1,2-Dihydrotanshinquinone

Details

• Internal ID: 41d34ffe-108f-4aa0-8114-84f7cd215861
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1,6-dimethyl-8,9-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione
• SMILES (Canonical): CC1=CCCC2=C1C=CC3=C2C(=O)C(=O)C4=C3OC=C4C
• SMILES (Isomeric): CC1=CCCC2=C1C=CC3=C2C(=O)C(=O)C4=C3OC=C4C
• InChI: InChI=1S/C18H14O3/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/h4,6-8H,3,5H2,1-2H3
• InChI Key: OYOSADAKNZWZGA-UHFFFAOYSA-N
• Popularity: 449 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₃
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.094294304 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 77769-21-2
• 1,2-Dihydrotanshinone
• 1,2-DT-Quinone
• 1,6-dimethyl-8,9-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione
• 1,2-Dihydrotanshinone I
• 1,6-dimethyl-8,9-dihydrophenanthro[1,2-b]furan-10,11-dione
• Dihydrotanshiquinone
• CHEMBL1813349
• SCHEMBL16421133
• OYOSADAKNZWZGA-UHFFFAOYSA-
• DTXSID60998959
• GLXC-18568
• AKOS040760864
• HY-122970
• LS-187716
• CS-0090775
• 8,9-Dihydro-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione
• Phenanthro(1,2-b)furan-10,11-dione, 8,9-dihydro-1,6-dimethyl-
• 1,2-DT-quinone; 1,6-Dimethyl-8,9-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione
• InChI=1/C18H14O3/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/h4,6-8H,3,5H2,1-2H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8238	82.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7122	71.22%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9568	95.68%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5963	59.63%
P-glycoprotein inhibitior	-	0.6576	65.76%
P-glycoprotein substrate	-	0.9176	91.76%
CYP3A4 substrate	+	0.5149	51.49%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8187	81.87%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	+	0.5590	55.90%
CYP2C19 inhibition	+	0.6136	61.36%
CYP2D6 inhibition	-	0.8207	82.07%
CYP1A2 inhibition	+	0.9570	95.70%
CYP2C8 inhibition	-	0.7405	74.05%
CYP inhibitory promiscuity	+	0.8019	80.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4468	44.68%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8182	81.82%
Skin irritation	-	0.5804	58.04%
Skin corrosion	-	0.9015	90.15%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4200	42.00%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.5610	56.10%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6707	67.07%
Acute Oral Toxicity (c)	III	0.4271	42.71%
Estrogen receptor binding	+	0.6585	65.85%
Androgen receptor binding	+	0.6802	68.02%
Thyroid receptor binding	-	0.6471	64.71%
Glucocorticoid receptor binding	+	0.8283	82.83%
Aromatase binding	+	0.5481	54.81%
PPAR gamma	+	0.8012	80.12%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9895	98.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.75%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.54%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.44%	89.00%
CHEMBL3180	O00748	Carboxylesterase 2	88.30%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.66%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.01%	85.94%
CHEMBL4208	P20618	Proteasome component C5	82.51%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.27%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.72%	96.67%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	81.36%	95.70%

Plants that contains it

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

Cross-Links

• PubChem: 105119
• NPASS: NPC117674
• ChEMBL: CHEMBL1813349
• LOTUS: LTS0223537
• wikiData: Q82991780