MedKoo Cat#: 571505 | Name: Acerinol

Description:

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

Acerinol is a an active ingredient from traditional Chinese medicinal herbs that could be used as a cancer multidrug resistance reversal agent. Specifically, acerinol has been implicated in reversing resistance to the drugs that cause overexpression of the ABCB1 family of ATP-binding cassettes. Acerinol could increase the chemosensitivity of ABCB1-overexpressing HepG2/ADM and MCF-7/ADR cells to chemotherapeutic drugs, doxorubicin, vincristine and paclitaxel. Acerinol can significantly stimulate the activity of ABCB1 ATPase without affecting the expression of ABCB1 on neither mRNA nor protein level. Acerinol from C. acerina significantly enhances the cytotoxicity of chemotherapeutic drugs by modulating the function of ABCB1.

Chemical Structure

Acerinol
Acerinol
CAS#19902-53-5

Theoretical Analysis

MedKoo Cat#: 571505

Name: Acerinol

CAS#: 19902-53-5

Chemical Formula: C30H46O5

Exact Mass: 486.3345

Molecular Weight: 486.69

Elemental Analysis: C, 74.04; H, 9.53; O, 16.44

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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Synonym
Acerinol
IUPAC/Chemical Name
(2S,3R,5R,5aR,5bR,8aS,11S,12aS,14bR,15R,15aS)-2-(2-hydroxypropan-2-yl)-5,5b,12,12,14b-pentamethyl-2,3,4,5,5a,5b,6,7,8,9,10,11,12,12a,13,14,14b,15-octadecahydro-3,15a:8a,11-diepoxybenzo[4',5']cyclohepta[1',2':4,5]indeno[2,1-b]oxepin-15-ol
InChi Key
QSMBCFYTBUXTGE-OZOOACSHSA-N
InChi Code
InChI=1S/C30H46O5/c1-16-14-19-23(26(4,5)32)35-30(33-19)22(16)27(6)12-10-17-15-29-13-11-21(34-29)25(2,3)20(29)9-8-18(17)28(27,7)24(30)31/h16,19-24,31-32H,8-15H2,1-7H3/t16-,19-,20+,21+,22-,23+,24-,27-,28-,29+,30+/m1/s1
SMILES Code
C[C@@H]1C[C@H]2O[C@]3([C@@H]([C@]4(C5=C(C[C@]67CC[C@@H](C(C)([C@@H]7CC5)C)O6)CC[C@@]4([C@@H]13)C)C)O)O[C@@H]2C(C)(O)C
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 486.69 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: Liu DL, Li YJ, Yao N, Xu J, Chen ZS, Yiu A, Zhang CX, Ye WC, Zhang DM. Acerinol, a cyclolanstane triterpenoid from Cimicifuga acerina, reverses ABCB1-mediated multidrug resistance in HepG2/ADM and MCF-7/ADR cells. Eur J Pharmacol. 2014 Jun 15;733:34-44. doi: 10.1016/j.ejphar.2014.03.043. Epub 2014 Apr 4. PubMed PMID: 24704556.