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(1S,9S,12S,15R,16E,20E,23R,24R,27S)-12-[(2S)-1-[(1S,3S,4S)-3,4-dihydroxycyclohexyl]propan-2-yl]-1-hydroxy-15-(hydroxymethyl)-23,27-dimethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacosa-16,20-diene-2,3,10,22-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 d371dc59-99a5-40cd-8ba3-95359da2ebd6
Taxonomy Phenylpropanoids and polyketides > Macrolide lactams
IUPAC Name (1S,9S,12S,15R,16E,20E,23R,24R,27S)-12-[(2S)-1-[(1S,3S,4S)-3,4-dihydroxycyclohexyl]propan-2-yl]-1-hydroxy-15-(hydroxymethyl)-23,27-dimethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacosa-16,20-diene-2,3,10,22-tetrone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H57NO10/c1-23(20-27-14-16-30(41)31(42)21-27)32-18-15-26(22-39)10-6-4-5-7-12-29(40)25(3)33-17-13-24(2)37(46,48-33)34(43)35(44)38-19-9-8-11-28(38)36(45)47-32/h6-7,10,12,23-28,30-33,39,41-42,46H,4-5,8-9,11,13-22H2,1-3H3/b10-6+,12-7+/t23-,24-,25-,26-,27-,28-,30-,31-,32-,33+,37-/m0/s1
InChI Key XFSKSHSLHKELSA-JJBYKRDHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H57NO10
Molecular Weight 675.80 g/mol
Exact Mass 675.39824702 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,9S,12S,15R,16E,20E,23R,24R,27S)-12-[(2S)-1-[(1S,3S,4S)-3,4-dihydroxycyclohexyl]propan-2-yl]-1-hydroxy-15-(hydroxymethyl)-23,27-dimethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacosa-16,20-diene-2,3,10,22-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8123 81.23%
Caco-2 - 0.8481 84.81%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6099 60.99%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8370 83.70%
OATP1B3 inhibitior + 0.9165 91.65%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9223 92.23%
P-glycoprotein inhibitior + 0.7038 70.38%
P-glycoprotein substrate + 0.7711 77.11%
CYP3A4 substrate + 0.7128 71.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8935 89.35%
CYP3A4 inhibition - 0.7014 70.14%
CYP2C9 inhibition - 0.9338 93.38%
CYP2C19 inhibition - 0.9252 92.52%
CYP2D6 inhibition - 0.9462 94.62%
CYP1A2 inhibition - 0.9440 94.40%
CYP2C8 inhibition + 0.5680 56.80%
CYP inhibitory promiscuity - 0.9889 98.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4695 46.95%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9361 93.61%
Skin irritation - 0.7594 75.94%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.6369 63.69%
Human Ether-a-go-go-Related Gene inhibition + 0.6824 68.24%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.6428 64.28%
skin sensitisation - 0.8822 88.22%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.7441 74.41%
Acute Oral Toxicity (c) III 0.6241 62.41%
Estrogen receptor binding + 0.8451 84.51%
Androgen receptor binding + 0.7236 72.36%
Thyroid receptor binding - 0.5611 56.11%
Glucocorticoid receptor binding + 0.6505 65.05%
Aromatase binding + 0.5379 53.79%
PPAR gamma + 0.6048 60.48%
Honey bee toxicity - 0.7039 70.39%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity - 0.3794 37.94%

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 98.14% 96.09%
CHEMBL1902 P62942 FK506-binding protein 1A 97.36% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.57% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.24% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.52% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.31% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.91% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.21% 85.14%
CHEMBL237 P41145 Kappa opioid receptor 88.89% 98.10%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.38% 93.04%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 87.15% 96.03%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.80% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.44% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.88% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.63% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.44% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.10% 96.90%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.63% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.63% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.61% 97.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.64% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.26% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.12% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 82.28% 95.93%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.54% 98.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.24% 96.61%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.24% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.12% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162987884
LOTUS LTS0112936
wikiData Q105327254