WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 461829
Description: Sarpedobilin is a doubly cyclized bile pigment. It is found in butterflies.
MedKoo Cat#: 461829
Chemical Formula: C33H34N4O6
Exact Mass: 582.2478
Molecular Weight: 582.65
Elemental Analysis: C, 68.03; H, 5.88; N, 9.62; O, 16.48
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IUPAC/Chemical Name: (Z)-3-(2-((4-(2-carboxyethyl)-3-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)methyl)-9-hydroxy-3,10a,13-trimethyl-4,5,8,10a-tetrahydropyrrolo[2,3-d]pyrrolo[2'',3'':4',5']cyclohepta[1',2':4,5]pyrrolo[1,2-a]azepin-10-yl)propanoic acid
InChi Key: KARXBSJWEYNVBN-CFRMEGHHSA-N
InChi Code: InChI=1S/C33H34N4O6/c1-16-19-10-12-37-26(14-25(19)34-23(16)13-24-17(2)21(31(42)35-24)5-7-29(38)39)18(3)20-9-11-33(4)22(6-8-30(40)41)32(43)36-28(33)15-27(20)37/h9,11,13-15,36,43H,5-8,10,12H2,1-4H3,(H,35,42)(H,38,39)(H,40,41)/b24-13-
SMILES Code: O=C(O)CCC1=C(O)NC(C1(C)C=C2)=CC3=C2C(C)=C4N3CCC5=C(C)C(/C=C(C(C)=C6CCC(O)=O)\NC6=O)=NC5=C4
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.03.00
The following data is based on the product molecular weight 582.65 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
1: Barbier M. A new sarpedobilin-containing butterflyPapilio graphium stresemani stresemani and its bioecological situation within the species. J Chem Ecol. 1990 Mar;16(3):743-8. doi: 10.1007/BF01016485. PubMed PMID: 24263590.
2: Bois-Choussy M, Barbier M. Biosynthesis of the bile pigment sarpedobilin from [14C]pterobilin by Papilio sarpedon (Lepidoptera). Biochem Biophys Res Commun. 1983 Feb 10;110(3):779-82. PubMed PMID: 6838551.
3: Yamada H, Kato Y. Green colouration of cocoons in Antheraea yamamai (Lepidoptera: Saturniidae): light-induced production of blue bilin in the larval haemolymph. J Insect Physiol. 2004 May;50(5):393-401. PubMed PMID: 15121452.
4: Bois-Choussy M, Barbier M. The action spectrum and phototransformations of pterobilin (biliverdin IX gamma). Arch Biochem Biophys. 1983 Mar;221(2):590-2. PubMed PMID: 6838212.
5: Barbier M. Interactions between ascorbic acid and linear and cyclized bile pigments. A thin-layer chromatographic study. J Chromatogr. 1988 May 25;440:275-80. PubMed PMID: 3403666.
6: Stavenga DG, Giraldo MA, Leertouwer HL. Butterfly wing colors: glass scales of Graphium sarpedon cause polarized iridescence and enhance blue/green pigment coloration of the wing membrane. J Exp Biol. 2010 May;213(Pt 10):1731-9. doi: 10.1242/jeb.041434. PubMed PMID: 20435824.