4-Hydroxy-2,3-dimethylazulene-1-carboxylic acid

Details

• Internal ID: 585ea7e3-8e7b-43fa-9997-4006b39a96a9
• Taxonomy: Hydrocarbons > Unsaturated hydrocarbons > Olefins > Cyclic olefins > Azulenes
• IUPAC Name: 4-hydroxy-2,3-dimethylazulene-1-carboxylic acid
• SMILES (Canonical): CC1=C2C(=CC=CC=C2O)C(=C1C)C(=O)O
• SMILES (Isomeric): CC1=C2C(=CC=CC=C2O)C(=C1C)C(=O)O
• InChI: InChI=1S/C13H12O3/c1-7-8(2)12(13(15)16)9-5-3-4-6-10(14)11(7)9/h3-6,14H,1-2H3,(H,15,16)
• InChI Key: BNGCUVAHENBCBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6890	68.90%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8157	81.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9008	90.08%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9285	92.85%
P-glycoprotein inhibitior	-	0.9669	96.69%
P-glycoprotein substrate	-	0.9649	96.49%
CYP3A4 substrate	-	0.6450	64.50%
CYP2C9 substrate	-	0.6307	63.07%
CYP2D6 substrate	-	0.8972	89.72%
CYP3A4 inhibition	-	0.9335	93.35%
CYP2C9 inhibition	-	0.7667	76.67%
CYP2C19 inhibition	-	0.8793	87.93%
CYP2D6 inhibition	-	0.9062	90.62%
CYP1A2 inhibition	-	0.6246	62.46%
CYP2C8 inhibition	-	0.7524	75.24%
CYP inhibitory promiscuity	-	0.9215	92.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5896	58.96%
Eye corrosion	-	0.7573	75.73%
Eye irritation	+	0.9425	94.25%
Skin irritation	+	0.7391	73.91%
Skin corrosion	-	0.5866	58.66%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7801	78.01%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.5687	56.87%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7322	73.22%
Acute Oral Toxicity (c)	III	0.5688	56.88%
Estrogen receptor binding	-	0.5585	55.85%
Androgen receptor binding	-	0.5624	56.24%
Thyroid receptor binding	-	0.6675	66.75%
Glucocorticoid receptor binding	+	0.6166	61.66%
Aromatase binding	-	0.7486	74.86%
PPAR gamma	-	0.5224	52.24%
Honey bee toxicity	-	0.9862	98.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9426	94.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.44%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.65%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.29%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.40%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.26%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	80.59%	94.73%

Plants that contains it

• Calypogeia azurea

Cross-Links

• PubChem: 163192372
• LOTUS: LTS0116531
• wikiData: Q104938785