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Usneaxanthone A

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 57a76ac9-91b7-48a4-8aea-526886dcf042
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name methyl (4S,4aR)-4-acetyloxy-8-hydroxy-6-methyl-9-oxo-5-[(10S,11S,13R,14R)-7,10,14-trihydroxy-13-methyl-9,15-dioxo-2,16-dioxatetracyclo[9.3.2.01,10.03,8]hexadeca-3(8),4,6-trien-6-yl]-2,3,4,9a-tetrahydro-1H-xanthene-4a-carboxylate
SMILES (Canonical) CC1CC2C3(C(=O)C4=C(C=CC(=C4O)C5=C6C(=C(C=C5C)O)C(=O)C7CCCC(C7(O6)C(=O)OC)OC(=O)C)OC3(C1O)C(=O)O2)O
SMILES (Isomeric) C[C@@H]1C[C@H]2[C@]3(C(=O)C4=C(C=CC(=C4O)C5=C6C(=C(C=C5C)O)C(=O)C7CCC[C@@H]([C@@]7(O6)C(=O)OC)OC(=O)C)OC3([C@@H]1O)C(=O)O2)O
InChI InChI=1S/C33H32O14/c1-12-10-17(35)22-25(37)16-6-5-7-19(44-14(3)34)31(16,29(40)43-4)47-26(22)21(12)15-8-9-18-23(24(15)36)28(39)32(42)20-11-13(2)27(38)33(32,46-18)30(41)45-20/h8-10,13,16,19-20,27,35-36,38,42H,5-7,11H2,1-4H3/t13-,16?,19+,20+,27-,31-,32-,33?/m1/s1
InChI Key UVLXEGBUPZVCOR-PYEXSEHBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H32O14
Molecular Weight 652.60 g/mol
Exact Mass 652.17920569 g/mol
Topological Polar Surface Area (TPSA) 212.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.66
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Usneaxanthone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8980 89.80%
Caco-2 - 0.8371 83.71%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7408 74.08%
OATP2B1 inhibitior + 0.5635 56.35%
OATP1B1 inhibitior + 0.8375 83.75%
OATP1B3 inhibitior + 0.8347 83.47%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8784 87.84%
P-glycoprotein inhibitior + 0.7828 78.28%
P-glycoprotein substrate + 0.6384 63.84%
CYP3A4 substrate + 0.7202 72.02%
CYP2C9 substrate + 0.6061 60.61%
CYP2D6 substrate - 0.8519 85.19%
CYP3A4 inhibition - 0.7421 74.21%
CYP2C9 inhibition - 0.8312 83.12%
CYP2C19 inhibition - 0.8423 84.23%
CYP2D6 inhibition - 0.9372 93.72%
CYP1A2 inhibition - 0.8012 80.12%
CYP2C8 inhibition + 0.7054 70.54%
CYP inhibitory promiscuity - 0.8861 88.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4963 49.63%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.7809 78.09%
Skin corrosion - 0.9167 91.67%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.6177 61.77%
skin sensitisation - 0.8901 89.01%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6286 62.86%
Acute Oral Toxicity (c) I 0.3654 36.54%
Estrogen receptor binding + 0.7997 79.97%
Androgen receptor binding + 0.7689 76.89%
Thyroid receptor binding + 0.5546 55.46%
Glucocorticoid receptor binding + 0.8301 83.01%
Aromatase binding + 0.7022 70.22%
PPAR gamma + 0.6844 68.44%
Honey bee toxicity - 0.7623 76.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9651 96.51%

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 99.67% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.28% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.36% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.13% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.86% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.63% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.46% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.09% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.29% 99.15%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.28% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.03% 92.94%
CHEMBL4208 P20618 Proteasome component C5 89.19% 90.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.35% 90.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.25% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.92% 97.09%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.56% 82.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.96% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 84.50% 91.19%
CHEMBL261 P00915 Carbonic anhydrase I 83.96% 96.76%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.89% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.16% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.07% 93.04%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.44% 89.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.37% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.36% 97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 146683420
LOTUS LTS0014379
wikiData Q105279957