping Conditions
Ambient Temperature
Storage Conditions
-20°C
Appearance
White to off-white crystalline solid.
RTECS
GY5828000

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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