4-(5'-Hydroxyspiro[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: 6958f9d4-725c-4a71-aace-8ef38fd7060a
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 4-(5'-hydroxyspiro[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(C4=CC=CC(=O)O)O)OC3=CC=C2
• SMILES (Isomeric): C1=CC2=C3C(=C1)OC4(C=CC(C4=CC=CC(=O)O)O)OC3=CC=C2
• InChI: InChI=1S/C19H14O5/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/h1-11,14,20H,(H,21,22)
• InChI Key: SURWZKAHNYUGSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₅
• Molecular Weight: 322.30 g/mol
• Exact Mass: 322.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 4
• 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	+	0.9746	97.46%
Caco-2	-	0.6571	65.71%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6878	68.78%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8612	86.12%
P-glycoprotein inhibitior	-	0.8201	82.01%
P-glycoprotein substrate	-	0.9061	90.61%
CYP3A4 substrate	+	0.5152	51.52%
CYP2C9 substrate	-	0.6038	60.38%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	+	0.6502	65.02%
CYP2C9 inhibition	+	0.6547	65.47%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.6854	68.54%
CYP2C8 inhibition	-	0.6596	65.96%
CYP inhibitory promiscuity	+	0.6020	60.20%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Danger	0.4101	41.01%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.6122	61.22%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9708	97.08%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8349	83.49%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6668	66.68%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5610	56.10%
Acute Oral Toxicity (c)	II	0.3740	37.40%
Estrogen receptor binding	+	0.8161	81.61%
Androgen receptor binding	+	0.5510	55.10%
Thyroid receptor binding	+	0.5396	53.96%
Glucocorticoid receptor binding	+	0.7857	78.57%
Aromatase binding	+	0.8472	84.72%
PPAR gamma	+	0.7951	79.51%
Honey bee toxicity	-	0.8302	83.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9817	98.17%

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	96.07%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.15%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.32%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.35%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.13%	90.17%
CHEMBL230	P35354	Cyclooxygenase-2	85.54%	89.63%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.31%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.27%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.24%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.26%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.23%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162814081
• LOTUS: LTS0106233
• wikiData: Q104197677