4-(5'-Oxospiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,2'-cyclopent-3-ene]-1'-ylidene)but-2-enoic acid

Details

• Internal ID: 3a07e367-13ac-4cbd-a7cd-343116551b2f
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 4-(5'-oxospiro[2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-3,2'-cyclopent-3-ene]-1'-ylidene)but-2-enoic acid
• SMILES (Canonical): C1=CC2=C3C(=C1)OC4(C=CC(=O)C4=CC=CC(=O)O)OC3=CC=C2
• SMILES (Isomeric): C1=CC2=C3C(=C1)OC4(C=CC(=O)C4=CC=CC(=O)O)OC3=CC=C2
• InChI: InChI=1S/C19H12O5/c20-14-10-11-19(13(14)6-3-9-17(21)22)23-15-7-1-4-12-5-2-8-16(24-19)18(12)15/h1-11H,(H,21,22)
• InChI Key: ILFMNYPCSHWMFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₂O₅
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 4
• 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	+	0.9774	97.74%
Caco-2	-	0.6698	66.98%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7356	73.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9461	94.61%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7639	76.39%
P-glycoprotein inhibitior	-	0.8680	86.80%
P-glycoprotein substrate	-	0.9246	92.46%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	+	0.5848	58.48%
CYP2C9 inhibition	+	0.5761	57.61%
CYP2C19 inhibition	-	0.6694	66.94%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.7696	76.96%
CYP2C8 inhibition	-	0.6615	66.15%
CYP inhibitory promiscuity	-	0.6989	69.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Danger	0.4461	44.61%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.5775	57.75%
Skin irritation	+	0.5712	57.12%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8425	84.25%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7128	71.28%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7389	73.89%
Acute Oral Toxicity (c)	II	0.4614	46.14%
Estrogen receptor binding	+	0.8997	89.97%
Androgen receptor binding	+	0.5638	56.38%
Thyroid receptor binding	-	0.6418	64.18%
Glucocorticoid receptor binding	+	0.7080	70.80%
Aromatase binding	+	0.7504	75.04%
PPAR gamma	+	0.7831	78.31%
Honey bee toxicity	-	0.9259	92.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.87%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	90.82%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.00%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.79%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	86.65%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.13%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.32%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162988669
• LOTUS: LTS0200074
• wikiData: Q104168895