IUPAC/Chemical Name
3-Oxolup-20(29)-en-30,21alpha-olide
InChi Key
YCZVTFNLKYNKPH-RFRBUGIPSA-N
InChi Code
InChI=1S/C30H44O3/c1-17-23-19(33-25(17)32)16-27(4)14-15-29(6)18(24(23)27)8-9-21-28(5)12-11-22(31)26(2,3)20(28)10-13-30(21,29)7/h18-21,23-24H,1,8-16H2,2-7H3/t18-,19?,20+,21-,23-,24+,27+,28+,29-,30-/m1/s1
SMILES Code
CC1(C)C(CC[C@]2(C)[C@@]3([H])CC[C@]4([H])[C@@]5([H])[C@H](C(C(O6)=O)=C)C6C[C@@](C)5CC[C@](C)4[C@@](C)3CC[C@@]12[H])=O
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
452.68
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: Herrera-España AD, Mena-Rejón GJ, Hernández-Ortega S, Quijano L, Mirón-López G. Crystal structure of ochraceolide A isolated from Elaeodendron trichotomum (Turcz.) Lundell. Acta Crystallogr E Crystallogr Commun. 2017 Sep 15;73(Pt 10):1475-1478. doi: 10.1107/S2056989017012816. eCollection 2017 Oct 1. PubMed PMID: 29250361; PubMed Central PMCID: PMC5730298.
2: Mi Q, Lantvit D, Reyes-Lim E, Chai H, Zhao W, Lee IS, Peraza-Sánchez S, Ngassapa O, Kardono LB, Riswan S, Hollingshead MG, Mayo JG, Farnsworth NR, Cordell GA, Kinghorn AD, Pezzuto JM. Evaluation of the potential cancer chemotherapeutic efficacy of natural product isolates employing in vivo hollow fiber tests. J Nat Prod. 2002 Jun;65(6):842-50. PubMed PMID: 12088425.
3: Sturm S, Gil RR, Chai HB, Ngassapa OD, Santisuk T, Reutrakul V, Howe A, Moss M, Besterman JM, Yang SL, Farthing JE, Tait RM, Lewis JA, O'Neill MJ, Farnsworth NR, Cordell GA, Pezzuto JM, Kinghorn AD. Lupane derivatives from Lophopetalum wallichii with farnesyl protein transferase inhibitory activity. J Nat Prod. 1996 Jul;59(7):658-63. PubMed PMID: 8759161.
4: Ngassapa OD, Soejarto DD, Che CT, Pezzuto JM, Farnsworth NR. New cytotoxic lupane lactones from Kokoona ochracea. J Nat Prod. 1991 Sep-Oct;54(5):1353-9. PubMed PMID: 1800637.