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17990-42-0

17990-42-0 | Olean-12-en-28-oic acid, 3-oxo-

CAS No: 17990-42-0 Catalog No: AG0027DI MDL No:MFCD09752411

Product Description

Catalog Number:
AG0027DI
Chemical Name:
Olean-12-en-28-oic acid, 3-oxo-
CAS Number:
17990-42-0
Molecular Formula:
C30H46O3
Molecular Weight:
454.6844
MDL Number:
MFCD09752411
IUPAC Name:
(4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
InChI:
InChI=1S/C30H46O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,27-,28+,29+,30-/m0/s1
InChI Key:
FMIMFCRXYXVFTA-FUAOEXFOSA-N
SMILES:
OC(=O)[C@]12CC[C@@]3(C(=CC[C@H]4[C@@]3(C)CC[C@@H]3[C@]4(C)CCC(=O)C3(C)C)[C@@H]2CC(CC1)(C)C)C

Properties

Complexity:
927  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
0
Exact Mass:
454.345g/mol
Formal Charge:
0
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
454.695g/mol
Monoisotopic Mass:
454.345g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
54.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.2  

Literature

Title Journal
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Distribution and expression characteristics of triterpenoids and OSC genes in white birch (Betula platyphylla suk.). Molecular biology reports 20120301
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea. Bioorganic & medicinal chemistry letters 20101215
Synthesis and biological evaluation of oleanolic acid derivatives as inhibitors of protein tyrosine phosphatase 1B. Journal of natural products 20101129
Synthesis and evaluation of a novel series of heterocyclic oleanolic acid derivatives with anti-osteoclast formation activity. European journal of medicinal chemistry 20090701
Triterpenoids from the leaves of Diospyros kaki (persimmon) and their inhibitory effects on protein tyrosine phosphatase 1B. Journal of natural products 20081001
Oleanolic acid and its derivatives: new inhibitor of protein tyrosine phosphatase 1B with cellular activities. Bioorganic & medicinal chemistry 20080915
Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystallographic studies. Journal of medicinal chemistry 20080626
Phytochemical and biological studies on Saudi Commiphora opobalsamum L. Natural product research 20070501
Chemical constituents and antifilarial activity of Lantana camara against human lymphatic filariid Brugia malayi and rodent filariid Acanthocheilonema viteae maintained in rodent hosts. Parasitology research 20070201
Pentacyclic triterpenes. Part 3: Synthesis and biological evaluation of oleanolic acid derivatives as novel inhibitors of glycogen phosphorylase. Bioorganic & medicinal chemistry letters 20060601
Studies on the reactivity of CDDO, a promising new chemopreventive and chemotherapeutic agent: implications for a molecular mechanism of action. Bioorganic & medicinal chemistry letters 20050502
[Studies on the chemical constituents from the leaf of Liquidambar formosana Hance]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20050401
Triterpenoids. Part 21: Oleanolic acid azaderivatives as percutaneous transport promoters. Bioorganic & medicinal chemistry letters 20040920
Inhibition of cytochrome P450 activities by oleanolic acid and ursolic acid in human liver microsomes. Life sciences 20040416
Saponins from Swartzia langsdorffii: biological activities. Memorias do Instituto Oswaldo Cruz 20030701
Oleanonic acid, a 3-oxotriterpene from Pistacia, inhibits leukotriene synthesis and has anti-inflammatory activity. European journal of pharmacology 20010928
Oleanane triterpenes from Junellia tridens. Journal of natural products 20001201
Anti-AIDS agents. 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids. Journal of natural products 19980901

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