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(10R)-3-hydroxy-23,24-dimethoxy-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 5d1f2a87-16c4-40a2-ae47-f643d3530049
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
IUPAC Name (10R)-3-hydroxy-23,24-dimethoxy-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) CC12CC3=C(C(=C4C(=C3)C=CC5=C4C(=O)C6=C(C5=O)OC7=CC(=C(C=C7C6=O)OC)OC)O)C(=O)N1CCO2
SMILES (Isomeric) C[C@@]12CC3=C(C(=C4C(=C3)C=CC5=C4C(=O)C6=C(C5=O)OC7=CC(=C(C=C7C6=O)OC)OC)O)C(=O)N1CCO2
InChI InChI=1S/C29H21NO9/c1-29-11-13-8-12-4-5-14-21(19(12)25(33)20(13)28(35)30(29)6-7-38-29)26(34)22-23(31)15-9-17(36-2)18(37-3)10-16(15)39-27(22)24(14)32/h4-5,8-10,33H,6-7,11H2,1-3H3/t29-/m1/s1
InChI Key ORJRBJIJTSDUCG-GDLZYMKVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H21NO9
Molecular Weight 527.50 g/mol
Exact Mass 527.12163125 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.19
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (10R)-3-hydroxy-23,24-dimethoxy-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 + 0.6909 69.09%
Caco-2 - 0.7417 74.17%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.6596 65.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8780 87.80%
OATP1B3 inhibitior + 0.9278 92.78%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8714 87.14%
P-glycoprotein inhibitior + 0.8341 83.41%
P-glycoprotein substrate + 0.7985 79.85%
CYP3A4 substrate + 0.6930 69.30%
CYP2C9 substrate + 0.6176 61.76%
CYP2D6 substrate - 0.8478 84.78%
CYP3A4 inhibition - 0.7434 74.34%
CYP2C9 inhibition - 0.8811 88.11%
CYP2C19 inhibition - 0.8064 80.64%
CYP2D6 inhibition - 0.9069 90.69%
CYP1A2 inhibition - 0.9076 90.76%
CYP2C8 inhibition + 0.5943 59.43%
CYP inhibitory promiscuity - 0.8642 86.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5681 56.81%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9263 92.63%
Skin irritation - 0.8132 81.32%
Skin corrosion - 0.9451 94.51%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5829 58.29%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8961 89.61%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5595 55.95%
Acute Oral Toxicity (c) III 0.6954 69.54%
Estrogen receptor binding + 0.7730 77.30%
Androgen receptor binding + 0.7946 79.46%
Thyroid receptor binding + 0.5777 57.77%
Glucocorticoid receptor binding + 0.8090 80.90%
Aromatase binding + 0.6473 64.73%
PPAR gamma + 0.6878 68.78%
Honey bee toxicity - 0.7793 77.93%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8433 84.33%

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 99.52% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.04% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 97.38% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.01% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.76% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.64% 89.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 94.99% 96.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.73% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 92.56% 91.49%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 91.79% 94.42%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.91% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.36% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.28% 93.99%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 88.13% 80.78%
CHEMBL1937 Q92769 Histone deacetylase 2 88.00% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.73% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.63% 99.23%
CHEMBL2056 P21728 Dopamine D1 receptor 86.56% 91.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.78% 90.71%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.55% 89.50%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 83.68% 95.53%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.65% 96.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 83.03% 95.69%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 83.01% 92.38%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.47% 96.39%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.38% 96.09%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.15% 98.00%

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.
Podophyllum peltatum

Cross-Links

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PubChem 124464535
LOTUS LTS0272717
wikiData Q105120577