8-Methyl-3,4-dioxo-2-propan-2-ylphenanthrene-1-carboxylic acid

Details

• Internal ID: 0ab1ec70-33a2-4e1b-be5c-ebad9883a014
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tanshinones, isotanshinones, and derivatives
• IUPAC Name: 8-methyl-3,4-dioxo-2-propan-2-ylphenanthrene-1-carboxylic acid
• InChI: InChI=1S/C19H16O4/c1-9(2)14-16(19(22)23)13-8-7-11-10(3)5-4-6-12(11)15(13)18(21)17(14)20/h4-9H,1-3H3,(H,22,23)
• InChI Key: ZQSRHIJLCBOUIC-UHFFFAOYSA-N
• Popularity: 3 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): 71.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8071	80.71%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8588	85.88%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.8701	87.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4600	46.00%
P-glycoprotein inhibitior	-	0.7468	74.68%
P-glycoprotein substrate	-	0.8197	81.97%
CYP3A4 substrate	+	0.5095	50.95%
CYP2C9 substrate	-	0.7018	70.18%
CYP2D6 substrate	-	0.9144	91.44%
CYP3A4 inhibition	-	0.8330	83.30%
CYP2C9 inhibition	+	0.7580	75.80%
CYP2C19 inhibition	-	0.5236	52.36%
CYP2D6 inhibition	-	0.5437	54.37%
CYP1A2 inhibition	+	0.6377	63.77%
CYP2C8 inhibition	-	0.7938	79.38%
CYP inhibitory promiscuity	-	0.6108	61.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9054	90.54%
Carcinogenicity (trinary)	Non-required	0.5633	56.33%
Eye corrosion	-	0.9953	99.53%
Eye irritation	-	0.7066	70.66%
Skin irritation	-	0.6826	68.26%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7094	70.94%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7451	74.51%
skin sensitisation	+	0.4854	48.54%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6372	63.72%
Acute Oral Toxicity (c)	III	0.5584	55.84%
Estrogen receptor binding	+	0.8261	82.61%
Androgen receptor binding	+	0.5356	53.56%
Thyroid receptor binding	-	0.5689	56.89%
Glucocorticoid receptor binding	+	0.6627	66.27%
Aromatase binding	+	0.5330	53.30%
PPAR gamma	+	0.6666	66.66%
Honey bee toxicity	-	0.9500	95.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.51%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.65%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.50%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.89%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	88.72%	93.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.93%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.74%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.96%	91.11%
CHEMBL2535	P11166	Glucose transporter	84.61%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.91%	93.03%
CHEMBL1811	P34995	Prostanoid EP1 receptor	83.80%	95.71%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.77%	96.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.73%	96.47%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.44%	85.94%
CHEMBL260	Q16539	MAP kinase p38 alpha	80.52%	97.78%

Plants that contains it

• Salvia miltiorrhiza

Cross-Links

• PubChem: 101493017
• NPASS: NPC84738
• LOTUS: LTS0235344
• wikiData: Q105381722