2-[(9S)-2,2,4,4-tetramethyl-1,3-dioxo-9H-xanthen-9-yl]acetic acid

Details

• Internal ID: 4674a008-4d6f-48b1-9df6-8528fb5e5ca6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: 2-[(9S)-2,2,4,4-tetramethyl-1,3-dioxo-9H-xanthen-9-yl]acetic acid
• SMILES (Canonical): CC1(C2=C(C(C3=CC=CC=C3O2)CC(=O)O)C(=O)C(C1=O)(C)C)C
• SMILES (Isomeric): CC1(C2=C([C@H](C3=CC=CC=C3O2)CC(=O)O)C(=O)C(C1=O)(C)C)C
• InChI: InChI=1S/C19H20O5/c1-18(2)15(22)14-11(9-13(20)21)10-7-5-6-8-12(10)24-16(14)19(3,4)17(18)23/h5-8,11H,9H2,1-4H3,(H,20,21)/t11-/m0/s1
• InChI Key: QUDGEUXBJNJICU-NSHDSACASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.10
• 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	+	0.9922	99.22%
Caco-2	+	0.5096	50.96%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7798	77.98%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8304	83.04%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7854	78.54%
P-glycoprotein inhibitior	-	0.8221	82.21%
P-glycoprotein substrate	-	0.8758	87.58%
CYP3A4 substrate	+	0.5221	52.21%
CYP2C9 substrate	-	0.5788	57.88%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	-	0.7538	75.38%
CYP2C9 inhibition	+	0.5826	58.26%
CYP2C19 inhibition	-	0.6132	61.32%
CYP2D6 inhibition	-	0.8652	86.52%
CYP1A2 inhibition	-	0.8014	80.14%
CYP2C8 inhibition	-	0.6679	66.79%
CYP inhibitory promiscuity	-	0.6996	69.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9331	93.31%
Carcinogenicity (trinary)	Non-required	0.4930	49.30%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8698	86.98%
Skin irritation	-	0.6191	61.91%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5065	50.65%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.5480	54.80%
skin sensitisation	-	0.5987	59.87%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7132	71.32%
Acute Oral Toxicity (c)	III	0.5736	57.36%
Estrogen receptor binding	+	0.7940	79.40%
Androgen receptor binding	+	0.5761	57.61%
Thyroid receptor binding	-	0.5937	59.37%
Glucocorticoid receptor binding	+	0.6816	68.16%
Aromatase binding	+	0.6656	66.56%
PPAR gamma	+	0.8155	81.55%
Honey bee toxicity	-	0.9435	94.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9734	97.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.16%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.49%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.05%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.46%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.66%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.64%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.53%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.91%	94.45%
CHEMBL5028	O14672	ADAM10	81.43%	97.50%

Plants that contains it

• Uvaria afzelii

Cross-Links

• PubChem: 162879036
• LOTUS: LTS0065909
• wikiData: Q105228102