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(17S)-9-hydroxy-4,5-dimethoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2,4,6,8,10,12(26)-hexaen-15-one

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 bdc8497f-13f4-4790-80b2-f860efdb612c
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (17S)-9-hydroxy-4,5-dimethoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2,4,6,8,10,12(26)-hexaen-15-one
SMILES (Canonical) COC1=C(C=C2C(=C1)C3CC(CC4N3CCCC4)OC(=O)CCC5=CC2=C(C=C5)O)OC
SMILES (Isomeric) COC1=C(C=C2C(=C1)C3C[C@H](CC4N3CCCC4)OC(=O)CCC5=CC2=C(C=C5)O)OC
InChI InChI=1S/C26H31NO5/c1-30-24-14-19-20(15-25(24)31-2)22-13-18(12-17-5-3-4-10-27(17)22)32-26(29)9-7-16-6-8-23(28)21(19)11-16/h6,8,11,14-15,17-18,22,28H,3-5,7,9-10,12-13H2,1-2H3/t17?,18-,22?/m0/s1
InChI Key CUPVWBKZXUQNOL-DKTYTTGXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H31NO5
Molecular Weight 437.50 g/mol
Exact Mass 437.22022309 g/mol
Topological Polar Surface Area (TPSA) 68.20 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.62
H-Bond Acceptor 6
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 (17S)-9-hydroxy-4,5-dimethoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2,4,6,8,10,12(26)-hexaen-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8372 83.72%
Caco-2 + 0.6448 64.48%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7794 77.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8646 86.46%
OATP1B3 inhibitior + 0.9341 93.41%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9858 98.58%
P-glycoprotein inhibitior + 0.8096 80.96%
P-glycoprotein substrate + 0.5601 56.01%
CYP3A4 substrate + 0.6785 67.85%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate + 0.5273 52.73%
CYP3A4 inhibition - 0.8133 81.33%
CYP2C9 inhibition - 0.9265 92.65%
CYP2C19 inhibition - 0.6143 61.43%
CYP2D6 inhibition - 0.5172 51.72%
CYP1A2 inhibition + 0.5773 57.73%
CYP2C8 inhibition + 0.4530 45.30%
CYP inhibitory promiscuity - 0.8507 85.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6342 63.42%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9687 96.87%
Skin irritation - 0.8057 80.57%
Skin corrosion - 0.9663 96.63%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6495 64.95%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5178 51.78%
skin sensitisation - 0.8900 89.00%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.5666 56.66%
Acute Oral Toxicity (c) III 0.7648 76.48%
Estrogen receptor binding + 0.6038 60.38%
Androgen receptor binding + 0.7604 76.04%
Thyroid receptor binding - 0.4894 48.94%
Glucocorticoid receptor binding + 0.8103 81.03%
Aromatase binding - 0.5066 50.66%
PPAR gamma - 0.6276 62.76%
Honey bee toxicity - 0.8300 83.00%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5851 58.51%
Fish aquatic toxicity + 0.6969 69.69%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.33% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.20% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.41% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.20% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.13% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.95% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.96% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.96% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.78% 99.15%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.33% 96.00%
CHEMBL2535 P11166 Glucose transporter 88.18% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.80% 85.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 87.80% 90.24%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.61% 90.71%
CHEMBL4208 P20618 Proteasome component C5 87.37% 90.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.32% 93.04%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.43% 94.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.45% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.41% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.27% 93.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.63% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.41% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.41% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.14% 94.00%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 82.00% 82.67%
CHEMBL1873 P00750 Tissue-type plasminogen activator 81.03% 93.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.27% 92.88%

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.
Lagerstroemia indica
Litsea pungens
Lythrum alatum var. lanceolatum

Cross-Links

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PubChem 5316415
NPASS NPC25692
LOTUS LTS0247471
wikiData Q105103270