Sarpedobilin

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

MedKoo CAT#: 461829

CAS#: 39290-30-7

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


Chemical Structure

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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 not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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

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

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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.