Fusarnaphthoquinone B

Details

• Internal ID: 5167330a-d4aa-49e9-9202-460613bbc310
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (8R,9S)-5,9-dihydroxy-8-methoxy-2,4-dimethyl-8,9-dihydro-7H-benzo[g][1]benzofuran-6-one
• SMILES (Canonical): CC1=CC2=C(C(=C3C(=O)CC(C(C3=C2O1)O)OC)O)C
• SMILES (Isomeric): CC1=CC2=C(C(=C3C(=O)C[C@H]([C@H](C3=C2O1)O)OC)O)C
• InChI: InChI=1S/C15H16O5/c1-6-4-8-7(2)13(17)11-9(16)5-10(19-3)14(18)12(11)15(8)20-6/h4,10,14,17-18H,5H2,1-3H3/t10-,14-/m1/s1
• InChI Key: XLUXTYMYHOLSII-QMTHXVAHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL1224857

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.5554	55.54%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8274	82.74%
P-glycoprotein inhibitior	-	0.7730	77.30%
P-glycoprotein substrate	-	0.7008	70.08%
CYP3A4 substrate	+	0.5660	56.60%
CYP2C9 substrate	+	0.5928	59.28%
CYP2D6 substrate	-	0.8146	81.46%
CYP3A4 inhibition	-	0.7684	76.84%
CYP2C9 inhibition	-	0.6468	64.68%
CYP2C19 inhibition	+	0.6497	64.97%
CYP2D6 inhibition	-	0.7227	72.27%
CYP1A2 inhibition	+	0.8856	88.56%
CYP2C8 inhibition	-	0.6695	66.95%
CYP inhibitory promiscuity	+	0.6158	61.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4764	47.64%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7985	79.85%
Skin irritation	-	0.7506	75.06%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7028	70.28%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	-	0.5039	50.39%
skin sensitisation	-	0.8748	87.48%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8119	81.19%
Acute Oral Toxicity (c)	III	0.4405	44.05%
Estrogen receptor binding	+	0.7102	71.02%
Androgen receptor binding	+	0.6755	67.55%
Thyroid receptor binding	-	0.6164	61.64%
Glucocorticoid receptor binding	+	0.7796	77.96%
Aromatase binding	-	0.6072	60.72%
PPAR gamma	+	0.7862	78.62%
Honey bee toxicity	-	0.7803	78.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9502	95.02%

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	98.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.63%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.82%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.78%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.53%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.50%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.35%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.16%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.01%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.76%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL1871	P10275	Androgen Receptor	80.98%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.24%	97.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.00%	92.68%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46938753
• LOTUS: LTS0162864
• wikiData: Q77568578