Danshenol A

Details

• Internal ID: 7dfe16ed-17e9-48e9-b8a7-9a2af9168179
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: (1R,10S)-10-hydroxy-1,6-dimethyl-10-(2-oxopropyl)-1,2-dihydronaphtho[1,2-g][1]benzofuran-11-one
• SMILES (Canonical): CC1COC2=C1C(=O)C(C3=C2C=CC4=C(C=CC=C43)C)(CC(=O)C)O
• SMILES (Isomeric): C[C@H]1COC2=C1C(=O)[C@@](C3=C2C=CC4=C(C=CC=C43)C)(CC(=O)C)O
• InChI: InChI=1S/C21H20O4/c1-11-5-4-6-15-14(11)7-8-16-18(15)21(24,9-13(3)22)20(23)17-12(2)10-25-19(16)17/h4-8,12,24H,9-10H2,1-3H3/t12-,21-/m0/s1
• InChI Key: WQYKPUPMMFGHQW-QKVFXAPYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₄
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.00

Synonyms

• 189308-08-5
• (1R,10S)-10-hydroxy-1,6-dimethyl-10-(2-oxopropyl)-1,2-dihydronaphtho[1,2-g][1]benzofuran-11-one
• CHEMBL2261306
• Phenanthro(1,2-b)furan-11(2H)-one, 1,10-dihydro-10-hydroxy-1,6-dimethyl-10-(2-oxopropyl)-, (1R,10S)-
• Phenanthro(1,2-b)furan-11(2H)-one, 1,10-dihydro-10-hydroxy-1,6-dimethyl-10-(2-oxopropyl)-, (1R-trans)-
• Phenanthro[1,2-b]furan-11(2H)-one, 1,10-dihydro-10-hydroxy-1,6-dimethyl-10-(2-oxopropyl)-, (1R,10S)-
• DTXSID20172334
• BDBM50487908
• AKOS040761566
• HY-122917
• CS-0090434
• 10-Acetonyl-10-hydroxy-1,6-dimethyl-1,2,10,11- tetrahydrophenanthro[1,2-b]furan-11-one

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.50%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.07%	83.82%
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.89%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.56%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.91%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.45%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.57%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.13%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.54%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.69%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.77%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.34%	90.08%

Plants that contains it

• Agathosma thymifolia
• Amentotaxus yunnanensis
• Artemisia siversiana
• Asphodeline tenuior
• Bothriocline longipes
• Deguelia hatschbachii
• Delphinium cyphoplectrum
• Dioscorea communis
• Euphorbia ampliphylla
• Euphorbia retusa
• Glycine falcata
• Glycyrrhiza triphylla
• Hemionitis artax
• Iris hoogiana
• Metzgeria pubescens
• Picradeniopsis pringlei
• Salvia glutinosa
• Salvia miltiorrhiza
• Salvia przewalskii
• Senecio madagascariensis
• Stauntonia obovatifoliola
• Uvaria klaineana
• Vicia sativa

Cross-Links

• PubChem: 3083514
• NPASS: NPC309056
• ChEMBL: CHEMBL2261306
• LOTUS: LTS0087438
• wikiData: Q83042436