Pseudopurpurin

Details

• Internal ID: cef61a90-0e5e-4074-8e1b-57da77fd6861
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: 1,3,4-trihydroxy-9,10-dioxoanthracene-2-carboxylic acid
• SMILES (Canonical): C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C(=C3O)C(=O)O)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C(=C3O)C(=O)O)O)O
• InChI: InChI=1S/C15H8O7/c16-10-5-3-1-2-4-6(5)11(17)8-7(10)12(18)9(15(21)22)14(20)13(8)19/h1-4,18-20H,(H,21,22)
• InChI Key: OOKBSCGBRWBGFL-UHFFFAOYSA-N
• Popularity: 93 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₈O₇
• Molecular Weight: 300.22 g/mol
• Exact Mass: 300.02700259 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• Pseudopurpurine
• 476-41-5
• 2-Anthracenecarboxylic acid, 9,10-dihydro-1,3,4-trihydroxy-9,10-dioxo-
• C10394
• AC1L9DDH
• CTK1D7829
• CHEBI:8608
• SCHEMBL5075855
• 1,3,4-trihydroxy-9,10-dioxo-anthracene-2-carboxylic acid
• C15H8O7
• DTXSID30197210
• Q27108112

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9117	91.17%
Caco-2	-	0.7625	76.25%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6388	63.88%
OATP2B1 inhibitior	-	0.6861	68.61%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9131	91.31%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9116	91.16%
P-glycoprotein inhibitior	-	0.9645	96.45%
P-glycoprotein substrate	-	0.9657	96.57%
CYP3A4 substrate	-	0.6993	69.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.8905	89.05%
CYP2C9 inhibition	-	0.7877	78.77%
CYP2C19 inhibition	-	0.9756	97.56%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.8011	80.11%
CYP2C8 inhibition	-	0.8276	82.76%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8975	89.75%
Carcinogenicity (trinary)	Non-required	0.5737	57.37%
Eye corrosion	-	0.9953	99.53%
Eye irritation	+	0.9452	94.52%
Skin irritation	+	0.7143	71.43%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9153	91.53%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.4745	47.45%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7149	71.49%
Acute Oral Toxicity (c)	IV	0.4965	49.65%
Estrogen receptor binding	-	0.5677	56.77%
Androgen receptor binding	-	0.5151	51.51%
Thyroid receptor binding	-	0.7428	74.28%
Glucocorticoid receptor binding	+	0.6408	64.08%
Aromatase binding	-	0.5957	59.57%
PPAR gamma	+	0.7738	77.38%
Honey bee toxicity	-	0.9498	94.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9897	98.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.85%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.37%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.68%	91.49%
CHEMBL1255126	O15151	Protein Mdm4	84.23%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.18%	86.33%

Plants that contains it

• Galium rubioides
• Punica granatum
• Rubia argyi
• Rubia cordifolia
• Rubia peregrina
• Rubia tinctorum

Cross-Links

• PubChem: 442765
• NPASS: NPC269783
• LOTUS: LTS0075197
• wikiData: Q27108112