ferruginin A

Details

• Internal ID: 73751e64-d2be-4b04-8165-3d3bcfda18e7
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 4,5,10-trihydroxy-7-methyl-1,1,6-tris(3-methylbut-2-enyl)anthracen-2-one
• SMILES (Canonical): CC1=CC2=CC3=C(C(=CC(=O)C3(CC=C(C)C)CC=C(C)C)O)C(=C2C(=C1CC=C(C)C)O)O
• SMILES (Isomeric): CC1=CC2=CC3=C(C(=CC(=O)C3(CC=C(C)C)CC=C(C)C)O)C(=C2C(=C1CC=C(C)C)O)O
• InChI: InChI=1S/C30H36O4/c1-17(2)8-9-22-20(7)14-21-15-23-27(29(34)26(21)28(22)33)24(31)16-25(32)30(23,12-10-18(3)4)13-11-19(5)6/h8,10-11,14-16,31,33-34H,9,12-13H2,1-7H3
• InChI Key: CAMZGZXMXKJMGF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₄
• Molecular Weight: 460.60 g/mol
• Exact Mass: 460.26135963 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.50
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEMBL513685
• SCHEMBL21197461

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.5504	55.04%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	0.5631	56.31%
OATP1B1 inhibitior	+	0.7539	75.39%
OATP1B3 inhibitior	+	0.8982	89.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8386	83.86%
P-glycoprotein inhibitior	-	0.4508	45.08%
P-glycoprotein substrate	-	0.6999	69.99%
CYP3A4 substrate	+	0.5773	57.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.7693	76.93%
CYP2C9 inhibition	+	0.7985	79.85%
CYP2C19 inhibition	+	0.8114	81.14%
CYP2D6 inhibition	-	0.7948	79.48%
CYP1A2 inhibition	+	0.8417	84.17%
CYP2C8 inhibition	-	0.6379	63.79%
CYP inhibitory promiscuity	+	0.8772	87.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9311	93.11%
Carcinogenicity (trinary)	Non-required	0.6811	68.11%
Eye corrosion	-	0.9924	99.24%
Eye irritation	+	0.5850	58.50%
Skin irritation	-	0.6980	69.80%
Skin corrosion	-	0.9087	90.87%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6610	66.10%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5156	51.56%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6773	67.73%
Acute Oral Toxicity (c)	III	0.7347	73.47%
Estrogen receptor binding	+	0.9247	92.47%
Androgen receptor binding	+	0.6546	65.46%
Thyroid receptor binding	+	0.7029	70.29%
Glucocorticoid receptor binding	+	0.8653	86.53%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	+	0.8885	88.85%
Honey bee toxicity	-	0.8423	84.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.20%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.53%	95.17%
CHEMBL2581	P07339	Cathepsin D	94.22%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.83%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.17%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.15%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	87.43%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.93%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.29%	89.34%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.68%	92.68%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.42%	96.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.32%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.00%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.44%	94.00%

Plants that contains it

• Vismia macrophylla

Cross-Links

• PubChem: 10253728
• LOTUS: LTS0014883
• wikiData: Q104951615