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4,6,9,10-tetrahydroxy-8a-(4-hydroxy-6-methyl-3-oxo-1H-isobenzofuran-1-yl)-8,9,10,12a-tetrahydroindeno[1,2-a]anthracene-5,13-dione

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 c0b0da34-20f8-4a22-8854-36a57c679431
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 4,6,9,10-tetrahydroxy-8a-(4-hydroxy-6-methyl-3-oxo-1H-2-benzofuran-1-yl)-8,9,10,12a-tetrahydroindeno[1,2-a]anthracene-5,13-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H22O9/c1-11-7-14-22(18(33)8-11)29(38)39-28(14)30-10-12-9-19(34)23-24(20(12)15(30)5-6-17(32)27(30)37)25(35)13-3-2-4-16(31)21(13)26(23)36/h2-9,15,17,27-28,31-34,37H,10H2,1H3
InChI Key FWHRHQWEGRLEBF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H22O9
Molecular Weight 526.50 g/mol
Exact Mass 526.12638228 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 2.72
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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4,6,9,10-Tetrahydroxy-8a-(4-hydroxy-6-methyl-3-oxo-1,3-dihydro-2-benzofuran-1-yl)-8a,9,10,12a-tetrahydro-5H-indeno[1,2-a]anthracene-5,13(8H)-dione
4,6,9,10-tetrahydroxy-8a-(4-hydroxy-6-methyl-3-oxo-1H-isobenzofuran-1-yl)-8,9,10,12a-tetrahydroindeno[1,2-a]anthracene-5,13-dione

2D Structure

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2D Structure of 4,6,9,10-tetrahydroxy-8a-(4-hydroxy-6-methyl-3-oxo-1H-isobenzofuran-1-yl)-8,9,10,12a-tetrahydroindeno[1,2-a]anthracene-5,13-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9675 96.75%
Caco-2 - 0.8795 87.95%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8063 80.63%
OATP2B1 inhibitior + 0.5705 57.05%
OATP1B1 inhibitior + 0.8568 85.68%
OATP1B3 inhibitior + 0.9355 93.55%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8603 86.03%
P-glycoprotein inhibitior - 0.4428 44.28%
P-glycoprotein substrate - 0.5618 56.18%
CYP3A4 substrate + 0.6765 67.65%
CYP2C9 substrate - 0.6052 60.52%
CYP2D6 substrate - 0.8551 85.51%
CYP3A4 inhibition - 0.8173 81.73%
CYP2C9 inhibition + 0.7263 72.63%
CYP2C19 inhibition - 0.5916 59.16%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.7777 77.77%
CYP2C8 inhibition - 0.6213 62.13%
CYP inhibitory promiscuity - 0.7581 75.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.3473 34.73%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8697 86.97%
Skin irritation - 0.6322 63.22%
Skin corrosion - 0.8757 87.57%
Ames mutagenesis + 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7167 71.67%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8337 83.37%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.8613 86.13%
Acute Oral Toxicity (c) III 0.4038 40.38%
Estrogen receptor binding + 0.7964 79.64%
Androgen receptor binding + 0.7374 73.74%
Thyroid receptor binding - 0.5429 54.29%
Glucocorticoid receptor binding + 0.7675 76.75%
Aromatase binding - 0.6313 63.13%
PPAR gamma + 0.6787 67.87%
Honey bee toxicity - 0.8246 82.46%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9961 99.61%

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 99.19% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.99% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.36% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 96.34% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.27% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.74% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.44% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.75% 85.14%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 92.03% 91.79%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.95% 93.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.87% 93.04%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.46% 99.15%
CHEMBL340 P08684 Cytochrome P450 3A4 87.30% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.61% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 85.90% 94.75%
CHEMBL4530 P00488 Coagulation factor XIII 84.18% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.51% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 83.07% 94.73%
CHEMBL2056 P21728 Dopamine D1 receptor 82.87% 91.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.44% 96.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.15% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.59% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.09% 100.00%
CHEMBL2535 P11166 Glucose transporter 80.56% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 80.48% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.22% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.10% 90.71%

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 438263
LOTUS LTS0170241
wikiData Q105003282