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Fonsecinone C

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID e8da7564-42bd-4c67-aca4-cf81cd16dfc6
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name 9-(2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-3H-benzo[g]chromen-10-yl)-5-hydroxy-8,10-dimethoxy-2-methylbenzo[h]chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H28O11/c1-13-7-17(33)25-18(34)8-14-9-20(39-4)27(29(41-6)22(14)30(25)42-13)24-16-10-15(38-3)11-21(40-5)23(16)28(36)26-19(35)12-32(2,37)43-31(24)26/h7-11,34,36-37H,12H2,1-6H3
InChI Key XWHLKURAEUPHAB-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H28O11
Molecular Weight 588.60 g/mol
Exact Mass 588.16316171 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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AWI83P9U8Z
95152-77-5
UNII-AWI83P9U8Z
2,3-Dihydro-2,5-dihydroxy-10-(5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-naphtho(1,2-b)pyran-9-yl)-6,8-dimethoxy-2-methyl-4H-naphtho(2,3-b)pyran-4-one
4H-Naphtho(2,3-b)pyran-4-one, 2,3-dihydro-2,5-dihydroxy-10-(5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-naphtho(1,2-b)pyran-9-yl)-6,8-dimethoxy-2-methyl-
2,3-Dihydro-2,5-dihydroxy-10-(5-hydroxy-8,10-dimethoxy-2-methyl-4-oxo-4H-naphtho[1,2-b]pyran-9-yl)-6,8-dimethoxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one
CHEBI:133757
Q27896779
9-(2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-3,4-dihydro-2H-naphtho[2,3-b]pyran-10-yl)-5-hydroxy-8,10-dimethoxy-2-methyl-4H-naphtho[1,2-b]pyran-4-one
9-(2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-3H-benzo[g]chromen-10-yl)-5-hydroxy-8,10-dimethoxy-2-methyl-benzo[h]chromen-4-one

2D Structure

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2D Structure of Fonsecinone C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8743 87.43%
Caco-2 - 0.7000 70.00%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7542 75.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8663 86.63%
OATP1B3 inhibitior + 0.9250 92.50%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9679 96.79%
P-glycoprotein inhibitior + 0.7968 79.68%
P-glycoprotein substrate + 0.5332 53.32%
CYP3A4 substrate + 0.6865 68.65%
CYP2C9 substrate - 0.5791 57.91%
CYP2D6 substrate - 0.8284 82.84%
CYP3A4 inhibition - 0.8672 86.72%
CYP2C9 inhibition - 0.8502 85.02%
CYP2C19 inhibition - 0.9393 93.93%
CYP2D6 inhibition - 0.8608 86.08%
CYP1A2 inhibition - 0.8471 84.71%
CYP2C8 inhibition + 0.7098 70.98%
CYP inhibitory promiscuity - 0.8931 89.31%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.4600 46.00%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8537 85.37%
Skin irritation - 0.8040 80.40%
Skin corrosion - 0.9517 95.17%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7119 71.19%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9413 94.13%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7915 79.15%
Acute Oral Toxicity (c) I 0.4768 47.68%
Estrogen receptor binding + 0.8826 88.26%
Androgen receptor binding + 0.7069 70.69%
Thyroid receptor binding + 0.5823 58.23%
Glucocorticoid receptor binding + 0.8451 84.51%
Aromatase binding + 0.6910 69.10%
PPAR gamma + 0.7343 73.43%
Honey bee toxicity - 0.7795 77.95%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9474 94.74%

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 99.59% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.68% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.44% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.40% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.08% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.30% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.10% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.58% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.65% 89.00%
CHEMBL4208 P20618 Proteasome component C5 89.96% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.06% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 88.99% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.85% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.64% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.69% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.27% 91.07%
CHEMBL4581 P52732 Kinesin-like protein 1 84.46% 93.18%
CHEMBL2581 P07339 Cathepsin D 84.33% 98.95%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.73% 92.68%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.24% 94.42%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.06% 96.77%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.63% 96.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.48% 93.65%
CHEMBL340 P08684 Cytochrome P450 3A4 80.08% 91.19%

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.
There are no matching plants.

Cross-Links

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PubChem 90477754
LOTUS LTS0086378
wikiData Q27896779