Tanshinone IIA
| Internal ID | bda49ba3-aec7-4f2a-ba3e-cfa59bd3b398 |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives |
| IUPAC Name | 1,6,6-trimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione |
| SMILES (Canonical) | CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C |
| SMILES (Isomeric) | CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C |
| InChI | InChI=1S/C19H18O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,9H,4-5,8H2,1-3H3 |
| InChI Key | HYXITZLLTYIPOF-UHFFFAOYSA-N |
| Popularity | 2,366 references in papers |
| Molecular Formula | C19H18O3 |
| Molecular Weight | 294.30 g/mol |
| Exact Mass | 294.125594432 g/mol |
| Topological Polar Surface Area (TPSA) | 47.30 Ų |
| XlogP | 4.30 |
| 568-72-9 |
| Tanshinone II |
| Dan Shen Ketone |
| Tanshinone B |
| Tanshinon II |
| 1,6,6-Trimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione |
| UNII-4GPC9FQG6L |
| 4GPC9FQG6L |
| tanshinone II A |
| C19H18O3 |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| No predicted properties yet! | |||
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL1293255 | P15428 | 15-hydroxyprostaglandin dehydrogenase [NAD+] |
15848.9 nM 15848.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL2265 | P23141 | Acyl coenzyme A:cholesterol acyltransferase |
6890 nM |
Ki |
PMID: 23286284
|
| CHEMBL3577 | P00352 | Aldehyde dehydrogenase 1A1 |
11220.2 nM 19952.6 nM 2818.4 nM 15848.9 nM |
Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP |
| CHEMBL1900 | P15121 | Aldose reductase |
8690 nM |
IC50 |
PMID: 22261024
|
| CHEMBL1795093 | O14727 | Apoptotic protease-activating factor 1 |
4820 nM |
IC50 |
via CMAUP
|
| CHEMBL3687 | P18054 | Arachidonate 12-lipoxygenase |
22387.2 nM |
Potency |
via CMAUP
|
| CHEMBL1293236 | P46063 | ATP-dependent DNA helicase Q1 |
39810.7 nM 39810.7 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL3180 | O00748 | Carboxylesterase 2 |
69.4 nM 2450 nM 69.4 nM |
Ki Ki Ki |
via Super-PRED
PMID: 23286284 PMID: 23286284 |
| CHEMBL4096 | P04637 | Cellular tumor antigen p53 |
12589.3 nM |
Potency |
via CMAUP
|
| CHEMBL2392 | P06746 | DNA polymerase beta |
22387.2 nM |
Potency |
via CMAUP
|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase |
0.88 nM |
Kd |
via Super-PRED
|
| CHEMBL4159 | Q99714 | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein |
25118.9 nM |
Potency |
via CMAUP
|
| CHEMBL1287622 | Q9Y468 | Lethal(3)malignant brain tumor-like protein 1 |
17782.8 nM |
Potency |
via CMAUP
|
| CHEMBL1293226 | B2RXH2 | Lysine-specific demethylase 4D-like |
19952.6 nM 25118.9 nM 17782.8 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
| CHEMBL4040 | P28482 | MAP kinase ERK2 |
10000 nM 39810.7 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293224 | P10636 | Microtubule-associated protein tau |
12589.3 nM 5011.9 nM 22387.2 nM 11220.2 nM 14125.4 nM 4466.8 nM 5623.4 nM 8912.5 nM |
Potency Potency Potency Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP |
| CHEMBL4191 | Q99685 | Monoglyceride lipase |
48000 nM |
IC50 |
DOI: 10.1039/C4MD00186A
|
| CHEMBL1293235 | P02545 | Prelamin-A/C |
14125.4 nM |
Potency |
via CMAUP
|
| CHEMBL3166 | P29350 | Protein-tyrosine phosphatase 1C |
2140 nM |
IC50 |
PMID: 23957426
|
| CHEMBL3864 | Q06124 | Protein-tyrosine phosphatase 2C |
2590 nM |
IC50 |
PMID: 23957426
|
| CHEMBL2916 | O14746 | Telomerase reverse transcriptase |
500 nM 500 nM 5000 nM |
IC50 IC50 IC50 |
via Super-PRED
PMID: 22044621 PMID: 22044621 |
| CHEMBL1075138 | Q9NUW8 | Tyrosyl-DNA phosphodiesterase 1 |
22387.2 nM 17782.8 nM |
Potency Potency |
via CMAUP
via CMAUP |
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 95.49% | 95.56% |
| CHEMBL2581 | P07339 | Cathepsin D | 95.38% | 98.95% |
| CHEMBL4685 | P14902 | Indoleamine 2,3-dioxygenase | 88.88% | 96.38% |
| CHEMBL2265 | P23141 | Acyl coenzyme A:cholesterol acyltransferase | 88.57% | 85.94% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 87.85% | 89.00% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 83.50% | 99.23% |
| CHEMBL2378 | P30307 | Dual specificity phosphatase Cdc25C | 82.96% | 96.67% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 82.51% | 100.00% |
| CHEMBL5805 | Q9NR97 | Toll-like receptor 8 | 82.00% | 96.25% |
| CHEMBL3351 | Q13085 | Acetyl-CoA carboxylase 1 | 80.80% | 93.04% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 80.54% | 90.00% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 80.36% | 86.33% |
| CHEMBL5966 | P55899 | IgG receptor FcRn large subunit p51 | 80.22% | 90.93% |
| CHEMBL1913 | P09619 | Platelet-derived growth factor receptor beta | 80.21% | 95.70% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
To see more specific details click the taxa you are interested in.
To see more specific details click the taxa you are interested in.
| PubChem | 164676 |
| NPASS | NPC281398 |
| ChEMBL | CHEMBL187266 |
| LOTUS | LTS0195979 |
| wikiData | Q27187517 |