Ferruginin C

Details

• Internal ID: e77abcfe-c537-46fc-8b0d-dc240fdeeb34
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 4,5,10-trihydroxy-7-methyl-1,1,3,8-tetrakis(3-methylbut-2-enyl)anthracen-2-one
• InChI: InChI=1S/C35H44O4/c1-20(2)10-12-25-24(9)18-29(36)30-27(25)19-28-31(33(30)38)32(37)26(13-11-21(3)4)34(39)35(28,16-14-22(5)6)17-15-23(7)8/h10-11,14-15,18-19,36-38H,12-13,16-17H2,1-9H3
• InChI Key: SJEQJMPZRHDLDB-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₄
• Molecular Weight: 528.70 g/mol
• Exact Mass: 528.32395988 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 10.30
• Atomic LogP (AlogP): 9.23
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• CHEMBL468446
• SCHEMBL31237774
• 4,5,10-trihydroxy-7-methyl-1,1,3,8-tetrakis(3-methylbut-2-enyl)anthracen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	-	0.5797	57.97%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7916	79.16%
OATP2B1 inhibitior	-	0.5623	56.23%
OATP1B1 inhibitior	+	0.7952	79.52%
OATP1B3 inhibitior	+	0.8881	88.81%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9147	91.47%
P-glycoprotein inhibitior	+	0.6279	62.79%
P-glycoprotein substrate	-	0.6631	66.31%
CYP3A4 substrate	+	0.5795	57.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.8357	83.57%
CYP2C9 inhibition	+	0.7301	73.01%
CYP2C19 inhibition	+	0.7831	78.31%
CYP2D6 inhibition	-	0.8223	82.23%
CYP1A2 inhibition	+	0.7447	74.47%
CYP2C8 inhibition	+	0.4802	48.02%
CYP inhibitory promiscuity	+	0.8212	82.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9211	92.11%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9923	99.23%
Eye irritation	+	0.5455	54.55%
Skin irritation	-	0.7170	71.70%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6762	67.62%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5229	52.29%
skin sensitisation	-	0.5446	54.46%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5961	59.61%
Acute Oral Toxicity (c)	III	0.7117	71.17%
Estrogen receptor binding	+	0.9042	90.42%
Androgen receptor binding	+	0.6546	65.46%
Thyroid receptor binding	+	0.6967	69.67%
Glucocorticoid receptor binding	+	0.8144	81.44%
Aromatase binding	+	0.6312	63.12%
PPAR gamma	+	0.8478	84.78%
Honey bee toxicity	-	0.8541	85.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	99.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.70%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.26%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.91%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	91.41%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.93%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.43%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.10%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.43%	99.15%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.98%	91.38%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.49%	89.34%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.00%	92.68%

Plants that contains it

• Vismia macrophylla

Cross-Links

• PubChem: 10436972
• LOTUS: LTS0163047
• wikiData: Q105254249