IUPAC/Chemical Name
Nickelate(1-), (14-ethyl-9-(hydroxymethyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoato(3-)-N23,N24,N25,N26)-, hydrogen, (SP-4-2-(3S-trans))-
InChi Key
YFMIQSKJICWDHW-UHFFFAOYSA-L
InChi Code
InChI=1S/C32H34N4O4.Ni/c1-6-18-14(2)23-11-27-21(13-37)16(4)22(34-27)10-24-15(3)19(7-8-29(39)40)31(35-24)20-9-28(38)30-17(5)25(36-32(20)30)12-26(18)33-23;/h10-12,15,19,37H,6-9,13H2,1-5H3,(H3,33,34,35,36,38,39,40);/q;+2/p-2
SMILES Code
OCC(/C([N-]/1)=C/2)=C(C)C1=C\C3=N/C(C(CCC([O-])=O)C3C)=C(CC4=O)\C5=C4C(C)=C(/C=C6N=C2C(C)=C\6CC)[N-]5.[Ni+2].[H+]
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
595.33
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: Rinehart KL, Kishore V, Bible KC, Sakai R, Sullins DW, Li KM. Didemnins and tunichlorin: novel natural products from the marine tunicate Trididemnum solidum. J Nat Prod. 1988 Jan-Feb;51(1):1-21. doi: 10.1021/np50055a001. Erratum in: J Nat Prod 1988 May-Jun;51(3):624. PMID: 3373220.
2: Ning Y, Jin GQ, Zhang JL. Porpholactone Chemistry: An Emerging Approach to Bioinspired Photosensitizers with Tunable Near-Infrared Photophysical Properties. Acc Chem Res. 2019 Sep 17;52(9):2620-2633. doi: 10.1021/acs.accounts.9b00119. Epub 2019 Jul 12. PMID: 31298833.
3: Pettit GR, Kantoci D, Doubek DL, Tucker BE, Pettit WE, Schroll RM. Isolation of the nickel-chlorin chelate tunichlorin from the South Pacific ocean sea hare Dolabella auricularia. J Nat Prod. 1993 Nov;56(11):1981-4. doi: 10.1021/np50101a018. PMID: 8289065.
4: Bible KC, Buytendorp M, Zierath PD, Rinehart KL. Tunichlorin: a nickel chlorin isolated from the Caribbean tunicate Trididemnum solidum. Proc Natl Acad Sci U S A. 1988 Jul;85(13):4582-6. doi: 10.1073/pnas.85.13.4582. PMID: 3387428; PMCID: PMC280478.
5: Rinehart KL, Kishore V, Bible KC, Sakai R, Sullins DW, Li KM. Erratum - " Didemnins and Tunichlorin: Novel Natural Products from the Marine Tunicate Trididemnum solidum. J Nat Prod. 1988 May;51(3):624. doi: 10.1021/np50057a600. PMID: 21401178.
6: Sings HL, Bible KC, Rinehart KL. Acyl tunichlorins: a new class of nickel chlorins isolated from the Caribbean tunicate Trididemnum solidum. Proc Natl Acad Sci U S A. 1996 Oct 1;93(20):10560-5. doi: 10.1073/pnas.93.20.10560. PMID: 8855217; PMCID: PMC38192.
