Nortanshinone

Details

• Internal ID: aed1092d-a63d-4f2f-99d2-f3c636d064de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: 1-methyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-6,10,11-trione
• SMILES (Canonical): CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4=O
• SMILES (Isomeric): CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4=O
• InChI: InChI=1S/C17H12O4/c1-8-7-21-17-11-6-5-9-10(3-2-4-12(9)18)14(11)16(20)15(19)13(8)17/h5-7H,2-4H2,1H3
• InChI Key: YUFZXVOYNSJPSJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₄
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.07355886 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 97399-70-7
• 1-methyl-8,9-dihydrophenanthro[1,2-b]furan-6,10,11(7H)-trione
• 1-methyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-6,10,11-trione
• SCHEMBL16152317
• HY-N6914
• AKOS037515047
• MS-23972
• CS-0100566
• 1-methyl-8,9-dihydro-7h-naphtho[5,6-g]benzofuran-6,10,11-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.6385	63.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7782	77.82%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9814	98.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7895	78.95%
BSEP inhibitior	+	0.5831	58.31%
P-glycoprotein inhibitior	-	0.7642	76.42%
P-glycoprotein substrate	-	0.9426	94.26%
CYP3A4 substrate	-	0.5104	51.04%
CYP2C9 substrate	+	0.5925	59.25%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	-	0.8823	88.23%
CYP2C9 inhibition	-	0.5273	52.73%
CYP2C19 inhibition	-	0.5634	56.34%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	+	0.8742	87.42%
CYP2C8 inhibition	-	0.8212	82.12%
CYP inhibitory promiscuity	-	0.7522	75.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.5056	50.56%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.8011	80.11%
Skin irritation	-	0.6448	64.48%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4164	41.64%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7423	74.23%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6229	62.29%
Acute Oral Toxicity (c)	III	0.5543	55.43%
Estrogen receptor binding	-	0.5323	53.23%
Androgen receptor binding	+	0.5880	58.80%
Thyroid receptor binding	-	0.7471	74.71%
Glucocorticoid receptor binding	+	0.7418	74.18%
Aromatase binding	+	0.5706	57.06%
PPAR gamma	+	0.7051	70.51%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9154	91.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.50%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.93%	89.00%
CHEMBL3180	O00748	Carboxylesterase 2	87.69%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.37%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.31%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.26%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.15%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.72%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.40%	90.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.76%	93.04%

Plants that contains it

• Salvia miltiorrhiza
• Salvia yunnanensis

Cross-Links

• PubChem: 10062187
• NPASS: NPC158295
• LOTUS: LTS0050930
• wikiData: Q105362821