1-Methoxy-2,3,7,8-dimethylenedioxyxanthone

Details

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Internal ID 8a1ec3c1-dfb0-4254-81e5-fbb1a6a76b42
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name 20-methoxy-5,7,12,16,18-pentaoxapentacyclo[11.7.0.03,11.04,8.015,19]icosa-1(20),3(11),4(8),9,13,15(19)-hexaen-2-one
SMILES (Canonical) COC1=C2C(=CC3=C1OCO3)OC4=C(C2=O)C5=C(C=C4)OCO5
SMILES (Isomeric) COC1=C2C(=CC3=C1OCO3)OC4=C(C2=O)C5=C(C=C4)OCO5
InChI InChI=1S/C16H10O7/c1-18-16-12-9(4-10-15(16)22-6-20-10)23-7-2-3-8-14(21-5-19-8)11(7)13(12)17/h2-4H,5-6H2,1H3
InChI Key PTJSZWUOJVHUMY-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H10O7
Molecular Weight 314.25 g/mol
Exact Mass 314.04265265 g/mol
Topological Polar Surface Area (TPSA) 72.40 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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1-Methoxy-2,3:7,8-bis(methylenebisoxy)xanthone
11-methoxy-12H-bis[1,3]dioxolo[4,5-a:4',5'-i]xanthen-12-one
12H-1,3-dioxolo[4,5-a][1,3]dioxolo[4,5-i]xanthen-12-one, 11-methoxy-
InChI=1/C16H10O7/c1-18-16-12-9(4-10-15(16)22-6-20-10)23-7-2-3-8-14(21-5-19-8)11(7)13(12)17/h2-4H,5-6H2,1H

2D Structure

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2D Structure of 1-Methoxy-2,3,7,8-dimethylenedioxyxanthone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9879 98.79%
Caco-2 + 0.7279 72.79%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6782 67.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9502 95.02%
OATP1B3 inhibitior + 0.9841 98.41%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.5118 51.18%
P-glycoprotein inhibitior - 0.4539 45.39%
P-glycoprotein substrate - 0.9315 93.15%
CYP3A4 substrate - 0.5398 53.98%
CYP2C9 substrate - 0.8423 84.23%
CYP2D6 substrate - 0.8020 80.20%
CYP3A4 inhibition + 0.8698 86.98%
CYP2C9 inhibition + 0.8382 83.82%
CYP2C19 inhibition + 0.9645 96.45%
CYP2D6 inhibition + 0.8946 89.46%
CYP1A2 inhibition + 0.8233 82.33%
CYP2C8 inhibition - 0.8284 82.84%
CYP inhibitory promiscuity + 0.9100 91.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Warning 0.4501 45.01%
Eye corrosion - 0.9464 94.64%
Eye irritation - 0.6063 60.63%
Skin irritation - 0.7255 72.55%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6854 68.54%
Micronuclear + 0.7974 79.74%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.6108 61.08%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.6847 68.47%
Acute Oral Toxicity (c) III 0.7708 77.08%
Estrogen receptor binding + 0.8739 87.39%
Androgen receptor binding + 0.7412 74.12%
Thyroid receptor binding + 0.5787 57.87%
Glucocorticoid receptor binding + 0.9042 90.42%
Aromatase binding + 0.8393 83.93%
PPAR gamma + 0.8083 80.83%
Honey bee toxicity - 0.8497 84.97%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.8466 84.66%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.76% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.96% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.70% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 95.29% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.57% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.69% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.05% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.80% 86.33%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 88.70% 80.96%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.96% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.83% 89.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 85.80% 82.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.04% 92.62%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.22% 85.30%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 82.80% 85.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.78% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 81.65% 94.73%
CHEMBL2535 P11166 Glucose transporter 80.51% 98.75%

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.
Bredemeyera brevifolia
Jagera pseudorhus
Linum catharticum
Myristica gigantea
Nothofagus pumilio

Cross-Links

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PubChem 637216
NPASS NPC194445
LOTUS LTS0258565
wikiData Q105214683