ferruginin A

Details

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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

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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

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CHEMBL513685
SCHEMBL21197461

2D Structure

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2D Structure of ferruginin A

3D Structure

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ADMET Properties (via admetSAR 2)

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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

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Vismia macrophylla

Cross-Links

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PubChem 10253728
LOTUS LTS0014883
wikiData Q104951615