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(1R,21S,22S,23R)-22-hydroxy-11,23-dimethyl-21-propyl-24-oxa-20-azahexacyclo[19.3.1.02,19.05,18.07,16.08,13]pentacosa-2(19),3,5(18),7(16),8(13),9,11,14-octaene-6,17-dione

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 348b5737-114c-4643-97a5-0d99e8b428be
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name (1R,21S,22S,23R)-22-hydroxy-11,23-dimethyl-21-propyl-24-oxa-20-azahexacyclo[19.3.1.02,19.05,18.07,16.08,13]pentacosa-2(19),3,5(18),7(16),8(13),9,11,14-octaene-6,17-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H27NO4/c1-4-11-28-13-21(33-15(3)27(28)32)18-9-10-20-23(24(18)29-28)26(31)19-8-6-16-12-14(2)5-7-17(16)22(19)25(20)30/h5-10,12,15,21,27,29,32H,4,11,13H2,1-3H3/t15-,21-,27-,28+/m1/s1
InChI Key FRAARNLUWMVPMQ-VFEZHZOWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H27NO4
Molecular Weight 441.50 g/mol
Exact Mass 441.19400834 g/mol
Topological Polar Surface Area (TPSA) 75.60 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.10
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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SCHEMBL29884362

2D Structure

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2D Structure of (1R,21S,22S,23R)-22-hydroxy-11,23-dimethyl-21-propyl-24-oxa-20-azahexacyclo[19.3.1.02,19.05,18.07,16.08,13]pentacosa-2(19),3,5(18),7(16),8(13),9,11,14-octaene-6,17-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7970 79.70%
Caco-2 - 0.7415 74.15%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6216 62.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior + 0.9273 92.73%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9394 93.94%
P-glycoprotein inhibitior + 0.7151 71.51%
P-glycoprotein substrate + 0.6469 64.69%
CYP3A4 substrate + 0.6179 61.79%
CYP2C9 substrate - 0.8035 80.35%
CYP2D6 substrate - 0.7111 71.11%
CYP3A4 inhibition - 0.6144 61.44%
CYP2C9 inhibition - 0.8578 85.78%
CYP2C19 inhibition - 0.7742 77.42%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition - 0.7706 77.06%
CYP2C8 inhibition - 0.5599 55.99%
CYP inhibitory promiscuity - 0.8837 88.37%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5766 57.66%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9701 97.01%
Skin irritation - 0.7848 78.48%
Skin corrosion - 0.9260 92.60%
Ames mutagenesis + 0.5609 56.09%
Human Ether-a-go-go-Related Gene inhibition + 0.7720 77.20%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.6399 63.99%
skin sensitisation - 0.8523 85.23%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7173 71.73%
Acute Oral Toxicity (c) III 0.6398 63.98%
Estrogen receptor binding + 0.7915 79.15%
Androgen receptor binding + 0.8135 81.35%
Thyroid receptor binding + 0.5316 53.16%
Glucocorticoid receptor binding + 0.7812 78.12%
Aromatase binding - 0.5233 52.33%
PPAR gamma + 0.8579 85.79%
Honey bee toxicity - 0.9023 90.23%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8272 82.72%

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
CHEMBL2581 P07339 Cathepsin D 99.08% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.38% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.58% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.89% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.62% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.58% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.95% 96.95%
CHEMBL4581 P52732 Kinesin-like protein 1 91.57% 93.18%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.70% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.77% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.47% 93.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.51% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 88.22% 94.73%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.68% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.09% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 84.53% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 84.13% 90.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.90% 96.21%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.63% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.41% 86.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.36% 97.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.34% 94.00%
CHEMBL4530 P00488 Coagulation factor XIII 83.24% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.75% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.04% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.99% 93.56%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.77% 82.38%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.71% 89.62%
CHEMBL3012 Q13946 Phosphodiesterase 7A 80.53% 99.29%

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 44445374
LOTUS LTS0206406
wikiData Q105000034