Methyl 4-methylazulene-1-carboxylate

Details

• Internal ID: b6cbf906-9b9a-4a53-9421-e977401c18b8
• Taxonomy: Hydrocarbons > Unsaturated hydrocarbons > Olefins > Cyclic olefins > Azulenes
• IUPAC Name: methyl 4-methylazulene-1-carboxylate
• SMILES (Canonical): CC1=CC=CC=C2C1=CC=C2C(=O)OC
• SMILES (Isomeric): CC1=CC=CC=C2C1=CC=C2C(=O)OC
• InChI: InChI=1S/C13H12O2/c1-9-5-3-4-6-11-10(9)7-8-12(11)13(14)15-2/h3-8H,1-2H3
• InChI Key: VECUFUHSQSGXTO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.083729621 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 10527-06-7
• SCHEMBL2267132
• 1-carbomethoxy-4-methyl-azulene
• DTXSID00558132

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9114	91.14%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4730	47.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6788	67.88%
P-glycoprotein inhibitior	-	0.9264	92.64%
P-glycoprotein substrate	-	0.9259	92.59%
CYP3A4 substrate	-	0.5320	53.20%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.9575	95.75%
CYP2C9 inhibition	-	0.8924	89.24%
CYP2C19 inhibition	-	0.8834	88.34%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	+	0.6100	61.00%
CYP2C8 inhibition	-	0.5593	55.93%
CYP inhibitory promiscuity	-	0.9165	91.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6610	66.10%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	+	0.6919	69.19%
Eye irritation	+	0.9719	97.19%
Skin irritation	+	0.5402	54.02%
Skin corrosion	-	0.9054	90.54%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4610	46.10%
Micronuclear	-	0.7449	74.49%
Hepatotoxicity	+	0.5312	53.12%
skin sensitisation	+	0.5805	58.05%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6704	67.04%
Acute Oral Toxicity (c)	III	0.6384	63.84%
Estrogen receptor binding	+	0.5494	54.94%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6652	66.52%
Glucocorticoid receptor binding	-	0.5427	54.27%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.7865	78.65%
Honey bee toxicity	-	0.9749	97.49%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8308	83.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.29%	91.11%
CHEMBL2535	P11166	Glucose transporter	88.43%	98.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.39%	90.24%
CHEMBL4208	P20618	Proteasome component C5	87.50%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.15%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.92%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.57%	96.09%
CHEMBL5028	O14672	ADAM10	83.76%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.96%	93.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.59%	95.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.37%	96.67%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.73%	93.65%

Plants that contains it

• Calypogeia azurea
• Helichrysum ambiguum
• Leiocarpa leptolepis
• Neolitsea aciculata

Cross-Links

• PubChem: 14262771
• LOTUS: LTS0101681
• wikiData: Q82440304