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(1R,4R,5'S,6S,6'R,8R,10E,12R,13S,14E,16E,20R,21R,24S)-12,21,24-trihydroxy-5',11,13,22-tetramethyl-6'-propan-2-ylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-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 482eec70-be33-497b-9e15-380f51c8d1d0
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues > Milbemycins
IUPAC Name (1R,4R,5'S,6S,6'R,8R,10E,12R,13S,14E,16E,20R,21R,24S)-12,21,24-trihydroxy-5',11,13,22-tetramethyl-6'-propan-2-ylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one
SMILES (Canonical) CC1CCC2(CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O)C)C(=O)O3)O)C)O)C)OC1C(C)C
SMILES (Isomeric) C[C@H]1CC[C@@]2(C[C@H]3C[C@H](O2)C/C=C(/[C@@H]([C@H](/C=C/C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O)C)C(=O)O3)O)C)O)\C)O[C@@H]1C(C)C
InChI InChI=1S/C33H48O8/c1-18(2)29-21(5)12-13-32(41-29)16-25-15-24(40-32)11-10-20(4)27(34)19(3)8-7-9-23-17-38-30-28(35)22(6)14-26(31(36)39-25)33(23,30)37/h7-10,14,18-19,21,24-30,34-35,37H,11-13,15-17H2,1-6H3/b8-7+,20-10+,23-9+/t19-,21-,24+,25+,26-,27+,28+,29+,30+,32-,33+/m0/s1
InChI Key UBVLPDBSWIZGLP-OAMIPTNOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H48O8
Molecular Weight 572.70 g/mol
Exact Mass 572.33491849 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.14
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,5'S,6S,6'R,8R,10E,12R,13S,14E,16E,20R,21R,24S)-12,21,24-trihydroxy-5',11,13,22-tetramethyl-6'-propan-2-ylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9631 96.31%
Caco-2 - 0.8302 83.02%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8684 86.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8853 88.53%
OATP1B3 inhibitior + 0.9091 90.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7839 78.39%
P-glycoprotein inhibitior + 0.7017 70.17%
P-glycoprotein substrate + 0.7991 79.91%
CYP3A4 substrate + 0.7127 71.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.9179 91.79%
CYP2C9 inhibition - 0.8944 89.44%
CYP2C19 inhibition - 0.9380 93.80%
CYP2D6 inhibition - 0.9314 93.14%
CYP1A2 inhibition - 0.8521 85.21%
CYP2C8 inhibition + 0.6409 64.09%
CYP inhibitory promiscuity - 0.8963 89.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4735 47.35%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9404 94.04%
Skin irritation + 0.5299 52.99%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3751 37.51%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.8073 80.73%
skin sensitisation - 0.8642 86.42%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7197 71.97%
Acute Oral Toxicity (c) III 0.8098 80.98%
Estrogen receptor binding + 0.7959 79.59%
Androgen receptor binding + 0.7798 77.98%
Thyroid receptor binding - 0.5249 52.49%
Glucocorticoid receptor binding + 0.7988 79.88%
Aromatase binding + 0.7068 70.68%
PPAR gamma + 0.6565 65.65%
Honey bee toxicity + 0.8162 81.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9823 98.23%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.76% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.75% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.61% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.03% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.84% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.72% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.41% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.92% 89.00%
CHEMBL1871 P10275 Androgen Receptor 87.53% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.39% 96.61%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.26% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.05% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.37% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.07% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.67% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.97% 94.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.09% 96.47%
CHEMBL1937 Q92769 Histone deacetylase 2 83.03% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.69% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.33% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.52% 93.04%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.94% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.24% 97.14%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.17% 86.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.10% 100.00%

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 163106135
LOTUS LTS0265149
wikiData Q105269688