2-(2,3,8-trimethyl-1-oxo-6,7-dihydro-2H-azulen-5-yl)acetic acid

Details

• Internal ID: 6e080139-a0bb-41df-8385-29a4c79842f6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones
• IUPAC Name: 2-(2,3,8-trimethyl-1-oxo-6,7-dihydro-2H-azulen-5-yl)acetic acid
• SMILES (Canonical): CC1C(=C2C=C(CCC(=C2C1=O)C)CC(=O)O)C
• SMILES (Isomeric): CC1C(=C2C=C(CCC(=C2C1=O)C)CC(=O)O)C
• InChI: InChI=1S/C15H18O3/c1-8-4-5-11(7-13(16)17)6-12-9(2)10(3)15(18)14(8)12/h6,10H,4-5,7H2,1-3H3,(H,16,17)
• InChI Key: VXWHDXWEQVLWLW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.8698	86.98%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7119	71.19%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8868	88.68%
P-glycoprotein inhibitior	-	0.9460	94.60%
P-glycoprotein substrate	-	0.8835	88.35%
CYP3A4 substrate	-	0.5458	54.58%
CYP2C9 substrate	-	0.7627	76.27%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.8754	87.54%
CYP2C9 inhibition	-	0.8465	84.65%
CYP2C19 inhibition	-	0.8733	87.33%
CYP2D6 inhibition	-	0.8869	88.69%
CYP1A2 inhibition	-	0.6425	64.25%
CYP2C8 inhibition	-	0.9594	95.94%
CYP inhibitory promiscuity	-	0.9281	92.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9311	93.11%
Carcinogenicity (trinary)	Non-required	0.6504	65.04%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.6595	65.95%
Skin irritation	+	0.5500	55.00%
Skin corrosion	-	0.8957	89.57%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6545	65.45%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6138	61.38%
skin sensitisation	-	0.6199	61.99%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9566	95.66%
Acute Oral Toxicity (c)	III	0.5608	56.08%
Estrogen receptor binding	-	0.7379	73.79%
Androgen receptor binding	-	0.5425	54.25%
Thyroid receptor binding	-	0.8158	81.58%
Glucocorticoid receptor binding	-	0.7867	78.67%
Aromatase binding	-	0.7062	70.62%
PPAR gamma	-	0.7250	72.50%
Honey bee toxicity	-	0.9783	97.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9714	97.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.35%	90.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.02%	93.40%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.90%	90.93%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.06%	86.00%

Plants that contains it

• Seriphidium leucodes

Cross-Links

• PubChem: 162933990
• LOTUS: LTS0094207
• wikiData: Q105298796