Basic information
- CAS
50656-68-3- Standard SMILES
CC1=C(O)C(=O)C=C2C1=CC=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@@H](C)C(=O)[C@@H](O)[C@]3(C)CC[C@]12C- InChIKey
QIRUFAFQGKOTKA-ZRWKYKNNSA-N- Molecular formula
- C28H36O4
- Average molar mass
- 436.6 g/mol
- Monoisotopic mass
- 436.26135963
Overview
22-Hydroxytingenone has been reported in Salacia chinensis, Elaeodendron croceum, and other organisms with data available.
Names & identifiers
- Preferred name
- Tingenin B
- IUPAC
- (6aS,6bS,8aR,9S,11R,12aS,14aR)-3,9-dihydroxy-4,6a,6b,8a,11,14a-hexamethyl-7,8,9,11,12,12a,13,14-octahydropicene-2,10-dione
- English name
- tingenin B
- Molecular formula
- C28H36O4
- Molecular weight
- 436.58
Names & synonyms
Tingenin B22-Hydroxytingenone50656-68-3(6aS,6bS,8aR,9S,11R,12aS,14aR)-3,9-dihydroxy-4,6a,6b,8a,11,14a-hexamethyl-7,8,9,11,12,12a,13,14-octahydropicene-2,10-dioneRefChem:190066DTXSID80964893(6bs,8ar,9s,11r,12as,12bs,14ar)-3,9-dihydroxy-4,6b,8a,11,12b,14a-hexamethyl-7,8,8a,11,12,12a,12b,13,14,14a-decahydropicene-2,10(6bh,9h)-dioneorb1702725SCHEMBL20957640AKOS04074641024,25,26,30-Tetranoroleana-1(10),3,5,7-tetraene-2,21-dione,3,22-dihydroxy-9,13-dimethyl-, (9b,13a,14b,20b,22b)-T24883
Show more names
22β-Hydroxymaytenin22β-Hydroxytingenone3,22β-Dihydroxy-24,29-dinorfriedela-1(10),3,5,7-tetrene-2,21-dione3,22β-Dihydroxy-24,29-dinor-D:A-friedoolean-1(10),3,5,7-tetrene-2,21-dione24,25,26,30-Tetranoroleana-1(10),3,5,7-tetraene-2,21-dione, 3,22-dihydroxy-9,13-dimethyl-, (9β,13α,14β,20β,22β)-
24,25,26,30-Tetranoroleana-1(10),3,5,7-tetraene-2,21-dione,3,22-dihydroxy-9,13-dimethyl-,(9.beta.,13.alpha.,14.beta,20.beta.,22.beta.)-3,9-Dihydroxy-4,6b,8a,11,12b,14a-hexamethyl-7,8,8a,11,12,12a,12b,13,14,14a-decahydropicene-2,10(6bH,9H)-dioneD:A-Friedo-24,30-dinoroleana-1(10),3,5,7-tetraene-2,21-dione, 3,22-dihydroxy-, (20beta,22beta)-
Properties
Computed structural properties
- XLogP
- 4.7
- Topological polar surface area
- 74.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 1,070
Chemistry & industry
Applications
DescriptionTingenin B, the plant-derived triterpenoid tingenin B is a potent anticancer agent due to its cytotoxic activity on cancer stem cells of breast cancer in vitro. This compounds target cancer stem cells (CSCs), Tingenin b was cytotoxic against MCF-7s (IC50 value for 48 h was found to be 2.38 μM) by inducing apoptosis. It was evident by Annexin V staining positivity, decreased mitochondrial membrane potential and Bcl-2 dephosphorylation with a concomitant increase in Bax protein expression. In addition, endoplasmic reticulum stress was also found to be involved in tingenin b-induced cell death.
Suppliers3 total
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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