Inotodiol | CAS#35963-37-2 | triterpenoid

MedKoo Cat#: 598347 | Name: Inotodiol

Description:

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

Inotodiol is an included triterpenoid shows significant anti-tumor effect.

Chemical Structure

Inotodiol

CAS#35963-37-2

Theoretical Analysis

MedKoo Cat#: 598347

Name: Inotodiol

CAS#: 35963-37-2

Chemical Formula: C30H48O3

Exact Mass: 456.3603

Molecular Weight: 456.71

Elemental Analysis: C, 78.90; H, 10.59; O, 10.51

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 #

No Data

Synonym

Inotodiol;

IUPAC/Chemical Name

(3S,5R,10S,13R,14R,17R)-3-hydroxy-17-((2S)-3-hydroxy-6-methylhept-5-en-2-yl)-4,4,10,13,14-pentamethyl-1,2,3,4,5,6,10,11,12,13,14,15,16,17-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one

InChi Key

FVZZJJZSWSEJQU-PMQTVAGYSA-N

InChi Code

InChI=1S/C30H48O3/c1-18(2)9-10-22(31)19(3)20-11-16-30(8)26-21(12-15-29(20,30)7)28(6)14-13-25(33)27(4,5)24(28)17-23(26)32/h9,19-20,22,24-25,31,33H,10-17H2,1-8H3/t19-,20+,22?,24-,25-,28+,29+,30-/m0/s1

SMILES Code

CC(C)([C@](C1)2[H])[C@@H](O)CC[C@]2(C)C3=C([C@@]4(CC[C@@H]([C@]4(CC3)C)[C@H](C)C(O)C/C=C(C)\C)C)C1=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

>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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 456.71 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.

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: Zhao LW, Zhong XH, Yang SY, Zhang YZ, Yang NJ. Inotodiol inhabits proliferation and induces apoptosis through modulating expression of cyclinE, p27, bcl-2, and bax in human cervical cancer HeLa cells. Asian Pac J Cancer Prev. 2014;15(7):3195-9. PubMed PMID: 24815470. 2: Du D, Zhu F, Chen X, Ju X, Feng Y, Qi LW, Jiang J. Rapid isolation and purification of inotodiol and trametenolic acid from Inonotus obliquus by high-speed counter-current chromatography with evaporative light scatting detection. Phytochem Anal. 2011 Sep-Oct;22(5):419-23. doi: 10.1002/pca.1297. Epub 2011 Mar 24. PubMed PMID: 21433158. 3: Nomura M, Takahashi T, Uesugi A, Tanaka R, Kobayashi S. Inotodiol, a lanostane triterpenoid, from Inonotus obliquus inhibits cell proliferation through caspase-3-dependent apoptosis. Anticancer Res. 2008 Sep-Oct;28(5A):2691-6. PubMed PMID: 19035296. 4: Ying YM, Zhang LY, Zhang X, Bai HB, Liang DE, Ma LF, Shan WG, Zhan ZJ. Terpenoids with alpha-glucosidase inhibitory activity from the submerged culture of Inonotus obliquus. Phytochemistry. 2014 Dec;108:171-6. doi: 10.1016/j.phytochem.2014.09.022. Epub 2014 Oct 18. PubMed PMID: 25446238. 5: Yan ZF, Yang Y, Tian FH, Mao XX, Li Y, Li CT. Inhibitory and Acceleratory Effects of Inonotus obliquus on Tyrosinase Activity and Melanin Formation in B16 Melanoma Cells. Evid Based Complement Alternat Med. 2014;2014:259836. doi: 10.1155/2014/259836. Epub 2014 Aug 13. PubMed PMID: 25197307; PubMed Central PMCID: PMC4145793. 6: Nakata T, Yamada T, Taji S, Ohishi H, Wada S, Tokuda H, Sakuma K, Tanaka R. Structure determination of inonotsuoxides A and B and in vivo anti-tumor promoting activity of inotodiol from the sclerotia of Inonotus obliquus. Bioorg Med Chem. 2007 Jan 1;15(1):257-64. Epub 2006 Sep 30. PubMed PMID: 17049251. 7: Kahlos K, Hiltunen R, V Schantz M. 3beta-Hydroxy-lanosta-8,24-dien-21-al, a New Triterpene from Inontus obliquus. Planta Med. 1984 Apr;50(2):197-8. PubMed PMID: 17340294. 8: Zheng WF, Liu T, Xiang XY, Gu Q. Sterol composition in field-grown and cultured mycelia of Inonotus obliquus. Yao Xue Xue Bao. 2007 Jul;42(7):750-6. PubMed PMID: 17882960. 9: Lu X, Chen H, Dong P, Fu L, Zhang X. Phytochemical characteristics and hypoglycaemic activity of fraction from mushroom Inonotus obliquus. J Sci Food Agric. 2010 Jan 30;90(2):276-80. doi: 10.1002/jsfa.3809. PubMed PMID: 20355042. 10: Zhao F, Mai Q, Ma J, Xu M, Wang X, Cui T, Qiu F, Han G. Triterpenoids from Inonotus obliquus and their antitumor activities. Fitoterapia. 2015 Mar;101:34-40. doi: 10.1016/j.fitote.2014.12.005. Epub 2014 Dec 24. PubMed PMID: 25542686. 11: Ham SS, Kim SH, Moon SY, Chung MJ, Cui CB, Han EK, Chung CK, Choe M. Antimutagenic effects of subfractions of Chaga mushroom (Inonotus obliquus) extract. Mutat Res. 2009 Jan;672(1):55-9. doi: 10.1016/j.mrgentox.2008.10.002. Epub 2008 Oct 17. PubMed PMID: 18992843. 12: Ma L, Chen H, Dong P, Lu X. Anti-inflammatory and anticancer activities of extracts and compounds from the mushroom Inonotus obliquus. Food Chem. 2013 Aug 15;139(1-4):503-8. doi: 10.1016/j.foodchem.2013.01.030. Epub 2013 Feb 1. PubMed PMID: 23561137. 13: Zhang X, Bao C, Zhang J. Inotodiol suppresses proliferation of breast cancer in rat model of type 2 diabetes mellitus via downregulation of β-catenin signaling. Biomed Pharmacother. 2018 Mar;99:142-150. doi: 10.1016/j.biopha.2017.12.084. PubMed PMID: 29331760. 14: Nguyet TMN, Lomunova M, Le BV, Lee JS, Park SK, Kang JS, Kim YH, Hwang I. The mast cell stabilizing activity of Chaga mushroom critical for its therapeutic effect on food allergy is derived from inotodiol. Int Immunopharmacol. 2018 Jan;54:286-295. doi: 10.1016/j.intimp.2017.11.025. Epub 2017 Nov 24. PubMed PMID: 29175507. 15: Géry A, Dubreule C, André V, Rioult JP, Bouchart V, Heutte N, Eldin de Pécoulas P, Krivomaz T, Garon D. Chaga ( Inonotus obliquus), a Future Potential Medicinal Fungus in Oncology? A Chemical Study and a Comparison of the Cytotoxicity Against Human Lung Adenocarcinoma Cells (A549) and Human Bronchial Epithelial Cells (BEAS-2B). Integr Cancer Ther. 2018 Feb 1:1534735418757912. doi: 10.1177/1534735418757912. [Epub ahead of print] PubMed PMID: 29484963. 16: Baek J, Roh HS, Baek KH, Lee S, Lee S, Song SS, Kim KH. Bioactivity-based analysis and chemical characterization of cytotoxic constituents from Chaga mushroom (Inonotus obliquus) that induce apoptosis in human lung adenocarcinoma cells. J Ethnopharmacol. 2018 May 22;224:63-75. doi: 10.1016/j.jep.2018.05.025. [Epub ahead of print] PubMed PMID: 29800742.