Cyclolanceaefolic acid

Details

• Internal ID: 6bddddb1-c64c-458f-8582-bc45b924454a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 8-hydroxy-2,2-dimethyl-4-oxo-3H-chromene-6-carboxylic acid
• InChI: InChI=1S/C12H12O5/c1-12(2)5-9(14)7-3-6(11(15)16)4-8(13)10(7)17-12/h3-4,13H,5H2,1-2H3,(H,15,16)
• InChI Key: QTMDDUQIVXCXGA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₅
• Molecular Weight: 236.22 g/mol
• Exact Mass: 236.06847348 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL499358
• SCHEMBL27831084
• QTMDDUQIVXCXGA-UHFFFAOYSA-
• InChI=1/C12H12O5/c1-12(2)5-9(14)7-3-6(11(15)16)4-8(13)10(7)17-12/h3-4,13H,5H2,1-2H3,(H,15,16)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9560	95.60%
Caco-2	+	0.5311	53.11%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7688	76.88%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9715	97.15%
P-glycoprotein inhibitior	-	0.9474	94.74%
P-glycoprotein substrate	-	0.9306	93.06%
CYP3A4 substrate	-	0.5455	54.55%
CYP2C9 substrate	-	0.5528	55.28%
CYP2D6 substrate	-	0.8226	82.26%
CYP3A4 inhibition	-	0.8983	89.83%
CYP2C9 inhibition	-	0.5818	58.18%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.8610	86.10%
CYP1A2 inhibition	-	0.7359	73.59%
CYP2C8 inhibition	-	0.8563	85.63%
CYP inhibitory promiscuity	-	0.9451	94.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6111	61.11%
Eye corrosion	-	0.9808	98.08%
Eye irritation	+	0.9584	95.84%
Skin irritation	-	0.7003	70.03%
Skin corrosion	-	0.8905	89.05%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8000	80.00%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	+	0.6418	64.18%
skin sensitisation	-	0.7810	78.10%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7483	74.83%
Acute Oral Toxicity (c)	III	0.7085	70.85%
Estrogen receptor binding	-	0.4850	48.50%
Androgen receptor binding	-	0.7266	72.66%
Thyroid receptor binding	-	0.7495	74.95%
Glucocorticoid receptor binding	+	0.5637	56.37%
Aromatase binding	-	0.4846	48.46%
PPAR gamma	-	0.5644	56.44%
Honey bee toxicity	-	0.9213	92.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9135	91.35%

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	96.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.24%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.47%	99.23%
CHEMBL4208	P20618	Proteasome component C5	87.52%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.04%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.56%	94.42%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.72%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.19%	91.19%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.42%	95.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.74%	93.04%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.59%	89.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.26%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11009941
• LOTUS: LTS0268501
• wikiData: Q105227807