Pheofungin A

Details

• Internal ID: 04f5be47-c0ec-4476-8636-88997d481cf5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 3,8-dihydroxy-1,10-dimethyl-7H-chromeno[4,3-b][1,4]benzothiazin-6-one
• SMILES (Canonical): CC1=CC(=C2C(=C1)SC3=C(N2)C(=O)OC4=C3C(=CC(=C4)O)C)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1)SC3=C(N2)C(=O)OC4=C3C(=CC(=C4)O)C)O
• InChI: InChI=1S/C17H13NO4S/c1-7-3-10(20)14-12(4-7)23-16-13-8(2)5-9(19)6-11(13)22-17(21)15(16)18-14/h3-6,18-20H,1-2H3
• InChI Key: UTPHJLRPCMSHGB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₃NO₄S
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.05652907 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• SCHEMBL14476422

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9446	94.46%
Caco-2	+	0.5665	56.65%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5838	58.38%
OATP2B1 inhibitior	-	0.5659	56.59%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6504	65.04%
P-glycoprotein inhibitior	-	0.7731	77.31%
P-glycoprotein substrate	-	0.7951	79.51%
CYP3A4 substrate	+	0.5476	54.76%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8154	81.54%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.7210	72.10%
CYP2C19 inhibition	-	0.5389	53.89%
CYP2D6 inhibition	-	0.8514	85.14%
CYP1A2 inhibition	+	0.7023	70.23%
CYP2C8 inhibition	-	0.5650	56.50%
CYP inhibitory promiscuity	-	0.7696	76.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6736	67.36%
Eye corrosion	-	0.9926	99.26%
Eye irritation	+	0.5409	54.09%
Skin irritation	-	0.7889	78.89%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6658	66.58%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8330	83.30%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6281	62.81%
Acute Oral Toxicity (c)	III	0.6601	66.01%
Estrogen receptor binding	+	0.8471	84.71%
Androgen receptor binding	+	0.6318	63.18%
Thyroid receptor binding	+	0.5801	58.01%
Glucocorticoid receptor binding	+	0.8723	87.23%
Aromatase binding	+	0.7855	78.55%
PPAR gamma	+	0.8770	87.70%
Honey bee toxicity	-	0.8585	85.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8926	89.26%

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	98.37%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.33%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.21%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.14%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.47%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.83%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.76%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.03%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.89%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.86%	96.95%
CHEMBL4208	P20618	Proteasome component C5	85.35%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.92%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.87%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.93%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56641605
• LOTUS: LTS0268639
• wikiData: Q77564664