Applanatin A

Details

• Internal ID: e4846279-c708-495f-b7d0-0f97cd9146ef
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (3R,4aR,9aR)-4a,7-dihydroxy-3-(3-hydroxyprop-1-en-2-yl)-1,2,3,9a-tetrahydroxanthene-4,9-dione
• SMILES (Canonical): C=C(CO)C1CCC2C(=O)C3=C(C=CC(=C3)O)OC2(C1=O)O
• SMILES (Isomeric): C=C(CO)[C@H]1CC[C@@H]2C(=O)C3=C(C=CC(=C3)O)O[C@]2(C1=O)O
• InChI: InChI=1S/C16H16O6/c1-8(7-17)10-3-4-12-14(19)11-6-9(18)2-5-13(11)22-16(12,21)15(10)20/h2,5-6,10,12,17-18,21H,1,3-4,7H2/t10-,12-,16-/m1/s1
• InChI Key: HLIPHTRQCSGMCK-NSODJVPESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8182	81.82%
Caco-2	-	0.8570	85.70%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8087	80.87%
OATP2B1 inhibitior	-	0.7198	71.98%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6846	68.46%
BSEP inhibitior	-	0.8865	88.65%
P-glycoprotein inhibitior	-	0.9425	94.25%
P-glycoprotein substrate	-	0.7857	78.57%
CYP3A4 substrate	+	0.5861	58.61%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.7921	79.21%
CYP3A4 inhibition	-	0.6846	68.46%
CYP2C9 inhibition	+	0.5372	53.72%
CYP2C19 inhibition	+	0.6082	60.82%
CYP2D6 inhibition	-	0.8617	86.17%
CYP1A2 inhibition	+	0.5580	55.80%
CYP2C8 inhibition	-	0.6129	61.29%
CYP inhibitory promiscuity	-	0.7844	78.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7276	72.76%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.7336	73.36%
Skin irritation	-	0.7293	72.93%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7688	76.88%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.7648	76.48%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6451	64.51%
Acute Oral Toxicity (c)	III	0.4349	43.49%
Estrogen receptor binding	+	0.7471	74.71%
Androgen receptor binding	+	0.7141	71.41%
Thyroid receptor binding	-	0.5664	56.64%
Glucocorticoid receptor binding	+	0.6899	68.99%
Aromatase binding	-	0.5306	53.06%
PPAR gamma	+	0.6492	64.92%
Honey bee toxicity	-	0.9020	90.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9911	99.11%

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	98.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.48%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.42%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.85%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.29%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.92%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.47%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.03%	90.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.28%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101447370
• LOTUS: LTS0162458
• wikiData: Q77310117