Avicequinone A

Details

• Internal ID: e15d9264-1fc9-4aa5-a221-fd3d89448363
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2S,3S)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): CC(C)(C1C(C2=C(O1)C(=O)C3=CC=CC=C3C2=O)O)O
• SMILES (Isomeric): CC(C)([C@@H]1[C@H](C2=C(O1)C(=O)C3=CC=CC=C3C2=O)O)O
• InChI: InChI=1S/C15H14O5/c1-15(2,19)14-12(18)9-10(16)7-5-3-4-6-8(7)11(17)13(9)20-14/h3-6,12,14,18-19H,1-2H3/t12-,14-/m0/s1
• InChI Key: AAULQOBOWPLXLU-JSGCOSHPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL375700

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	-	0.5421	54.21%
Blood Brain Barrier	+	0.5398	53.98%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7778	77.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9444	94.44%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9115	91.15%
P-glycoprotein inhibitior	-	0.8082	80.82%
P-glycoprotein substrate	-	0.9378	93.78%
CYP3A4 substrate	-	0.5341	53.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	+	0.8609	86.09%
CYP2C19 inhibition	-	0.6426	64.26%
CYP2D6 inhibition	-	0.7352	73.52%
CYP1A2 inhibition	+	0.7716	77.16%
CYP2C8 inhibition	-	0.9402	94.02%
CYP inhibitory promiscuity	+	0.8845	88.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Danger	0.4207	42.07%
Eye corrosion	-	0.9820	98.20%
Eye irritation	+	0.8545	85.45%
Skin irritation	-	0.6117	61.17%
Skin corrosion	-	0.8859	88.59%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7250	72.50%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6084	60.84%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.5160	51.60%
Estrogen receptor binding	+	0.8003	80.03%
Androgen receptor binding	+	0.5601	56.01%
Thyroid receptor binding	+	0.5340	53.40%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5693	56.93%
PPAR gamma	+	0.7626	76.26%
Honey bee toxicity	-	0.8623	86.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9836	98.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.71%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.31%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.34%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	87.34%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.64%	89.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.24%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.31%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.94%	100.00%

Plants that contains it

• Avicennia marina
• Avicennia marina subsp. marina

Cross-Links

• PubChem: 16757531
• LOTUS: LTS0144338
• wikiData: Q104908360