Acetoxolone , CAS No.6277-14-1

CAS: 6277-14-1 Cat. No.: A667997 Summenformel: C₃₂H₄₈O₅ Molekulargewicht: 512.7 EG-Nummer: 228-475-1

Synonyms

Acetoxolone|Acetylglycyrrhetinic acid|Glycyrrhetinyl acetate|Acetylglycyrrhetic acid|Glycyrrhetic acid acetate|Glycyrrhetinic acid acetate|(3beta,20beta)-3-Acetoxy-11-oxoolean-12-en-29-oic acid|Uralenic acid, acetate|3-Acetyl-18-beta-glycyrrhetinic acid|ACETOXOLONE [MI]|(3-beta,20-beta)-3-(Acetyloxy)-11-oxo-olean-12-en-29-oic acid|ACETOXOLONE [WHO-DD]|(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-acetyloxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid|Olean-12-en-29-oic acid, 3-(acetyloxy)-11-oxo-, (3-beta,20-beta)-|3-O-ACETYL-18.BETA.-GLYCYRRHETIC ACID|Olean-12-en-30-oic acid, 3-.beta.-hydroxy-11-oxo-, acetate|Olean-12-en-30-oic acid, 3-beta-hydroxy-11-oxo-, acetate|3.BETA.-HYDROXY-11-OXOOLEAN-12-EN-30-OIC ACID ACETATE|(3.BETA.,20.BETA.)-3-(ACETYLOXY)-11-OXOOLEAN-12-EN-29-OIC ACID|(3beta,18beta,20beta)-3-(Acetyloxy)-11-oxo-olean-12-en-29-oic acid|OLEAN-12-EN-29-OIC ACID, 3-(ACETYLOXY)-11-OXO-, (3.BETA.,20.BETA.)-|(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-acetoxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid|(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-acetoxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid|10-acetyloxy-2,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid

Storage

Room temperature

Spezifikationen

Synonyme

Acetoxolone | Acetylglycyrrhetinic acid | Glycyrrhetinyl acetate | Acetylglycyrrhetic acid | Glycyrrhetic acid acetate | Glycyrrhetinic acid acetate | (3beta,20beta)-3-Acetoxy-11-oxoolean-12-en-29-oic acid | Uralenic acid, acetate | 3-Acetyl-18-beta-glycyrrhetinic acid | ACETOXOLONE [MI] | (3-beta,20-beta)-3-(Acetyloxy)-11-oxo-olean-12-en Show more

Storage

Room temperature

Produkteigenschaften

ALogP

7

Namen und Kennungen

Kanonisches Lächeln

CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C

IUPAC Name

(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-acetyloxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid

InChIKey

FTQDJVZNPJRVPG-XWEVEMRCSA-N

INCHI

1S/C32H48O5/c1-19(33)37-24-10-11-30(6)23(27(24,2)3)9-12-32(8)25(30)22(34)17-20-21-18-29(5,26(35)36)14-13-28(21,4)15-16-31(20,32)7/h17,21,23-25H,9-16,18H2,1-8H3,(H,35,36)/t21-,23-,24-,25+,28+,29-,30-,31+,32+/m0/s1

Isomere SMILES

CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2C(=O)C=C4[C@]3(CC[C@@]5([C@H]4C[C@@](CC5)(C)C(=O)O)C)C)C)C

Molekulargewicht

512.7

Reaxy-Rn

2405861

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2405861&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Klasse Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Klasse: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: Cyclohexenones Dicarboxylic acids and derivatives Carboxylic acid esters Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - Cyclohexenone - Dicarboxylic acid or derivatives - Ketone - Carboxylic acid ester - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
• External Descriptors: triterpenoid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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HSD11B2 Tchem Corticosteroid 11-beta-dehydrogenase isozyme 2 (3 Activities)

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HSD11B1 Tclin Corticosteroid 11-beta-dehydrogenase isozyme 1 (1 Activities)

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CES2 Tchem Carboxylesterase 2 (583 Activities)

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HSD17B1 Tchem Estradiol 17-beta-dehydrogenase 1 (2224 Activities)

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CES1 Tchem Acyl coenzyme A:cholesterol acyltransferase (1029 Activities)

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HSD17B2 Tchem Estradiol 17-beta-dehydrogenase 2 (1671 Activities)

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Hsd11b1 11-beta-hydroxysteroid dehydrogenase 1 (202 Activities)

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Hsd11b2 11-beta-hydroxysteroid dehydrogenase 2 (82 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Molekulargewicht: 512.700 g/mol
• XLogP3: 7.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 512.35 Da
• Monoisotopic Mass: 512.35 Da
• Topological Polar Surface Area: 80.700 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 1070.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1