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Acremoxanthone 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 4579a305-dd81-4ef5-9677-7c9fd9016b1d
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name methyl (1R,17S,27S)-27-acetyloxy-10,15,20,22-tetrahydroxy-24-methyl-13,18-dioxo-6-oxaheptacyclo[15.10.2.01,19.03,16.05,14.07,12.021,26]nonacosa-3,5(14),7(12),8,10,15,19,21(26),22,24,28-undecaene-11-carboxylate
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=C3C(=O)C4C=CC3(C2OC(=O)C)CC5=CC6=C(C(=C45)O)C(=O)C7=C(O6)C=CC(=C7C(=O)OC)O)O
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=C3C(=O)[C@H]4C=C[C@]3([C@H]2OC(=O)C)CC5=CC6=C(C(=C45)O)C(=O)C7=C(O6)C=CC(=C7C(=O)OC)O)O
InChI InChI=1S/C33H24O11/c1-12-8-16-22(18(36)9-12)30(40)26-27(37)15-6-7-33(26,31(16)43-13(2)34)11-14-10-20-25(28(38)21(14)15)29(39)24-19(44-20)5-4-17(35)23(24)32(41)42-3/h4-10,15,31,35-36,38,40H,11H2,1-3H3/t15-,31-,33-/m0/s1
InChI Key OAXFNCJZWGXQMP-RXKIPKFJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H24O11
Molecular Weight 596.50 g/mol
Exact Mass 596.13186158 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.51
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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methyl (1R,17S,27S)-27-acetyloxy-10,15,20,22-tetrahydroxy-24-methyl-13,18-dioxo-6-oxaheptacyclo[15.10.2.01,19.03,16.05,14.07,12.021,26]nonacosa-3,5(14),7(12),8,10,15,19,21(26),22,24,28-undecaene-11-carboxylate
Methyl (1R,17S,27S)-27-(acetyloxy)-10,15,20,22-tetrahydroxy-24-methyl-13,18-dioxo-6-oxaheptacyclo(15.10.2.0,.0,.0,.0,.0,)nonacosa-3,5(14),7(12),8,10,15,19,21(26),22,24,28-undecaene-11-carboxylic acid
Methyl (1R,17S,27S)-27-(acetyloxy)-10,15,20,22-tetrahydroxy-24-methyl-13,18-dioxo-6-oxaheptacyclo[15.10.2.0,.0,.0,.0,.0,]nonacosa-3,5(14),7(12),8,10,15,19,21(26),22,24,28-undecaene-11-carboxylic acid
methyl (1R,17S,27S)-27-acetyloxy-10,15,20,22-tetrahydroxy-24-methyl-13,18-dioxo-6-oxaheptacyclo(15.10.2.01,19.03,16.05,14.07,12.021,26)nonacosa-3,5(14),7(12),8,10,15,19,21(26),22,24,28-undecaene-11-carboxylate
RefChem:109380
CHEBI:213683

2D Structure

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2D Structure of Acremoxanthone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9345 93.45%
Caco-2 - 0.8372 83.72%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6583 65.83%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior + 0.8332 83.32%
OATP1B3 inhibitior + 0.9226 92.26%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9870 98.70%
P-glycoprotein inhibitior + 0.7678 76.78%
P-glycoprotein substrate + 0.6207 62.07%
CYP3A4 substrate + 0.7260 72.60%
CYP2C9 substrate - 0.5755 57.55%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.6981 69.81%
CYP2C9 inhibition - 0.6038 60.38%
CYP2C19 inhibition - 0.6068 60.68%
CYP2D6 inhibition - 0.8404 84.04%
CYP1A2 inhibition - 0.5290 52.90%
CYP2C8 inhibition + 0.7510 75.10%
CYP inhibitory promiscuity + 0.6241 62.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.5229 52.29%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.8839 88.39%
Skin irritation - 0.6789 67.89%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis + 0.6236 62.36%
Human Ether-a-go-go-Related Gene inhibition + 0.8652 86.52%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8471 84.71%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5511 55.11%
Acute Oral Toxicity (c) I 0.3327 33.27%
Estrogen receptor binding + 0.8324 83.24%
Androgen receptor binding + 0.7394 73.94%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8466 84.66%
Aromatase binding + 0.5806 58.06%
PPAR gamma + 0.7221 72.21%
Honey bee toxicity - 0.7128 71.28%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9892 98.92%

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 99.86% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.53% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 97.21% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.30% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.91% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.15% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.70% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.62% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.23% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 88.16% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.09% 95.89%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 86.65% 93.65%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.52% 94.42%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.53% 96.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.74% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 82.73% 94.73%
CHEMBL5028 O14672 ADAM10 82.67% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.59% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.88% 91.07%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.27% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.16% 99.15%

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 25194980
LOTUS LTS0205245
wikiData Q105188877