MedKoo Cat#: 461829 | Name: Sarpedobilin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sarpedobilin is a doubly cyclized bile pigment. It is found in butterflies.

Chemical Structure

Sarpedobilin
Sarpedobilin
CAS#39290-30-7

Theoretical Analysis

MedKoo Cat#: 461829

Name: Sarpedobilin

CAS#: 39290-30-7

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

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Sarpedobilin;
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
More Info

Preparing Stock Solutions

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.

Recalculate based on batch purity %
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.