MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 326722 | Name: Cephalomannine
Featured

Description:

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

Cephalomannine is a naturally occurring taxane diterpenoid structurally related to paclitaxel, derived from Taxus species. It exhibits antineoplastic activity by stabilizing microtubules, thereby inhibiting their depolymerization and arresting cells in the G2/M phase of the cell cycle. This disruption of microtubule dynamics interferes with mitosis, making cephalomannine cytotoxic to rapidly dividing cancer cells.

Chemical Structure

Cephalomannine
CAS#71610-00-9

Theoretical Analysis

MedKoo Cat#: 326722

Name: Cephalomannine

CAS#: 71610-00-9

Chemical Formula: C45H53NO14

Exact Mass: 831.3466

Molecular Weight: 831.91

Elemental Analysis: C, 64.97; H, 6.42; N, 1.68; O, 26.92

Price and Availability

Size Price Availability Quantity
1mg USD 250.00 2 Weeks
5mg USD 650.00 2 Weeks
10mg USD 950.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
NSC 318735; NSC-318735; NSC318735; Cephalomannine, taxol B.
IUPAC/Chemical Name
(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12-(benzoyloxy)-4,11-dihydroxy-9-(((2R,3S)-2-hydroxy-3-((E)-2-methylbut-2-enamido)-3-phenylpropanoyl)oxy)-4a,8,13,13-tetramethyl-5-oxo-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate
InChi Key
DBXFAPJCZABTDR-WBYYIXQISA-N
InChi Code
InChI=1S/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/b23-9+/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1
SMILES Code
[H][C@@]1([C@@H]([C@@](C2(C)C)(C[C@@H](C(C)=C2[C@H](C([C@]([C@H](C[C@]34[H])O)1C)=O)OC(C)=O)OC([C@@H]([C@H](C5=CC=CC=C5)NC(/C(C)=C/C)=O)O)=O)O)OC(C6=CC=CC=C6)=O)[C@@]3(CO4)OC(C)=O
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, not in water
Shelf Life
>2 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 831.91 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
1: An S, Xu X, Bao Y, Su F, Jiang Y. Cephalomannine reduces radiotherapy resistance in non-small cell lung cancer cells by blocking the β-catenin-BMP2 signaling pathway. Tissue Cell. 2024 Dec;91:102577. doi: 10.1016/j.tice.2024.102577. Epub 2024 Sep 30. PMID: 39368268. 2: Kutlutürk GZ, Düvenci ES, Karagül B, Yaman B, Uğraş Hİ, Serdar Ü, Arı Ş. Analysis of Anticancer Taxanes in Turkish Hazelnut (Corylus avellana L.) Genotypes Using High-Performance Liquid Chromatography. Turk J Pharm Sci. 2024 Sep 2;21(4):367-375. doi: 10.4274/tjps.galenos.2023.98572. PMID: 39224934; PMCID: PMC11589097. 3: Zhong W, Tian X, Zhang Y, Tang X, Xiao S, Zhang Y, Yang J, Liu Y, Li D. Effects of Different Doses of sUV-B Exposure on Taxane Compounds' Metabolism in Taxus wallichiana var. Mairei. Int J Mol Sci. 2024 Jun 10;25(12):6407. doi: 10.3390/ijms25126407. PMID: 38928114; PMCID: PMC11203556. 4: Zhang R, Li C, Zhang S, Kong L, Liu Z, Guo Y, Sun Y, Zhang C, Yong Y, Lv J, Lu M, Liu M, Wu D, Zhang T, Yang H, Wei D, Chen Z, Bian H. UBE2S promotes glycolysis in hepatocellular carcinoma by enhancing E3 enzyme-independent polyubiquitination of VHL. Clin Mol Hepatol. 2024 Oct;30(4):771-792. doi: 10.3350/cmh.2024.0236. Epub 2024 Jun 25. PMID: 38915206; PMCID: PMC11540382. 5: Pan L, Li Y, Zhao W, Sui Y, Yang N, Liu L, Liu Y, Tang Z, Mu L. Metabolomics analysis of different diameter classes of Taxus chinensis reveals that the resource allocation is related to carbon and nitrogen metabolism. BMC Plant Biol. 2024 May 9;24(1):383. doi: 10.1186/s12870-024-05070-z. PMID: 38724888; PMCID: PMC11080207. 6: Xiao K, Peng S, Lu J, Zhou T, Hong X, Chen S, Liu G, Li H, Huang J, Chen X, Lin T. UBE2S interacting with TRIM21 mediates the K11-linked ubiquitination of LPP to promote the lymphatic metastasis of bladder cancer. Cell Death Dis. 2023 Jul 8;14(7):408. doi: 10.1038/s41419-023-05938-2. PMID: 37422473; PMCID: PMC10329682. 7: Peng S, Chen X, Huang C, Yang C, Situ M, Zhou Q, Ling Y, Huang H, Huang M, Zhang Y, Cheng L, Zhang Q, Guo Z, Lai Y, Huang J. UBE2S as a novel ubiquitinated regulator of p16 and β-catenin to promote bone metastasis of prostate cancer. Int J Biol Sci. 2022 May 16;18(8):3528-3543. doi: 10.7150/ijbs.72629. PMID: 35637955; PMCID: PMC9134922. 8: Dell'Anno I, Melani A, Martin SA, Barbarino M, Silvestri R, Cipollini M, Giordano A, Mutti L, Nicolini A, Luzzi L, Aiello R, Gemignani F, Landi S. A Drug Screening Revealed Novel Potential Agents against Malignant Pleural Mesothelioma. Cancers (Basel). 2022 May 20;14(10):2527. doi: 10.3390/cancers14102527. PMID: 35626133; PMCID: PMC9139775. 9: Ullah A, Leong SW, Wang J, Wu Q, Ghauri MA, Sarwar A, Su Q, Zhang Y. Cephalomannine inhibits hypoxia-induced cellular function via the suppression of APEX1/HIF-1α interaction in lung cancer. Cell Death Dis. 2021 May 14;12(5):490. doi: 10.1038/s41419-021-03771-z. PMID: 33990544; PMCID: PMC8121842. 10: Khajavinia A, Haddadi A, El-Aneed A. Establishment of the tandem mass spectrometric fingerprints of taxane-based anticancer compounds. Rapid Commun Mass Spectrom. 2021 Jun 15;35(13):e9107. doi: 10.1002/rcm.9107. PMID: 33864637. 11: Zhang RY, Liu ZK, Wei D, Yong YL, Lin P, Li H, Liu M, Zheng NS, Liu K, Hu CX, Yang XZ, Chen ZN, Bian H. UBE2S interacting with TRIM28 in the nucleus accelerates cell cycle by ubiquitination of p27 to promote hepatocellular carcinoma development. Signal Transduct Target Ther. 2021 Feb 16;6(1):64. doi: 10.1038/s41392-020-00432-z. PMID: 33589597; PMCID: PMC7884418. 12: Ponnulakshmi R, Rekha UV, Padmini R, Perumal S, Saravanan R, Vishnupriya V, Vijayalakshmi P, Selvaraj J. Molecular docking analysis of docetaxel analogues as duel lipocalin 2 inhibitors. Bioinformation. 2020 Jun 30;16(6):438-443. doi: 10.6026/97320630016438. PMID: 32884206; PMCID: PMC7452746. 13: Xue B, Zhao J, Fan Y, Chen S, Li W, Chen J, Li Z, Wang H, Kong H. Synthesis of Taxol and Docetaxel by Using 10-Deacetyl-7-xylosyltaxanes. Chem Biodivers. 2020 Feb;17(2):e1900631. doi: 10.1002/cbdv.201900631. Epub 2020 Jan 22. PMID: 31967396. 14: Lohse I, Azzam DJ, Al-Ali H, Volmar CH, Brothers SP, Ince TA, Wahlestedt C. Ovarian Cancer Treatment Stratification Using Ex Vivo Drug Sensitivity Testing. Anticancer Res. 2019 Aug;39(8):4023-4030. doi: 10.21873/anticanres.13558. PMID: 31366484; PMCID: PMC7323502. 15: Siegle L, Pietsch J. Taxus ingredients in the red arils of Taxus baccata L. determined by HPLC-MS/MS. Phytochem Anal. 2018 Sep;29(5):446-451. doi: 10.1002/pca.2748. Epub 2018 Feb 9. PMID: 29424093. 16: Li D, Fu D, Zhang Y, Ma X, Gao L, Wang X, Zhou D, Zhao K. Isolation, Purification, and Identification of Taxol and Related Taxanes from Taxol- Producing Fungus Aspergillus niger subsp. taxi. J Microbiol Biotechnol. 2017 Aug 28;27(8):1379-1385. doi: 10.4014/jmb.1701.01018. PMID: 28621105. 17: Lv G, Sun D, Zhang J, Xie X, Wu X, Fang W, Tian J, Yan C, Wang H, Fu F. Lx2-32c, a novel semi-synthetic taxane, exerts antitumor activity against prostate cancer cells in vitro and in vivo. Acta Pharm Sin B. 2017 Jan;7(1):52-58. doi: 10.1016/j.apsb.2016.06.005. Epub 2016 Jul 7. PMID: 28119808; PMCID: PMC5237719. 18: Gao Y, Chen J, Zhang X, Xie H, Wang Y, Guo S. Quantification of Paclitaxel and Polyaspartate Paclitaxel Conjugate in Beagle Plasma: Application to a Pharmacokinetic Study. J Chromatogr Sci. 2017 Mar 1;55(3):222-231. doi: 10.1093/chromsci/bmw174. PMID: 27881491. 19: Yang L, Zheng ZS, Cheng F, Ruan X, Jiang DA, Pan CD, Wang Q. Seasonal Dynamics of Metabolites in Needles of Taxus wallichiana var. mairei. Molecules. 2016 Oct 20;21(10):1403. doi: 10.3390/molecules21101403. PMID: 27775631; PMCID: PMC6273852. 20: Zhang CY, Li J, Gao JM, Zhang QM, Shi YQ. [The impurity profiling of paclitaxel and its injection by UPLC-MS/MS]. Yao Xue Xue Bao. 2016 Jun;51(6):965-71. Chinese. PMID: 29883074.

View History

Timonacic sodium

Timonacic sodium