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8-hydroxy-5,10-dimethoxy-3-methyl-3-[(E)-2-(1,3,5-trihydroxy-9-oxoxanthen-2-yl)ethenyl]-2H-[1,4]dioxino[2,3-c]xanthen-7-one

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 d6992502-4b14-43d7-b152-c42a6c77e6a6
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 8-hydroxy-5,10-dimethoxy-3-methyl-3-[(E)-2-(1,3,5-trihydroxy-9-oxoxanthen-2-yl)ethenyl]-2H-[1,4]dioxino[2,3-c]xanthen-7-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H24O12/c1-33(8-7-15-19(35)12-22-25(26(15)37)27(38)16-5-4-6-18(34)29(16)43-22)13-42-32-30-17(11-23(41-3)31(32)45-33)28(39)24-20(36)9-14(40-2)10-21(24)44-30/h4-12,34-37H,13H2,1-3H3/b8-7+
InChI Key QOZYFXVLETZBHD-BQYQJAHWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H24O12
Molecular Weight 612.50 g/mol
Exact Mass 612.12677620 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.29
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-hydroxy-5,10-dimethoxy-3-methyl-3-[(E)-2-(1,3,5-trihydroxy-9-oxoxanthen-2-yl)ethenyl]-2H-[1,4]dioxino[2,3-c]xanthen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9203 92.03%
Caco-2 - 0.8102 81.02%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5655 56.55%
OATP2B1 inhibitior + 0.5752 57.52%
OATP1B1 inhibitior + 0.8957 89.57%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9749 97.49%
P-glycoprotein inhibitior + 0.8535 85.35%
P-glycoprotein substrate + 0.5413 54.13%
CYP3A4 substrate + 0.7115 71.15%
CYP2C9 substrate - 0.6192 61.92%
CYP2D6 substrate - 0.8382 83.82%
CYP3A4 inhibition + 0.5576 55.76%
CYP2C9 inhibition - 0.8443 84.43%
CYP2C19 inhibition - 0.7439 74.39%
CYP2D6 inhibition - 0.7505 75.05%
CYP1A2 inhibition - 0.5052 50.52%
CYP2C8 inhibition + 0.8390 83.90%
CYP inhibitory promiscuity - 0.7101 71.01%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5841 58.41%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8854 88.54%
Skin irritation - 0.8156 81.56%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7165 71.65%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.7932 79.32%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6358 63.58%
Acute Oral Toxicity (c) III 0.6179 61.79%
Estrogen receptor binding + 0.8723 87.23%
Androgen receptor binding + 0.8373 83.73%
Thyroid receptor binding + 0.6255 62.55%
Glucocorticoid receptor binding + 0.8772 87.72%
Aromatase binding + 0.6958 69.58%
PPAR gamma + 0.7272 72.72%
Honey bee toxicity - 0.7174 71.74%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9258 92.58%

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 99.35% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 99.26% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 97.57% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.55% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.08% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.08% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 94.37% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.10% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.24% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 93.20% 94.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.92% 99.15%
CHEMBL2535 P11166 Glucose transporter 90.10% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.15% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 88.72% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.94% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.72% 96.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.43% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.29% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.47% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.59% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.99% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.25% 92.94%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 83.15% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.95% 97.09%
CHEMBL1907 P15144 Aminopeptidase N 81.82% 93.31%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.52% 95.50%
CHEMBL3194 P02766 Transthyretin 81.43% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.10% 96.09%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.04% 90.24%

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.
Mesua ferrea

Cross-Links

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PubChem 102149342
LOTUS LTS0006386
wikiData Q105225240