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LUP-3-ONE, also known as Lup-3-Oxone, is a synthetic research chemical belonging to the indole-3-carboxylate class. It is structurally similar to the naturally occurring alkaloid, Lupanine, and is primarily used for scientific research purposes. As a research chemical, LUP-3-ONE is not intended for human consumption or therapeutic use, and its effects, toxicity, and safety profile are not well-established. Due to its complex structure and potential psychoactive properties, it is crucial to handle LUP-3-ONE with caution and strictly adhere to laboratory safety protocols.

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  • 3186-72-9 Structure
  • Basic information

    1. Product Name: LUP-3-ONE
    2. Synonyms: LUP-3-ONE;Lupan-3-one
    3. CAS NO:3186-72-9
    4. Molecular Formula: C30H50O
    5. Molecular Weight: 426.72
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 3186-72-9.mol
  • Chemical Properties

    1. Melting Point: 204-205 °C
    2. Boiling Point: 479.1±13.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 0.964±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: LUP-3-ONE(CAS DataBase Reference)
    10. NIST Chemistry Reference: LUP-3-ONE(3186-72-9)
    11. EPA Substance Registry System: LUP-3-ONE(3186-72-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 3186-72-9(Hazardous Substances Data)

3186-72-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3186-72-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,8 and 6 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3186-72:
(6*3)+(5*1)+(4*8)+(3*6)+(2*7)+(1*2)=89
89 % 10 = 9
So 3186-72-9 is a valid CAS Registry Number.

3186-72-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name LUP-3-ONE

1.2 Other means of identification

Product number -
Other names lupane-3-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3186-72-9 SDS

3186-72-9Relevant articles and documents

Denomination of 2-bromo-3-keto triterpenoids using N,N-dimethylaniline

Ghosh, Pranab,Chakraborty, Prasanta

experimental part, p. 1037 - 1039 (2012/04/04)

Reflux of 2α-bromo/2,2-dibromolupanone (1/1a), methyl 2α-bromo/2,2-dibromodihydrobetulonate (2/2a) and 2/4α-bromofriedelin (3/3a) with N,N-dimethylaniline (DMA) resulted in the formation of lupanone, methyl dihydrobetulonate and friedelin, respectively in very good yields. The products have been characterized by spectroscopic analysis [IR, NMR ( 1H and 13C) and MS] and optical rotation as well as by comparison with the data reported in literature.

Studies on the reactions of 2-bromo-3-ketotriterpenoids: Part III--Reaction of Li/EDA on 2α-bromo and 2,2-dibromo derivatives of lupanone and methyl dihydrobetulonate

Pradhan, Bhim Prasad,Ghosh, Pranab

, p. 1068 - 1069 (2007/10/02)

The reaction of lithium in ethylenediamine with 2,2-dibromo (1/1') and 2α-bromo (2/2') derivatives of lupanone (3) and methyl dihydrobetulonate (3') furnishes lupanone/methyl dihydrobetulonate (3/3') and the pyrazine derivative (4/4').

Oxidation of triterpenoids: Part XVI-- Oxidation of friedel-3(4)-ene with selenium dioxide and hydrogen peroxide in tertiary butanol

Pradhan, Bhim Prasad,Roy, Animesh,Sinha, Rajendra Prasad

, p. 1070 - 1072 (2007/10/02)

The oxidation reaction of selenium dioxide containing hydrogen peroxide in t-butanol on friedel-3(4)-ene (1) has been studied.The products of oxidation are lupanone (2) and friedelan 3β, 4α-diol (3).Their structures have been fully supported by their spectral data.

Studies on reactions of 2-bromo-3-ketotriterpenoids: Part III - Reduction of 2α-bromo and 2,2-dibromo derivatives of lupanone and methyl dihydrobetulonate with lithium aluminium hydride and sodium borohydride

Pradhan, B P,Ghosh, Pranab

, p. 1178 - 1180 (2007/10/02)

Reduction of methyl 2α-bromodihydrobetulonate/2α-bromolupanone (1/2) and methyl 2,2-dibromodihydrobetulonate/2,2-dibromolupanone (1a/2a) with LAH at room temperature results in the formation of methyl 2α-bromo-3β-hydroxydihydrobetulonate/2α-bromo-3β-hydroxylupane (3/4), methyl dihydrobetulinate/lupanol (3b,4b) and methyl 2α-bromo dihydrobetulonate/2α-bromolupanone (1/2), methyl dihydrobetulinate/lupanol (3b/4b), lupan-2β-3β-diol (5)(from 2a) respectively, while the reduction of 1/2 and 1a/2a with NaBH4 affords 3/4, 3b/4b and methyl dihydrobetulonate/lupanone (1b/2b), 3b/4b respectively.

The synthesis of nor- and bisnorlupanes

Wahhab, Amal,Ottosen, Margaret,Bachelor, Frank W.

, p. 570 - 577 (2007/10/02)

In course of our studies on geochemical biomarkers we required a series of lupane standards.We report here an efficient synthesis of lupane (1) in three steps from betulin (3) in an overall yield of 47.2 percent. 17β(H)-28-Norlupane (2) was obtained in 90

The Reaction of Lupane and Friedo-Oleanane Type Triterpenes with m-Chloroperbenzoic Acid

Tori, Motoo,Matsuda, Reiko,Sono, Masakazu,Kohama, Yoshihiro,Asakawa, Yoshinori

, p. 2103 - 2108 (2007/10/02)

Lupane-3β,28-diol, lupan-3β-ol, and friedelan-3β-ol were treated with m-chloroperbenzoic acid (mCPBA) in refluxing chloroform to afford corresponding lactones in one step, while lupane-3β,28-diyl, diacetate, lupan-3β-yl acetate, and friedelan-3β-yl acetate to give hydroxylated or keto derivatives.Similar reaction of dendropanoxide with mCPBA yielded 6β-, 7β-, 21α-, and 22β-hydroxylated compounds.

Reduction of Steroid and Triterpenoid α,β-Unsaturated Ketones with Lithium/Ethylenediamine

Pradhan, Bhim Prasad,Chakraborty, Satyajit

, p. 263 - 265 (2007/10/02)

Reduction of less sterically hindered ketone, glochidone (1) with lithium/ethylenediamine (Li/EDA) leads to the reduction of the double bond followed by that of the carbonyl group to afford thermodynamically stable alcohol, lupanol (1b).The sterically hindered α,β-unsaturated ketones such as 11-keto-triterpenoids also furnish saturated alcohols but in small proportions; the other compounds formed are obtained with reduction of the carbonyl group accompanied by dehydration or even deoxygenation.

FUNCTIONALISATION OF UNACTIVATED METHYL GROUPS THROUGH CYCLOPALLADATION REACTIONS

Baldwin, Jack E.,Jones, Richard H.,Najera, Carmen,Yus, Miguel

, p. 699 - 712 (2007/10/02)

The transformation of the organopalladium compound (3) into the corresponding deuteriated, chlorinated, or oxidized derivatives (7), (8), or (9), (11), and (12) respectively, is described.The palladation of compound (9) takes place regioselectively leadin

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