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MedKoo Cat#: 558154 | Name: Macrocalin B

Description:

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

Macrocalin B is a diterpenoid on tumour cell proliferation and telomerase activity.

Chemical Structure

Macrocalin B
Macrocalin B
CAS#93781-75-0

Theoretical Analysis

MedKoo Cat#: 558154

Name: Macrocalin B

CAS#: 93781-75-0

Chemical Formula: C20H26O6

Exact Mass: 362.1700

Molecular Weight: 362.42

Elemental Analysis: C, 66.28; H, 7.23; O, 26.49

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
IUPAC/Chemical Name
Kaur-16-en-15-one, 7,20:14,20-diepoxy-6,7,11-trihydroxy-, (6beta,7alpha,11beta,14S,20S)-
InChi Key
GSRZMSWBSLHHAD-UAZIBCJSSA-N
InChi Code
InChI=1S/C20H26O6/c1-8-9-7-10(21)11-18-6-4-5-17(2,3)12(18)14(23)20(24)19(11,13(8)22)15(9)25-16(18)26-20/h9-12,14-16,21,23-24H,1,4-7H2,2-3H3/t9-,10+,11-,12+,14-,15-,16-,18+,19-,20+/m0/s1
SMILES Code
C=C1C([C@@]23[C@](O)(O4)[C@@H](O)[C@]5([H])C(C)(C)CCC[C@@]5([C@@]4([H])O[C@@]3([H])[C@H]1C[C@H]6O)[C@@]26[H])=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
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 362.42 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: Yang Y, Sun H, Zhou Y, Ji S, Li M. Effects of three diterpenoids on tumour cell proliferation and telomerase activity. Nat Prod Res. 2009;23(11):1007-12. doi: 10.1080/14786410802295149. PubMed PMID: 19521915. 2: Cheng PY, Lin YL, Xu GY. [New diterpenoids of Rabdosia macrocalyx: the structure of macrocalin A and macrocalin B]. Yao Xue Xue Bao. 1984 Aug;19(8):593-8. Chinese. PubMed PMID: 6549528. 3: Na Z, Xiang W, Niu XM, Mei SX, Lin ZW, Li CM, Sun HD. Diterpenoids from Isodon enanderianus. Phytochemistry. 2002 May;60(1):55-60. PubMed PMID: 11985852. 4: Zhao AH, Xiang W, Na Z, Wang ZY, Lin ZW, Sun HD. Cytotoxic ent-kauranoids from Isodon leucophyllus. J Asian Nat Prod Res. 2004 Jun;6(2):145-50. PubMed PMID: 15008461. 5: Hou AJ, Li ML, Jiang B, Lin ZW, Ji SY, Zhou YP, Sun HD. New 7,20:14,20-diepoxy ent-kauranoids from Isodon xerophilus. J Nat Prod. 2000 May;63(5):599-601. PubMed PMID: 10843567. 6: Wang JN, Zhang ZR, Che Y, Yuan ZY, Lu ZL, Li Y, Li N, Wan J, Sun HD, Sun N, Puno PT, He J. Acetyl-macrocalin B, an ent-kaurane diterpenoid, initiates apoptosis through the ROS-p38-caspase 9-dependent pathway and induces G2/M phase arrest via the Chk1/2-Cdc25C-Cdc2/cyclin B axis in non-small cell lung cancer. Cancer Biol Ther. 2018 Jul 3;19(7):609-621. doi: 10.1080/15384047.2018.1449613. Epub 2018 May 8. PubMed PMID: 29565730; PubMed Central PMCID: PMC5989808.