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(1S,9S,12R,15R,16E,20E,23S,24R,27S)-12-[(2S)-1-[(1R,2R,3R,4R)-2,4-dihydroxy-3-methoxycyclohexyl]propan-2-yl]-1-hydroxy-15,23,27-trimethyl-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 0b6dd8e2-f2b6-4933-88f5-5bcfeb6a24c0
Taxonomy Phenylpropanoids and polyketides > Macrolide lactams
IUPAC Name (1S,9S,12R,15R,16E,20E,23S,24R,27S)-12-[(2S)-1-[(1R,2R,3R,4R)-2,4-dihydroxy-3-methoxycyclohexyl]propan-2-yl]-1-hydroxy-15,23,27-trimethyl-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/C38H59NO10/c1-23-12-8-6-7-9-14-29(40)26(4)32-20-16-25(3)38(46,49-32)35(43)36(44)39-21-11-10-13-28(39)37(45)48-31(19-15-23)24(2)22-27-17-18-30(41)34(47-5)33(27)42/h8-9,12,14,23-28,30-34,41-42,46H,6-7,10-11,13,15-22H2,1-5H3/b12-8+,14-9+/t23-,24-,25-,26+,27+,28-,30+,31+,32+,33+,34+,38-/m0/s1
InChI Key WQOGIWKBLAOFFT-FMPMCVIVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H59NO10
Molecular Weight 689.90 g/mol
Exact Mass 689.41389708 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.05
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,9S,12R,15R,16E,20E,23S,24R,27S)-12-[(2S)-1-[(1R,2R,3R,4R)-2,4-dihydroxy-3-methoxycyclohexyl]propan-2-yl]-1-hydroxy-15,23,27-trimethyl-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 - 0.8755 87.55%
Caco-2 - 0.8467 84.67%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5558 55.58%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8450 84.50%
OATP1B3 inhibitior + 0.9151 91.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9561 95.61%
P-glycoprotein inhibitior + 0.7545 75.45%
P-glycoprotein substrate + 0.7640 76.40%
CYP3A4 substrate + 0.7154 71.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8983 89.83%
CYP3A4 inhibition - 0.8811 88.11%
CYP2C9 inhibition - 0.8845 88.45%
CYP2C19 inhibition - 0.8905 89.05%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.9434 94.34%
CYP2C8 inhibition + 0.5797 57.97%
CYP inhibitory promiscuity - 0.9700 97.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5493 54.93%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9330 93.30%
Skin irritation - 0.7605 76.05%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6453 64.53%
Human Ether-a-go-go-Related Gene inhibition + 0.6525 65.25%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.5512 55.12%
skin sensitisation - 0.8899 88.99%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.5930 59.30%
Acute Oral Toxicity (c) III 0.5886 58.86%
Estrogen receptor binding + 0.8495 84.95%
Androgen receptor binding + 0.7261 72.61%
Thyroid receptor binding - 0.5061 50.61%
Glucocorticoid receptor binding + 0.6940 69.40%
Aromatase binding + 0.5608 56.08%
PPAR gamma + 0.6740 67.40%
Honey bee toxicity - 0.6970 69.70%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity - 0.3634 36.34%

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 98.46% 96.09%
CHEMBL1902 P62942 FK506-binding protein 1A 97.00% 97.05%
CHEMBL2581 P07339 Cathepsin D 96.57% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.17% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.60% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.90% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.73% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.11% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.36% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.28% 93.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.16% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.98% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.24% 99.23%
CHEMBL4040 P28482 MAP kinase ERK2 84.70% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.53% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.49% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.66% 90.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.64% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.78% 91.07%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.82% 93.04%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.16% 97.28%
CHEMBL4208 P20618 Proteasome component C5 81.12% 90.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.28% 92.50%

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 162875480
LOTUS LTS0145668
wikiData Q105310884