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(10R)-3,24-dihydroxy-23-methoxy-10-methyl-9,20-dioxa-6-azaheptacyclo[15.12.0.02,14.04,12.06,10.019,28.021,26]nonacosa-1(17),2,4(12),13,15,19(28),21,23,25-nonaene-5,18,27,29-tetrone

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 d9f281ea-2f96-458d-85ae-f4e47a7d6bdc
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name (10R)-3,24-dihydroxy-23-methoxy-10-methyl-9,20-dioxa-6-azaheptacyclo[15.12.0.02,14.04,12.06,10.019,28.021,26]nonacosa-1(17),2,4(12),13,15,19(28),21,23,25-nonaene-5,18,27,29-tetrone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H19NO9/c1-28-10-12-7-11-3-4-13-20(18(11)24(33)19(12)27(35)29(28)5-6-37-28)25(34)21-22(31)14-8-15(30)17(36-2)9-16(14)38-26(21)23(13)32/h3-4,7-9,30,33H,5-6,10H2,1-2H3/t28-/m1/s1
InChI Key GWCSYVFHHXZWAC-MUUNZHRXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H19NO9
Molecular Weight 513.40 g/mol
Exact Mass 513.10598118 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (10R)-3,24-dihydroxy-23-methoxy-10-methyl-9,20-dioxa-6-azaheptacyclo[15.12.0.02,14.04,12.06,10.019,28.021,26]nonacosa-1(17),2,4(12),13,15,19(28),21,23,25-nonaene-5,18,27,29-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6402 64.02%
Caco-2 - 0.8027 80.27%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.6925 69.25%
OATP2B1 inhibitior - 0.7137 71.37%
OATP1B1 inhibitior + 0.8833 88.33%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7126 71.26%
P-glycoprotein inhibitior + 0.7701 77.01%
P-glycoprotein substrate + 0.7820 78.20%
CYP3A4 substrate + 0.6933 69.33%
CYP2C9 substrate + 0.6176 61.76%
CYP2D6 substrate - 0.8478 84.78%
CYP3A4 inhibition - 0.8324 83.24%
CYP2C9 inhibition - 0.8743 87.43%
CYP2C19 inhibition - 0.7269 72.69%
CYP2D6 inhibition - 0.9023 90.23%
CYP1A2 inhibition - 0.8872 88.72%
CYP2C8 inhibition + 0.6148 61.48%
CYP inhibitory promiscuity - 0.8386 83.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5753 57.53%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9079 90.79%
Skin irritation - 0.8105 81.05%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5687 56.87%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8888 88.88%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.4798 47.98%
Acute Oral Toxicity (c) III 0.6758 67.58%
Estrogen receptor binding + 0.7746 77.46%
Androgen receptor binding + 0.7978 79.78%
Thyroid receptor binding + 0.5149 51.49%
Glucocorticoid receptor binding + 0.8306 83.06%
Aromatase binding + 0.6585 65.85%
PPAR gamma + 0.6808 68.08%
Honey bee toxicity - 0.7690 76.90%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8569 85.69%

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 99.74% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.13% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.95% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 96.53% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.52% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 95.05% 91.49%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 94.93% 96.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.79% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.59% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.80% 92.94%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 91.81% 80.78%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 91.47% 94.42%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.40% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.61% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 88.50% 94.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.04% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.90% 99.23%
CHEMBL2056 P21728 Dopamine D1 receptor 86.82% 91.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.12% 90.71%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 84.76% 95.53%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.76% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.40% 99.15%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.39% 96.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.65% 96.39%
CHEMBL1255126 O15151 Protein Mdm4 82.63% 90.20%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.51% 94.45%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.49% 89.50%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.47% 98.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.89% 95.83%

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 163069243
LOTUS LTS0077672
wikiData Q105022206