Miltirone

Details

• Internal ID: a804487e-69c3-4910-929b-7b67a4607858
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: 8,8-dimethyl-2-propan-2-yl-6,7-dihydro-5H-phenanthrene-3,4-dione
• SMILES (Canonical): CC(C)C1=CC2=C(C3=C(C=C2)C(CCC3)(C)C)C(=O)C1=O
• SMILES (Isomeric): CC(C)C1=CC2=C(C3=C(C=C2)C(CCC3)(C)C)C(=O)C1=O
• InChI: InChI=1S/C19H22O2/c1-11(2)14-10-12-7-8-15-13(6-5-9-19(15,3)4)16(12)18(21)17(14)20/h7-8,10-11H,5-6,9H2,1-4H3
• InChI Key: FEFAIBOZOKSLJR-UHFFFAOYSA-N
• Popularity: 89 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₂
• Molecular Weight: 282.40 g/mol
• Exact Mass: 282.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.90

Synonyms

• 27210-57-7
• Miltiron
• Rosmariquinone
• 8,8-dimethyl-2-propan-2-yl-6,7-dihydro-5H-phenanthrene-3,4-dione
• CHEMBL45830
• CHEBI:34851
• NSC639662
• Miltirone; NSC 639662; Rosmariquinone
• 2-isopropyl-8,8-dimethyl-5,6,7,8-tetrahydrophenanthrene-3,4-dione
• 8,8-dimethyl-2-(propan-2-yl)-3,4,5,6,7,8-hexahydrophenanthrene-3,4-dione
• Miltrione
• NSC 639662
• 2-Isopropyl-8,8-dimethyl-5,6,7,8-tetrahydro-3,4-phenanthrenedione
• D02UOE
• SCHEMBL13568178
• DTXSID20181683
• FEFAIBOZOKSLJR-UHFFFAOYSA-N
• HY-N1951
• 5,6,7,8-tetrahydro-8,8-dimethyl-2-isopropyl-3,4-phenanthrenedione
• BDBM50009219
• MFCD00238644
• 5,6,7,8-Tetrahydro-8,8-dimethyl-2-(1-methylethyl)-3,4-phenanthrenedione
• AKOS015909796
• NSC-639662
• AC-34173
• MS-24015
• NCI60_013161
• CS-0018262
• FT-0628947
• 20-Nor-5,7,9,13-abietatetraene-11,12-dione
• Q27116297
• 2-isopropyl-8,8-dimethyl-6,7-dihydro-5H-phenanthrene-3,4-dione
• 5,6,7,8-Tetrahydro-2-isopropyl-8,8-dimethyl-3,4-phenanthraquinone
• 3,4-Phenanthrenedione, 5,6,7,8-tetrahydro-8,8-dimethyl-2-(1-methylethyl)-
• 5,6,7,8-Tetrahydro-8,8-dimethyl-2-(1-methylethyl)-3,4-phenanthrenedione, 9CI
• miltirone;2-Isopropyl-8,8-dimethyl-5,6,7,8-tetrahydro-phenanthrene-3,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	2530 nM	Ki	PMID: 23286284
CHEMBL3180	O00748	Carboxylesterase 2	40 nM; 40 nM; 83.7 nM	Ki; Ki; Ki	PMID: 23286284; via Super-PRED; PMID: 23286284

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.05%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.58%	85.30%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.31%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.78%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.09%	96.77%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.75%	85.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.39%	90.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.94%	96.38%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.87%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	82.36%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.84%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	81.50%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.63%	95.89%

Plants that contains it

• Amentotaxus yunnanensis
• Artemisia siversiana
• Combretum indicum
• Deguelia hatschbachii
• Delphinium cyphoplectrum
• Dioscorea communis
• Euphorbia retusa
• Hemionitis artax
• Rosmarinus officinalis
• Salvia miltiorrhiza
• Salvia officinalis
• Salvia prionitis
• Salvia przewalskii
• Stauntonia obovatifoliola
• Uvaria klaineana
• Vicia sativa

Cross-Links

• PubChem: 160142
• NPASS: NPC239185
• ChEMBL: CHEMBL45830
• LOTUS: LTS0266841
• wikiData: Q27116297