Azulene-1,4-dicarboxylic acid

Details

• Internal ID: 6eb1ebd2-e2b3-42f6-af3e-304c8836bb9d
• Taxonomy: Hydrocarbons > Unsaturated hydrocarbons > Olefins > Cyclic olefins > Azulenes
• IUPAC Name: azulene-1,4-dicarboxylic acid
• SMILES (Canonical): C1=CC=C(C2=CC=C(C2=C1)C(=O)O)C(=O)O
• SMILES (Isomeric): C1=CC=C(C2=CC=C(C2=C1)C(=O)O)C(=O)O
• InChI: InChI=1S/C12H8O4/c13-11(14)9-4-2-1-3-7-8(9)5-6-10(7)12(15)16/h1-6H,(H,13,14)(H,15,16)
• InChI Key: QJTOJIHPAGBWAT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈O₄
• Molecular Weight: 216.19 g/mol
• Exact Mass: 216.04225873 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	+	0.6954	69.54%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.9286	92.86%
Subcellular localzation	Mitochondria	0.6169	61.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9603	96.03%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8734	87.34%
P-glycoprotein inhibitior	-	0.9750	97.50%
P-glycoprotein substrate	-	0.9780	97.80%
CYP3A4 substrate	-	0.8372	83.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.9748	97.48%
CYP2C9 inhibition	-	0.9414	94.14%
CYP2C19 inhibition	-	0.9465	94.65%
CYP2D6 inhibition	-	0.9101	91.01%
CYP1A2 inhibition	-	0.5066	50.66%
CYP2C8 inhibition	-	0.8780	87.80%
CYP inhibitory promiscuity	-	0.9917	99.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6664	66.64%
Carcinogenicity (trinary)	Non-required	0.6549	65.49%
Eye corrosion	-	0.6448	64.48%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.6747	67.47%
Skin corrosion	-	0.7668	76.68%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9546	95.46%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.6277	62.77%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7014	70.14%
Acute Oral Toxicity (c)	III	0.5854	58.54%
Estrogen receptor binding	-	0.6235	62.35%
Androgen receptor binding	+	0.5324	53.24%
Thyroid receptor binding	-	0.5507	55.07%
Glucocorticoid receptor binding	+	0.6571	65.71%
Aromatase binding	-	0.6385	63.85%
PPAR gamma	+	0.6475	64.75%
Honey bee toxicity	-	0.9743	97.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.9435	94.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.05%	81.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.72%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.63%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.37%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.62%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.47%	87.67%
CHEMBL2535	P11166	Glucose transporter	80.21%	98.75%

Plants that contains it

• Calypogeia azurea

Cross-Links

• PubChem: 85646908
• LOTUS: LTS0193575
• wikiData: Q105222869