Tanshinone I

Details

• Internal ID: d3aa4a29-451f-4dfe-8eb6-20f815e6f399
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: 1,6-dimethylnaphtho[1,2-g][1]benzofuran-10,11-dione
• SMILES (Canonical): CC1=C2C=CC3=C(C2=CC=C1)C(=O)C(=O)C4=C3OC=C4C
• SMILES (Isomeric): CC1=C2C=CC3=C(C2=CC=C1)C(=O)C(=O)C4=C3OC=C4C
• InChI: InChI=1S/C18H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-8H,1-2H3
• InChI Key: AIGAZQPHXLWMOJ-UHFFFAOYSA-N
• Popularity: 2,403 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₃
• Molecular Weight: 276.30 g/mol
• Exact Mass: 276.078644241 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 3.70

Synonyms

• 568-73-0
• Tanshinone A
• Tanshinon I
• Tanshinone
• 1,6-Dimethylphenanthro[1,2-b]furan-10,11-dione
• Tanshinone-I
• UNII-03UUH3J385
• 03UUH3J385
• C18H12O3
• 1,6-Dimethylphenanthro(1,2-b)furan-10,11-dione
• 1,6-dimethylnaphtho[1,2-g][1]benzofuran-10,11-dione
• MLS000697676
• 1,6-Dimethyl-phenanthro[1,2-b]furan-10,11-dione
• 1,6-dimethylnaphtho[1,2-g]benzofuran-10,11-dione
• Phenanthro(1,2-b)furan-10,11-dione, 1,6-Dimethyl-
• SMR000445578
• Phenanthro[1,2-b]furan-10,11-dione, 1,6-dimethyl-
• 1,6-DIMETHYL-PHENANTHRO(1,2-B)FURAN-10,11-DIONE
• TanshinoneI
• Tanshinone I,(S)
• MFCD00210563
• TRISTEARYLORTHOFORMATE
• MLS006011773
• SCHEMBL244391
• CHEMBL363535
• cid_114917
• AIGAZQPHXLWMOJ-UHFFFAOYSA-
• BDBM51317
• DTXSID90972247
• Tanshinone I, analytical standard
• CHEBI:149906
• HMS2222J14
• HMS3656A11
• Tanshinone I, >=98% (HPLC)
• BCP28292
• CS-AD-00538
• HY-N0134
• BBL010133
• s2364
• STK801472
• AKOS005613012
• AC-7999
• CCG-267206
• NCGC00247624-01
• NCGC00247624-02
• NCGC00247624-03
• NCGC00247624-05
• AS-68049
• LS-175777
• FT-0632407
• SW219821-1
• Tanshinon I, Tanshinone A, Tanshinquinone I
• A831218
• Q-100655
• TANSHINONE I (CONSTITUENT OF CHINESE SALVIA)
• 1,6-dimethylnaphtho[1,2-g]benzofuran-10,11-quinone
• 1,6-Dimethylphenanthro[1,2-b]furan-10,11-dione #
• Q27247588
• TANSHINONE I (CONSTITUENT OF CHINESE SALVIA) [DSC]
• 1,6-dimethyl-10H,11H-phenanthro[1,2-b]furan-10,11-dione
• 54693-68-4
• InChI=1/C18H12O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-8H,1-2H3

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	26250 nM	Ki	PMID: 23286284
CHEMBL1293237	P54132	Bloom syndrome protein	25118.9 nM	Potency	via CMAUP
CHEMBL3180	O00748	Carboxylesterase 2	14550 nM; 1410 nM	Ki; Ki	PMID: 23286284; PMID: 23286284
CHEMBL2392	P06746	DNA polymerase beta	19952.6 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	14125.4 nM; 1995.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL3166	P29350	Protein-tyrosine phosphatase 1C	1970 nM	IC50	PMID: 23957426
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	2570 nM	IC50	PMID: 23957426
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	11220.2 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.15%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.09%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.02%	89.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.18%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	91.73%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.62%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.98%	91.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.35%	93.65%
CHEMBL3180	O00748	Carboxylesterase 2	85.98%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.79%	94.80%
CHEMBL1907	P15144	Aminopeptidase N	84.96%	93.31%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.06%	96.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.63%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.03%	86.33%

Plants that contains it

• Agathosma thymifolia
• Amentotaxus yunnanensis
• Angelica decursiva
• Aquilaria sinensis
• Artemisia siversiana
• Asphodeline tenuior
• Bothriocline longipes
• Combretum indicum
• Deguelia hatschbachii
• Delphinium cyphoplectrum
• Dioscorea communis
• Euphorbia ampliphylla
• Euphorbia retusa
• Glycine falcata
• Glycyrrhiza triphylla
• Hemionitis artax
• Iris hoogiana
• Kitagawia praeruptora
• Metzgeria pubescens
• Picradeniopsis pringlei
• Prunella vulgaris
• Salvia castanea
• Salvia digitaloides
• Salvia glutinosa
• Salvia miltiorrhiza
• Salvia paramiltiorrhiza
• Salvia prionitis
• Salvia przewalskii
• Salvia sclarea
• Salvia trijuga
• Salvia yunnanensis
• Senecio madagascariensis
• Stauntonia obovatifoliola
• Uvaria klaineana
• Veronicastrum sibiricum
• Vicia sativa

Cross-Links

• PubChem: 114917
• NPASS: NPC93241
• ChEMBL: CHEMBL363535
• LOTUS: LTS0244263
• wikiData: Q27247588