Tanshinol A

Details

• Internal ID: 9691cc8c-d855-489c-93e1-16b69a83dc0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: 6-(hydroxymethyl)-1-methylnaphtho[1,2-g][1]benzofuran-10,11-dione
• SMILES (Canonical): CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C=CC=C43)CO
• SMILES (Isomeric): CC1=COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C=CC=C43)CO
• InChI: InChI=1S/C18H12O4/c1-9-8-22-18-13-6-5-11-10(7-19)3-2-4-12(11)15(13)17(21)16(20)14(9)18/h2-6,8,19H,7H2,1H3
• InChI Key: RVBZKTGBLGUYDC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₄
• Molecular Weight: 292.30 g/mol
• Exact Mass: 292.07355886 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 6-(Hydroxymethyl)-1-methylphenanthro[1,2-b]furan-10,11-dione
• 189290-28-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.6569	65.69%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7538	75.38%
OATP2B1 inhibitior	-	0.5751	57.51%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6346	63.46%
P-glycoprotein inhibitior	-	0.7752	77.52%
P-glycoprotein substrate	-	0.8650	86.50%
CYP3A4 substrate	+	0.5598	55.98%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	-	0.9155	91.55%
CYP2C9 inhibition	+	0.7057	70.57%
CYP2C19 inhibition	-	0.5925	59.25%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	+	0.8448	84.48%
CYP2C8 inhibition	-	0.6686	66.86%
CYP inhibitory promiscuity	+	0.5105	51.05%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5759	57.59%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8082	80.82%
Skin irritation	-	0.7015	70.15%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	+	0.6246	62.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6993	69.93%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6532	65.32%
skin sensitisation	-	0.7394	73.94%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5797	57.97%
Acute Oral Toxicity (c)	III	0.4869	48.69%
Estrogen receptor binding	+	0.8849	88.49%
Androgen receptor binding	+	0.6950	69.50%
Thyroid receptor binding	-	0.6300	63.00%
Glucocorticoid receptor binding	+	0.8575	85.75%
Aromatase binding	+	0.7176	71.76%
PPAR gamma	+	0.8793	87.93%
Honey bee toxicity	-	0.9102	91.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9081	90.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.25%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.43%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.15%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.26%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.51%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.36%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.04%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.52%	96.67%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.42%	94.80%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.41%	85.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.00%	94.00%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 5321622
• NPASS: NPC36184
• LOTUS: LTS0111186
• wikiData: Q105245951