1,6-dimethyl-10,11-dioxo-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-6-carbaldehyde

Details

• Internal ID: 59dbdd7e-9e84-41b0-8ef9-a118ee1ad43e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: 1,6-dimethyl-10,11-dioxo-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-6-carbaldehyde
• InChI: InChI=1S/C19H16O4/c1-10-8-23-18-12-5-6-13-11(4-3-7-19(13,2)9-20)15(12)17(22)16(21)14(10)18/h5-6,8-9H,3-4,7H2,1-2H3
• InChI Key: DOTMPUPUFKPNGM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₄
• Molecular Weight: 308.30 g/mol
• Exact Mass: 308.10485899 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.7443	74.43%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6586	65.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6145	61.45%
BSEP inhibitior	+	0.6436	64.36%
P-glycoprotein inhibitior	-	0.6435	64.35%
P-glycoprotein substrate	-	0.8523	85.23%
CYP3A4 substrate	+	0.6013	60.13%
CYP2C9 substrate	-	0.6203	62.03%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	-	0.7329	73.29%
CYP2C19 inhibition	-	0.8242	82.42%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	+	0.6442	64.42%
CYP2C8 inhibition	-	0.6718	67.18%
CYP inhibitory promiscuity	-	0.8234	82.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5400	54.00%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.6083	60.83%
Skin corrosion	-	0.8268	82.68%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3826	38.26%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7917	79.17%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6798	67.98%
Acute Oral Toxicity (c)	III	0.5463	54.63%
Estrogen receptor binding	+	0.7081	70.81%
Androgen receptor binding	+	0.6284	62.84%
Thyroid receptor binding	-	0.6295	62.95%
Glucocorticoid receptor binding	+	0.7861	78.61%
Aromatase binding	+	0.5371	53.71%
PPAR gamma	+	0.7884	78.84%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	97.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.17%	89.00%
CHEMBL3180	O00748	Carboxylesterase 2	90.04%	90.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.33%	85.94%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.10%	93.40%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.81%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.57%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.20%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.58%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.38%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.18%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.15%	99.23%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	81.18%	95.70%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 5321618
• NPASS: NPC205930