Macrocalin B

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

MedKoo CAT#: 558154

CAS#: 93781-75-0

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


Chemical Structure

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Macrocalin B
CAS# 93781-75-0

Theoretical Analysis

MedKoo Cat#: 558154
Name: Macrocalin B
CAS#: 93781-75-0
Chemical Formula: C20H26O6
Exact Mass: 362.17
Molecular Weight: 362.42
Elemental Analysis: C, 66.28; H, 7.23; O, 26.49

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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

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

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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.