7-(4-Carboxybuta-1,3-dienyl)-2,5,8-trihydroxy-9,10-dioxophenanthrene-3-carboxylic acid

Details

• Internal ID: 18784a98-9c5e-4566-aae8-a8d9d06ccc27
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthraquinones
• IUPAC Name: 7-(4-carboxybuta-1,3-dienyl)-2,5,8-trihydroxy-9,10-dioxophenanthrene-3-carboxylic acid
• InChI: InChI=1S/C20H12O9/c21-12-7-10-9(6-11(12)20(28)29)15-13(22)5-8(3-1-2-4-14(23)24)17(25)16(15)19(27)18(10)26/h1-7,21-22,25H,(H,23,24)(H,28,29)
• InChI Key: FBOUTZRGPQLFJG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₉
• Molecular Weight: 396.30 g/mol
• Exact Mass: 396.04813196 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9681	96.81%
Caco-2	-	0.8607	86.07%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5801	58.01%
OATP2B1 inhibitior	-	0.5516	55.16%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.8589	85.89%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.4892	48.92%
P-glycoprotein inhibitior	-	0.9086	90.86%
P-glycoprotein substrate	-	0.8827	88.27%
CYP3A4 substrate	-	0.5589	55.89%
CYP2C9 substrate	-	0.8011	80.11%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.7819	78.19%
CYP2C9 inhibition	+	0.7244	72.44%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.8712	87.12%
CYP2C8 inhibition	-	0.5959	59.59%
CYP inhibitory promiscuity	-	0.7286	72.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9175	91.75%
Carcinogenicity (trinary)	Non-required	0.5740	57.40%
Eye corrosion	-	0.9942	99.42%
Eye irritation	+	0.6472	64.72%
Skin irritation	+	0.7225	72.25%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6463	64.63%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.6018	60.18%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5218	52.18%
Acute Oral Toxicity (c)	III	0.5046	50.46%
Estrogen receptor binding	+	0.7543	75.43%
Androgen receptor binding	+	0.7195	71.95%
Thyroid receptor binding	-	0.6231	62.31%
Glucocorticoid receptor binding	+	0.6411	64.11%
Aromatase binding	-	0.6682	66.82%
PPAR gamma	+	0.7162	71.62%
Honey bee toxicity	-	0.9007	90.07%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	97.17%	91.11%
CHEMBL3194	P02766	Transthyretin	95.45%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.38%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.13%	95.56%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	91.69%	95.72%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.21%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.88%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.38%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.01%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.24%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.31%	95.64%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.90%	80.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162914555
• LOTUS: LTS0223493
• wikiData: Q104992772