Lantanolic acid

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

MedKoo CAT#: 598380

CAS#: 32303-26-7

Description: Lantanolic acid is a new pentacyclic triterpenoid from the leaves of Lantana montevidensis.


Price and Availability

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Lantanolic acid is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 598380
Name: Lantanolic acid
CAS#: 32303-26-7
Chemical Formula: C30H46O4
Exact Mass: 470.3396
Molecular Weight: 470.69
Elemental Analysis: C, 76.55; H, 9.85; O, 13.60


Synonym: Lantanolic acid;

IUPAC/Chemical Name: (3S,4aR,6aR,6bS,8aS,12aS,14aS,14bS)-3-hydroxy-4,4,6a,6b,11,11-hexamethyl-2,3,4,4a,5,6,6a,7,8,9,10,11,12,12a,14,14a-hexadecahydro-1H-3,14b-(epoxymethano)picene-8a(6bH)-carboxylic acid

InChi Key: UFVGYQQCHANGSN-SSLXYFFCSA-N

InChi Code: InChI=1S/C30H46O4/c1-24(2)11-13-28(23(31)32)14-12-26(5)19(20(28)17-24)7-8-22-27(26,6)10-9-21-25(3,4)30(33)16-15-29(21,22)18-34-30/h7,20-22,33H,8-18H2,1-6H3,(H,31,32)/t20-,21-,22-,26+,27+,28-,29+,30-/m0/s1

SMILES Code: CC1(C)[C@]2(O)CC[C@]3(CO2)[C@@]4([H])CC=C5[C@]6([H])CC(C)(C)CC[C@@](C(O)=O)6CC[C@](C)5[C@@](C)4CC[C@@]13[H]


Technical Data

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).

Harmonized System Code:
2934.99.03.00


References

1: Makboul MA, Attia AA, Farag SF, Mohamed NM, Ross SA, Takaya Y, Niwa M. A new pentacyclic triterpenoid from the leaves of Lantana montevidensis (Spreng.) Briq. Nat Prod Res. 2013;27(21):2046-52. doi: 10.1080/14786419.2013.824443. Epub 2013 Aug 21. PubMed PMID: 23961713.

2: Dat NT, Lee IS, Cai XF, Shen G, Kim YH. Oleanane triterpenoids with inhibitory activity against NFAT transcription factor from Liquidambar formosana. Biol Pharm Bull. 2004 Mar;27(3):426-8. PubMed PMID: 14993816.

3: Barre JT, Bowden BF, Coll JC, DeJesus J, De La Fuente VE, Janairo GC, Ragasa CY. A bioactive triterpene from Lantana camara. Phytochemistry. 1997 May;45(2):321-4. PubMed PMID: 9162177.

4: Begum S, Zehra SQ, Siddiqui BS, Fayyaz S, Ramzan M. Pentacyclic triterpenoids from the aerial parts of Lantana camara and their nematicidal activity. Chem Biodivers. 2008 Sep;5(9):1856-66. doi: 10.1002/cbdv.200890173. PubMed PMID: 18816515.

5: Pan WD, Li YJ, Mai LT, Ohtani KH, Kasai RT, Tanaka O, Yu DQ. [Studies on triterpenoid constituents of the roots of Lantana camara]. Yao Xue Xue Bao. 1993;28(1):40-4. Chinese. PubMed PMID: 8328269.

6: Begum S, Wahab A, Siddiqui BS. Pentacyclic triterpenoids from the aerial parts of Lantana camara. Chem Pharm Bull (Tokyo). 2003 Feb;51(2):134-7. PubMed PMID: 12576645.

7: Chiu CL, Lee TH, Shao YY, Kuo YH. Three new triterpenes from the roots of Rhus javanica L. var. roxburghiana. J Asian Nat Prod Res. 2008 Jul-Aug;10(7-8):693-7. doi: 10.1080/10286020802016446. PubMed PMID: 18636383.

8: Wächter GA, Valcic S, Franzblau SG, Suarez E, Timmermann BN. Antitubercular activity of triterpenoids from Lippia turbinata. J Nat Prod. 2001 Jan;64(1):37-41. PubMed PMID: 11170663.

9: Qamar F, Begum S, Raza SM, Wahab A, Siddiqui BS. Nematicidal natural products from the aerial parts of Lantana camara Linn. Nat Prod Res. 2005 Sep;19(6):609-13. PubMed PMID: 16010828.