Parietinic acid

Details

• Internal ID: 71c5cc4b-f0c3-42d8-abbd-7d46d6930599
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: 4,5-dihydroxy-7-methoxy-9,10-dioxoanthracene-2-carboxylic acid
• SMILES (Canonical): COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)C(=O)O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)C(=O)O
• InChI: InChI=1S/C16H10O7/c1-23-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-6(16(21)22)3-10(12)17/h2-5,17-18H,1H3,(H,21,22)
• InChI Key: HEULMVKOOVHXME-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₇
• Molecular Weight: 314.25 g/mol
• Exact Mass: 314.04265265 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 17636-18-9
• AGN-PC-00AILM
• SCHEMBL16225652
• DTXSID10467781
• CHEBI:144288
• 1,8-dihydroxy-3-methoxy-6-carboxy-9,10-anthraquinone
• 4,5-dihydroxy-7-methoxy-9,10-dioxoanthracene-2-carboxylic acid
• 1,8-Dihydroxy-6-methoxy-9,10-dioxo-9,10-dihydroanthracene-3-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.7096	70.96%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8690	86.90%
OATP2B1 inhibitior	-	0.7016	70.16%
OATP1B1 inhibitior	+	0.9327	93.27%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8310	83.10%
P-glycoprotein inhibitior	-	0.9010	90.10%
P-glycoprotein substrate	-	0.9691	96.91%
CYP3A4 substrate	-	0.5971	59.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.9233	92.33%
CYP2C9 inhibition	+	0.5323	53.23%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	+	0.8018	80.18%
CYP2C8 inhibition	-	0.7159	71.59%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7556	75.56%
Carcinogenicity (trinary)	Non-required	0.5192	51.92%
Eye corrosion	-	0.9849	98.49%
Eye irritation	+	0.9350	93.50%
Skin irritation	-	0.6017	60.17%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7866	78.66%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6982	69.82%
skin sensitisation	-	0.9682	96.82%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7829	78.29%
Acute Oral Toxicity (c)	II	0.8302	83.02%
Estrogen receptor binding	+	0.6952	69.52%
Androgen receptor binding	+	0.6812	68.12%
Thyroid receptor binding	-	0.6724	67.24%
Glucocorticoid receptor binding	+	0.6564	65.64%
Aromatase binding	-	0.6045	60.45%
PPAR gamma	+	0.6266	62.66%
Honey bee toxicity	-	0.9374	93.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9794	97.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.20%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.80%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.02%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.61%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	88.87%	91.19%
CHEMBL1811	P34995	Prostanoid EP1 receptor	88.61%	95.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.50%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.00%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.00%	98.75%
CHEMBL3194	P02766	Transthyretin	85.68%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.93%	96.09%

Plants that contains it

• Andrographis neesiana
• Coreopsis tinctoria
• Magnolia ovata
• Senna didymobotrya

Cross-Links

• PubChem: 11507907
• NPASS: NPC41944
• LOTUS: LTS0019639
• wikiData: Q77515692