Symplostatin 1

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

MedKoo CAT#: 598097

CAS#: 212007-18-6

Description: Symplostatin 1 is a dolastatin 10 analogue from the marine cyanobacterium Symploca hydnoides.

Chemical Structure

Symplostatin 1
CAS# 212007-18-6

Theoretical Analysis

MedKoo Cat#: 598097
Name: Symplostatin 1
CAS#: 212007-18-6
Chemical Formula: C43H70N6O6S
Exact Mass: 798.5078
Molecular Weight: 799.12
Elemental Analysis: C, 64.63; H, 8.83; N, 10.52; O, 12.01; S, 4.01

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 or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Symplostatin 1; Symplostatin-1;

IUPAC/Chemical Name: (2S,3S)-2-(dimethylamino)-N-(N-((3R,4S,5S)-3-methoxy-1-((S)-2-((1R,2R)-1-methoxy-2-methyl-3-oxo-3-(((S)-2-phenyl-1-(thiazol-2-yl)ethyl)amino)propyl)pyrrolidin-1-yl)-5-methyl-1-oxoheptan-4-yl)-N-methyl-L-valyl)-3-methylpentanamide


InChi Code: InChI=1S/C43H70N6O6S/c1-13-28(5)37(48(10)36(27(3)4)41(52)46-42(53)38(47(8)9)29(6)14-2)34(54-11)26-35(50)49-23-18-21-33(49)39(55-12)30(7)40(51)45-32(43-44-22-24-56-43)25-31-19-16-15-17-20-31/h15-17,19-20,22,24,27-30,32-34,36-39H,13-14,18,21,23,25-26H2,1-12H3,(H,45,51)(H,46,52,53)/t28-,29-,30+,32-,33-,34+,36-,37-,38-,39+/m0/s1

SMILES Code: CC(C)[C@@H](C(NC([C@H]([C@@H](C)CC)N(C)C)=O)=O)N([C@@H]([C@@H](C)CC)[C@H](OC)CC(N1[C@H]([C@H](OC)[C@@H](C)C(N[C@H](C2=NC=CS2)CC3=CC=CC=C3)=O)CCC1)=O)C

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 799.12 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: Harrigan GG, Luesch H, Yoshida WY, Moore RE, Nagle DG, Paul VJ, Mooberry SL, Corbett TH, Valeriote FA. Symplostatin 1: A dolastatin 10 analogue from the marine cyanobacterium Symploca hydnoides. J Nat Prod. 1998 Sep;61(9):1075-7. PubMed PMID: 9748368.

2: Salvador-Reyes LA, Engene N, Paul VJ, Luesch H. Targeted natural products discovery from marine cyanobacteria using combined phylogenetic and mass spectrometric evaluation. J Nat Prod. 2015 Mar 27;78(3):486-92. doi: 10.1021/np500931q. Epub 2015 Jan 30. PubMed PMID: 25635943; PubMed Central PMCID: PMC4724867.

3: Salvador LA, Paul VJ, Luesch H. Caylobolide B, a macrolactone from symplostatin 1-producing marine cyanobacteria Phormidium spp. from Florida. J Nat Prod. 2010 Sep 24;73(9):1606-9. doi: 10.1021/np100467d. Erratum in: J Nat Prod. 2016 Feb 26;79(2):452. PubMed PMID: 20806908; PubMed Central PMCID: PMC2965599.

4: Mooberry SL, Leal RM, Tinley TL, Luesch H, Moore RE, Corbett TH. The molecular pharmacology of symplostatin 1: a new antimitotic dolastatin 10 analog. Int J Cancer. 2003 Apr 20;104(4):512-21. PubMed PMID: 12584751.

5: Luesch H, Moore RE, Paul VJ, Mooberry SL, Corbett TH. Isolation of dolastatin 10 from the marine cyanobacterium Symploca species VP642 and total stereochemistry and biological evaluation of its analogue symplostatin 1. J Nat Prod. 2001 Jul;64(7):907-10. PubMed PMID: 11473421.

6: Horgen FD, Kazmierski EB, Westenburg HE, Yoshida WY, Scheuer PJ. Malevamide D: isolation and structure determination of an isodolastatin H analogue from the marine cyanobacterium Symploca hydnoides. J Nat Prod. 2002 Apr;65(4):487-91. Erratum in: J Nat Prod. 2003 Jan;66(1):155.. PubMed PMID: 11975485.