Curcumol
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MedKoo CAT#: 407874

CAS#: 4871-97-0

Description: Curcumol, isolated from the traditional medical plant Rhizoma Curcumae, is the bioactive component of Zedoary oil, whose potential anti-tumor effect has attracted considerable attention in recent years. Curcumol inhibits the proliferation of gastric adenocarcinoma MGC-803 cells via downregulation of IDH1. Curcumol triggers apoptosis of p53 mutant triple-negative human breast cancer MDA-MB 231 cells via activation of p73 and PUMA. Curcumol induces cell cycle arrest in colon cancer cells via reactive oxygen species and Akt/ GSK3β/cyclin D1 pathway. Curcumol Promotes Vascular Endothelial Growth Factor (VEGF)-Mediated Diabetic Wound Healing in Streptozotocin-Induced Hyperglycemic Rats.

Chemical Structure

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Curcumol
CAS# 4871-97-0
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 407874
Name: Curcumol
CAS#: 4871-97-0
Chemical Formula: C15H24O2
Exact Mass: 236.18
Molecular Weight: 236.355
Elemental Analysis: C, 76.23; H, 10.24; O, 13.54

Price and Availability

Size Price Availability Quantity
10mg USD 350
50mg USD 900
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Synonym: Curcumol

IUPAC/Chemical Name: (3S,3aS,5S,6R,8aS)-Octahydro-3-methyl-8-methylene-5-(1-methylethyl)-6H-3a,6-epoxyazulen-6-ol

InChi Key: QRMPRVXWPCLVNI-YYFQZIEXSA-N

InChi Code: InChI=1S/C15H24O2/c1-9(2)13-8-14-11(4)5-6-12(14)10(3)7-15(13,16)17-14/h9,11-13,16H,3,5-8H2,1-2,4H3/t11-,12-,13-,14-,15+/m0/s1

SMILES Code: O[C@@]1(C2)[C@H](C(C)C)C[C@]3(O1)[C@@H](C)CC[C@@]3([H])C2=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:

Product Data:
Product Data
Instruction:
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Biological target: Curcumol ((-)-Curcumol), a bioactive sesquiterpenoid, possesses numerous pharmacological activities like anticancer, antimicrobial, antifungal, antiviral, and antiinflammatory.
In vitro activity: As shown in Figure 2A, exposure to PA for 24 h induced a marked injury to LO2 cells as assessed by cell viability assay, while pretreatment with curcumol resulted in an evident alleviation of PA-induced damage. Reference: Cell Prolif. 2021 Aug 3:e13107. https://pubmed.ncbi.nlm.nih.gov/34346124/
In vivo activity: The mice in the curcumol group had a significant decrease in liver function and liver fibers indices compared with the model group (P<0.05); RT-qPCR and Western blotting results reveal that, in the curcumol group, the mRNA and protein expression levels of NLRP3, IL-1 β, Caspase 1 and gasdermin D decreased significantly compared with the model group (P<0.05); immunohistochemical results showed that in the curcumol group, the protein expression levels of NLRP3 and IL-1 β decreased significantly compared with the model group (P<0.05). Reference: Chin J Integr Med. 2021 Jul 28. https://pubmed.ncbi.nlm.nih.gov/34319504/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 55.7 235.54
DMF 20.0 84.62
Ethanol 28.5 120.58

Preparing Stock Solutions

The following data is based on the product molecular weight 236.36 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
Formulation protocol: 1. Qi X, Song A, Ma M, Wang P, Zhang X, Lu C, Zhang J, Zheng S, Jin H. Curcumol inhibits ferritinophagy to restrain hepatocyte senescence through YAP/NCOA4 in non-alcoholic fatty liver disease. Cell Prolif. 2021 Aug 3:e13107. doi: 10.1111/cpr.13107. Epub ahead of print. PMID: 34346124. 2. Lv M, Shao J, Jiang F, Liu J. Curcumol may alleviate psoriasis-like inflammation by inhibiting keratinocyte proliferation and inflammatory gene expression via JAK1/STAT3 signaling. Aging (Albany NY). 2021 Jul 27;13(14):18392-18403. doi: 10.18632/aging.203287. Epub 2021 Jul 27. PMID: 34314383. 3. Zheng Y, Wang L, Wang JH, Liu LL, Zhao TJ. Effect of Curcumol on NOD-Like Receptor Thermoprotein Domain 3 Inflammasomes in Liver Fibrosis of Mice. Chin J Integr Med. 2021 Jul 28. doi: 10.1007/s11655-021-3310-0. Epub ahead of print. PMID: 34319504. 4. Jia S, Guo P, Lu J, Huang X, Deng L, Jin Y, Zhao L, Fan X. Curcumol Ameliorates Lung Inflammation and Airway Remodeling via Inhibiting the Abnormal Activation of the Wnt/β-Catenin Pathway in Chronic Asthmatic Mice. Drug Des Devel Ther. 2021 Jun 21;15:2641-2651. doi: 10.2147/DDDT.S292642. PMID: 34188444; PMCID: PMC8232843.
In vitro protocol: 1. Qi X, Song A, Ma M, Wang P, Zhang X, Lu C, Zhang J, Zheng S, Jin H. Curcumol inhibits ferritinophagy to restrain hepatocyte senescence through YAP/NCOA4 in non-alcoholic fatty liver disease. Cell Prolif. 2021 Aug 3:e13107. doi: 10.1111/cpr.13107. Epub ahead of print. PMID: 34346124. 2. Lv M, Shao J, Jiang F, Liu J. Curcumol may alleviate psoriasis-like inflammation by inhibiting keratinocyte proliferation and inflammatory gene expression via JAK1/STAT3 signaling. Aging (Albany NY). 2021 Jul 27;13(14):18392-18403. doi: 10.18632/aging.203287. Epub 2021 Jul 27. PMID: 34314383.
In vivo protocol: 1. Zheng Y, Wang L, Wang JH, Liu LL, Zhao TJ. Effect of Curcumol on NOD-Like Receptor Thermoprotein Domain 3 Inflammasomes in Liver Fibrosis of Mice. Chin J Integr Med. 2021 Jul 28. doi: 10.1007/s11655-021-3310-0. Epub ahead of print. PMID: 34319504. 2. Jia S, Guo P, Lu J, Huang X, Deng L, Jin Y, Zhao L, Fan X. Curcumol Ameliorates Lung Inflammation and Airway Remodeling via Inhibiting the Abnormal Activation of the Wnt/β-Catenin Pathway in Chronic Asthmatic Mice. Drug Des Devel Ther. 2021 Jun 21;15:2641-2651. doi: 10.2147/DDDT.S292642. PMID: 34188444; PMCID: PMC8232843.

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1: Huang KY, Wei DN, Fang JY, Li XY, Yan BJ. [Rapid determination of nine components in the first extraction process of Xingnaojing injection by using ultraviolet spectroscopy]. Zhongguo Zhong Yao Za Zhi. 2017 Oct;42(19):3755-3760. doi: 10.19540/j.cnki.cjcmm.20170907.015. Chinese. PubMed PMID: 29235291.

2: Li W, Hong B, Li Z, Li Q, Bi K. GC-MS method for determination and pharmacokinetic study of seven volatile constituents in rat plasma after oral administration of the essential oil of Rhizoma Curcumae. J Pharm Biomed Anal. 2018 Feb 5;149:577-585. doi: 10.1016/j.jpba.2017.11.058. Epub 2017 Nov 28. PubMed PMID: 29197300.

3: Zhang C, Wang LM. Inhibition of autophagy attenuated curcumol-induced apoptosis in MG-63 human osteosarcoma cells via Janus kinase signaling pathway. Oncol Lett. 2017 Dec;14(6):6387-6394. doi: 10.3892/ol.2017.7010. Epub 2017 Sep 21. PubMed PMID: 29151904; PubMed Central PMCID: PMC5680701.

4: Yin G, Cheng X, Tao W, Dong Y, Bian Y, Zang W, Tang D. Comparative analysis of multiple representative components in the herb pair Astragali Radix-Curcumae Rhizoma and its single herbs by UPLC-QQQ-MS. J Pharm Biomed Anal. 2018 Jan 30;148:224-229. doi: 10.1016/j.jpba.2017.09.015. Epub 2017 Oct 14. PubMed PMID: 29055246.

5: Zang S, Tang Q, Dong F, Liu H, Li L, Guo F, Pan X, Lin H, Zeng W, Cai Z, Zhong Q, Zang N, Zang L. Curcumol inhibits the proliferation of gastric adenocarcinoma MGC-803 cells via downregulation of IDH1. Oncol Rep. 2017 Dec;38(6):3583-3591. doi: 10.3892/or.2017.6028. Epub 2017 Oct 12. PubMed PMID: 29039582.

6: Fang J, Yang B, Ge Z, Bai X, Yan B. Single standard substance for the determination of nine volatile components in the distillate of Fructus Gardeniae and Radix Curcumae (an intermediate of Xingnaojing Injection). J Sep Sci. 2017 Oct;40(20):3946-3957. doi: 10.1002/jssc.201700593. Epub 2017 Aug 31. PubMed PMID: 28857420.

7: Huang L, Li A, Liao G, Yang F, Yang J, Chen X, Jiang X. Curcumol triggers apoptosis of p53 mutant triple-negative human breast cancer MDA-MB 231 cells via activation of p73 and PUMA. Oncol Lett. 2017 Jul;14(1):1080-1088. doi: 10.3892/ol.2017.6273. Epub 2017 May 29. PubMed PMID: 28693277; PubMed Central PMCID: PMC5494799.

8: Wang J, Li XM, Bai Z, Chi BX, Wei Y, Chen X. Curcumol induces cell cycle arrest in colon cancer cells via reactive oxygen species and Akt/ GSK3β/cyclin D1 pathway. J Ethnopharmacol. 2018 Jan 10;210:1-9. doi: 10.1016/j.jep.2017.06.037. Epub 2017 Jul 4. PubMed PMID: 28684297.

9: Liu YM, Fan HR, Ding J, Huang C, Deng S, Zhu T, Xu TL, Ge WH, Li WG, Li F. Curcumol allosterically modulates GABA(A) receptors in a manner distinct from benzodiazepines. Sci Rep. 2017 Apr 24;7:46654. doi: 10.1038/srep46654. PubMed PMID: 28436443; PubMed Central PMCID: PMC5402396.

10: Hansmann S, Schmidts V, Thiele CM. Synthesis of Poly-γ-S-2-methylbutyl-l-glutamate and Poly-γ-S-2-methylbutyl-d-glutamate and Their Use as Enantiodiscriminating Alignment Media in NMR Spectroscopy. Chemistry. 2017 Jul 6;23(38):9114-9121. doi: 10.1002/chem.201700699. Epub 2017 Jun 20. PubMed PMID: 28370575.

11: Qi H, Ning L, Yu Z, Dou G, Li L. Proteomic Identification of eEF1A1 as a Molecular Target of Curcumol for Suppressing Metastasis of MDA-MB-231 Cells. J Agric Food Chem. 2017 Mar 31. doi: 10.1021/acs.jafc.7b00573. [Epub ahead of print] PubMed PMID: 28345336.

12: Zhou J, Ni M, Liu X, Ren Z, Zheng Z. Curcumol Promotes Vascular Endothelial Growth Factor (VEGF)-Mediated Diabetic Wound Healing in Streptozotocin-Induced Hyperglycemic Rats. Med Sci Monit. 2017 Jan 31;23:555-562. PubMed PMID: 28138126; PubMed Central PMCID: PMC5297326.

13: Yu C, Sun X, Niu Y. An investigation of the developmental neurotoxic potential of curcumol in PC12 cells. Toxicol Mech Methods. 2016 Nov;26(9):635-643. Epub 2016 Nov 6. PubMed PMID: 27819177.

14: Wang X, Jiang Y, Hu D. Antiproliferative activity of Curcuma phaeocaulis Valeton extract using ultrasonic assistance and response surface methodology. Prep Biochem Biotechnol. 2017 Jan 2;47(1):19-31. doi: 10.1080/10826068.2016.1155061. Epub 2016 Feb 25. PubMed PMID: 26914409.

15: Wang X, Jiang Y, Hu D. Optimization and in vitro antiproliferation of Curcuma wenyujin's active extracts by ultrasonication and response surface methodology. Chem Cent J. 2016 May 16;10:32. doi: 10.1186/s13065-016-0177-9. eCollection 2016. PubMed PMID: 27186236; PubMed Central PMCID: PMC4868111.

16: Ning L, Ma H, Jiang Z, Chen L, Li L, Chen Q, Qi H. Curcumol Suppresses Breast Cancer Cell Metastasis by Inhibiting MMP-9 Via JNK1/2 and Akt-Dependent NF-κB Signaling Pathways. Integr Cancer Ther. 2016 Jun;15(2):216-25. doi: 10.1177/1534735416642865. Epub 2016 Apr 28. PubMed PMID: 27125675; PubMed Central PMCID: PMC5736062.

17: Wang J, Huang F, Bai Z, Chi B, Wu J, Chen X. Curcumol Inhibits Growth and Induces Apoptosis of Colorectal Cancer LoVo Cell Line via IGF-1R and p38 MAPK Pathway. Int J Mol Sci. 2015 Aug 20;16(8):19851-67. doi: 10.3390/ijms160819851. PubMed PMID: 26307972; PubMed Central PMCID: PMC4581329.

18: Gan YX, Luo NN, Jiang YP, Liu Q, Fu S, Wang L, Liao W, Fu CM. [Simultaneous determination of beta-elemene, curcumol, germacrone and neocurdione in volatile oil of Curcuma phaeocaulis and vinegar products by GC-MS]. Zhongguo Zhong Yao Za Zhi. 2015 Apr;40(7):1311-5. Chinese. PubMed PMID: 26281553.

19: Raafat KM, Omar AG. Phytotherapeutic activity of curcumol: Isolation, GC-MS identification, and assessing potentials against acute and subchronic hyperglycemia, tactile allodynia, and hyperalgesia. Pharm Biol. 2016 Aug;54(8):1334-44. doi: 10.3109/13880209.2015.1077463. Epub 2015 Aug 13. PubMed PMID: 26270130.

20: Yan HM, Jia XB, Zhang ZH, Sun E, Xu YH. [Solidification of volatile oil with graphene oxide]. Yao Xue Xue Bao. 2015 Feb;50(2):222-6. Chinese. PubMed PMID: 25975033.