ferruginin B

Details

• Internal ID: 24aedb9f-f0f5-49d4-bbb0-b496edee8b97
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 4,5,10-trihydroxy-7-methyl-1,1,3-tris(3-methylbut-2-enyl)anthracen-2-one
• InChI: InChI=1S/C30H36O4/c1-17(2)8-9-22-27(32)26-23(16-21-14-20(7)15-24(31)25(21)28(26)33)30(29(22)34,12-10-18(3)4)13-11-19(5)6/h8,10-11,14-16,31-33H,9,12-13H2,1-7H3
• InChI Key: SAZNPNYLSKFIJG-UHFFFAOYSA-N
• Popularity: 4 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): 7.72
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEMBL468447

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7916	79.16%
OATP2B1 inhibitior	-	0.5599	55.99%
OATP1B1 inhibitior	+	0.8343	83.43%
OATP1B3 inhibitior	+	0.8881	88.81%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8546	85.46%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8164	81.64%
CYP3A4 substrate	+	0.5548	55.48%
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	-	0.6208	62.08%
CYP inhibitory promiscuity	+	0.8212	82.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9211	92.11%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9923	99.23%
Eye irritation	+	0.6757	67.57%
Skin irritation	-	0.7170	71.70%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4118	41.18%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.5446	54.46%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5773	57.73%
Acute Oral Toxicity (c)	III	0.7117	71.17%
Estrogen receptor binding	+	0.8813	88.13%
Androgen receptor binding	+	0.6748	67.48%
Thyroid receptor binding	+	0.6486	64.86%
Glucocorticoid receptor binding	+	0.8316	83.16%
Aromatase binding	+	0.6053	60.53%
PPAR gamma	+	0.8893	88.93%
Honey bee toxicity	-	0.8785	87.85%
Biodegradation	-	0.9250	92.50%
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	98.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.51%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.26%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.35%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.23%	94.45%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.63%	91.38%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.00%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.38%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.28%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.92%	92.68%
CHEMBL1937	Q92769	Histone deacetylase 2	82.27%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.89%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.58%	93.03%

Plants that contains it

• Psorospermum febrifugum
• Vismia macrophylla

Cross-Links

• PubChem: 21680812
• LOTUS: LTS0094176
• wikiData: Q104394742