Synonym
Calophyllolid; BRN0061648 ; BRN-0061648 ; BRN 0061648
IUPAC/Chemical Name
2H,8H-Benzo(1,2-b,3,4-b')dipyran-8-one, 5-methoxy-2,2-dimethyl-6-(2-methylcrotonoyl)-10-phenyl-, (E)-
InChi Key
PMBLOLOJQZPEND-GIDUJCDVSA-N
InChi Code
InChI=1S/C26H24O5/c1-6-15(2)22(28)21-23(29-5)17-12-13-26(3,4)31-24(17)20-18(14-19(27)30-25(20)21)16-10-8-7-9-11-16/h6-14H,1-5H3/b15-6+
SMILES Code
O=C1C=C(C2=CC=CC=C2)C3=C4C(C=CC(C)(C)O4)=C(OC)C(C(/C(C)=C/C)=O)=C3O1
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
416.47
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: Nguyen VL, Truong CT, Nguyen BCQ, Vo TV, Dao TT, Nguyen VD, Trinh DT, Huynh HK, Bui CB. Anti-inflammatory and wound healing activities of calophyllolide isolated from Calophyllum inophyllum Linn. PLoS One. 2017 Oct 11;12(10):e0185674. doi: 10.1371/journal.pone.0185674. PMID: 29020015; PMCID: PMC5636079.
2: Liu WH, Liu YW, Chen ZF, Chiou WF, Tsai YC, Chen CC. Calophyllolide content in Calophyllum inophyllum at different stages of maturity and its osteogenic activity. Molecules. 2015 Jul 7;20(7):12314-27. doi: 10.3390/molecules200712314. PMID: 26198219; PMCID: PMC6332356.
3: Ma T, Wang L, Cheng GF, Liu G. Synthesis of calophyllolide analogue and its preliminary anti-inflammatory activity. Yao Xue Xue Bao. 2010 Oct;45(10):1265-9. PMID: 21344845.
4: Laure F, Raharivelomanana P, Butaud JF, Bianchini JP, Gaydou EM. Screening of anti-HIV-1 inophyllums by HPLC-DAD of Calophyllum inophyllum leaf extracts from French Polynesia Islands. Anal Chim Acta. 2008 Aug 22;624(1):147-53. doi: 10.1016/j.aca.2008.06.046. Epub 2008 Jul 9. PMID: 18706320.
5: Charles L, Laure F, Raharivelomanana P, Bianchini JP. Sheath liquid interface for the coupling of normal-phase liquid chromatography with electrospray mass spectrometry and its application to the analysis of neoflavonoids. J Mass Spectrom. 2005 Jan;40(1):75-82. doi: 10.1002/jms.777. PMID: 15584013.
6: Saxena RC, Nath R, Palit G, Nigam SK, Bhargava KP. Effect of calophyllolide, a nonsteroidal anti-inflammatory agent, on capillary permeability. Planta Med. 1982 Apr;44(4):246-8. doi: 10.1055/s-2007-971459. PMID: 7100303.
7: Bhalla TN, Saxena RC, Nigam SK, Misra G, Bhargava KP. Calophyllolide--a new non-steroidal anti-inflammatory agent. Indian J Med Res. 1980 Nov;72:762-5. PMID: 7203581.
8: Rehse K, Schnädelbach S, Rietbrock N, Gruber F. Uberprüfung der gerinnungsphysiologischen Aktivität von Calophyllolid [Evaluation of the anticoagulant activity of calophyllolid]. Arch Pharm (Weinheim). 1979 Jan;312(1):72-3. German. doi: 10.1002/ardp.19793120114. PMID: 426617.
9: Rehse K, Schnädelbach S, Rietbrock N, Gruber F. Calophyllolidanaloge Cumarinderivate [Cumarin derivatives related to calophyllolid (author's transl)]. Arch Pharm (Weinheim). 1978 Jan;311(1):52-8. German. doi: 10.1002/ardp.19783110111. PMID: 626569.
10: ARORA RB, MATHUR CN, SETH SD. Calophyllolide, a complex coumarin anticoagulant from Calophyllum inophyllum Linn. J Pharm Pharmacol. 1962 Aug;14:534-5. doi: 10.1111/j.2042-7158.1962.tb11133.x. PMID: 13862532.
