Calenduladiol

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

MedKoo CAT#: 528028

CAS#: 10070-48-1

Description: Calenduladiol is a bioactive chemical.


Chemical Structure

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Calenduladiol
CAS# 10070-48-1

Theoretical Analysis

MedKoo Cat#: 528028
Name: Calenduladiol
CAS#: 10070-48-1
Chemical Formula: C30H50O2
Exact Mass: 442.3811
Molecular Weight: 442.728
Elemental Analysis: C, 81.39; H, 11.38; O, 7.23

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: Calenduladiol

IUPAC/Chemical Name: (1R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta(a)chrysene-4,9-diol

InChi Key: AJBZENLMTKDAEK-SKESNUHASA-N

InChi Code: InChI=1S/C30H50O2/c1-18(2)19-11-14-28(6)24(32)17-30(8)20(25(19)28)9-10-22-27(5)15-13-23(31)26(3,4)21(27)12-16-29(22,30)7/h19-25,31-32H,1,9-17H2,2-8H3/t19-,20+,21-,22+,23-,24-,25+,27-,28+,29+,30+/m0/s1

SMILES Code: O[C@@H]1[C@](CC[C@H]2C(C)=C)(C)[C@@]2([H])[C@@]3([H])CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]4(C)[C@]3(C)C1

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: >3 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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 442.728 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: Castro MJ, Richmond V, Faraoni MB, Murray AP. Oxidation at C-16 enhances butyrylcholinesterase inhibition in lupane triterpenoids. Bioorg Chem. 2018 Sep;79:301-309. doi: 10.1016/j.bioorg.2018.05.012. Epub 2018 May 17. PubMed PMID: 29793143.

2: Stojakowska A, Galanty A, Malarz J, Michalik M. Major terpenoids from Telekia speciosa flowers and their cytotoxic activity in vitro. Nat Prod Res. 2018 Feb 12:1-5. doi: 10.1080/14786419.2018.1437431. [Epub ahead of print] PubMed PMID: 29430966.

3: Garayev E, Herbette G, Di Giorgio C, Chiffolleau P, Roux D, Sallanon H, Ollivier E, Elias R, Baghdikian B. New sesquiterpene acid and inositol derivatives from Inula montana L. Fitoterapia. 2017 Jul;120:79-84. doi: 10.1016/j.fitote.2017.05.011. Epub 2017 Jun 1. PubMed PMID: 28579553.

4: Castro MJ, Richmond V, Romero C, Maier MS, Estévez-Braun A, Ravelo AG, Faraoni MB, Murray AP. Preparation, anticholinesterase activity and molecular docking of new lupane derivatives. Bioorg Med Chem. 2014 Jul 1;22(13):3341-50. doi: 10.1016/j.bmc.2014.04.050. Epub 2014 May 5. PubMed PMID: 24835788.

5: Gurovic MS, Castro MJ, Richmond V, Faraoni MB, Maier MS, Murray AP. Triterpenoids with acetylcholinesterase inhibition from Chuquiraga erinacea D. Don. subsp. erinacea (Asteraceae). Planta Med. 2010 Apr;76(6):607-10. doi: 10.1055/s-0029-1240582. Epub 2009 Nov 16. PubMed PMID: 19918718.

6: Barroso-González J, El Jaber-Vazdekis N, García-Expósito L, Machado JD, Zárate R, Ravelo AG, Estévez-Braun A, Valenzuela-Fernández A. The lupane-type triterpene 30-oxo-calenduladiol is a CCR5 antagonist with anti-HIV-1 and anti-chemotactic activities. J Biol Chem. 2009 Jun 12;284(24):16609-20. doi: 10.1074/jbc.M109.005835. Epub 2009 Apr 22. PubMed PMID: 19386595; PubMed Central PMCID: PMC2713542.

7: Arciniegas A, Pérez-Castorena AL, Maldonado J, Avila G, Villaseñor JL, Romo de Vivar A. Chemical constituents of Roldana lineolata. Fitoterapia. 2008 Jan;79(1):47-52. Epub 2007 Aug 9. PubMed PMID: 17913387.

8: Neukirch H, D'Ambrosio M, Sosa S, Altinier G, Della Loggia R, Guerriero A. Improved anti-inflammatory activity of three new terpenoids derived, by systematic chemical modifications, from the abundant triterpenes of the flowery plant Calendula officinalis. Chem Biodivers. 2005 May;2(5):657-71. PubMed PMID: 17192009.

9: García A, Delgado G. Cytotoxic cis-fused bicyclic sesquiterpenoids from Jatropha neopauciflora. J Nat Prod. 2006 Nov;69(11):1618-21. PubMed PMID: 17125233.

10: Triana J, López M, Pérez FJ, González-Platas J, Quintana J, Estévez F, León F, Bermejo J. Sesquiterpenoids from Pulicaria canariensis and their cytotoxic activities. J Nat Prod. 2005 Apr;68(4):523-31. PubMed PMID: 15844941.

11: Schmidt TJ, von Raison J, Willuhn G. New triterpene esters from flowerheads of Arnica lonchophylla. Planta Med. 2004 Oct;70(10):967-77. PubMed PMID: 15490326.

12: Neukirch H, D'Ambrosio M, Dalla Via J, Guerriero A. Simultaneous quantitative determination of eight triterpenoid monoesters from flowers of 10 varieties of Calendula officinalis L. and characterisation of a new triterpenoid monoester. Phytochem Anal. 2004 Jan-Feb;15(1):30-5. PubMed PMID: 14979524.

13: Ukiya M, Akihisa T, Tokuda H, Suzuki H, Mukainaka T, Ichiishi E, Yasukawa K, Kasahara Y, Nishino H. Constituents of Compositae plants III. Anti-tumor promoting effects and cytotoxic activity against human cancer cell lines of triterpene diols and triols from edible chrysanthemum flowers. Cancer Lett. 2002 Mar 8;177(1):7-12. PubMed PMID: 11809525.

14: Yasukawa K, Akihisa T, Oinuma H, Kasahara Y, Kimura Y, Yamanouchi S, Kumaki K, Tamura T, Takido M. Inhibitory effect of Di- and trihydroxy triterpenes from the flowers of compositae on 12-O-tetradecanoylphorbol-13-acetate-induced inflammation in mice. Biol Pharm Bull. 1996 Oct;19(10):1329-31. PubMed PMID: 8913506.