6,6-dihydroxy-1-methyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione

Details

• Internal ID: 16007c45-07f6-4b8a-bbb1-32f2c59da829
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: 6,6-dihydroxy-1-methyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione
• InChI: InChI=1S/C17H14O5/c1-8-7-22-16-10-4-5-11-9(3-2-6-17(11,20)21)13(10)15(19)14(18)12(8)16/h4-5,7,20-21H,2-3,6H2,1H3
• InChI Key: FHLYXVVMTLBCBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9053	90.53%
Caco-2	-	0.5978	59.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8295	82.95%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.7182	71.82%
P-glycoprotein inhibitior	-	0.8165	81.65%
P-glycoprotein substrate	-	0.8819	88.19%
CYP3A4 substrate	+	0.5649	56.49%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	-	0.8275	82.75%
CYP3A4 inhibition	-	0.9343	93.43%
CYP2C9 inhibition	-	0.8488	84.88%
CYP2C19 inhibition	-	0.8401	84.01%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.7313	73.13%
CYP2C8 inhibition	-	0.8232	82.32%
CYP inhibitory promiscuity	-	0.9759	97.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5029	50.29%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.6534	65.34%
Skin irritation	-	0.6836	68.36%
Skin corrosion	-	0.8932	89.32%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5950	59.50%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.8001	80.01%
skin sensitisation	-	0.8729	87.29%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7574	75.74%
Acute Oral Toxicity (c)	III	0.3737	37.37%
Estrogen receptor binding	+	0.7451	74.51%
Androgen receptor binding	+	0.6862	68.62%
Thyroid receptor binding	-	0.5792	57.92%
Glucocorticoid receptor binding	+	0.8607	86.07%
Aromatase binding	+	0.6990	69.90%
PPAR gamma	+	0.8741	87.41%
Honey bee toxicity	-	0.9254	92.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9426	94.26%

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	96.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL3180	O00748	Carboxylesterase 2	89.04%	90.00%
CHEMBL4208	P20618	Proteasome component C5	87.68%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.70%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.93%	96.38%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.74%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.18%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.49%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.40%	85.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.26%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.12%	94.45%

Plants that contains it

• Salvia miltiorrhiza
• Swertia japonica

Cross-Links

• PubChem: 5320219
• NPASS: NPC94789