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[(3'R,4S,5'S,6S,6'S,8R,10E,13R,14E,16E,20R,21R,24S)-6'-[(E)-But-2-en-2-yl]-3',24-dihydroxy-21-methoxy-5',11,13-trimethyl-2-oxospiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-22-yl]methyl (E)-2-methylbut-2-enoate

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 3af095ee-04cb-42ad-bad3-7ca45a70dafe
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues > Milbemycins
IUPAC Name [(3'R,4S,5'S,6S,6'S,8R,10E,13R,14E,16E,20R,21R,24S)-6'-[(E)-but-2-en-2-yl]-3',24-dihydroxy-21-methoxy-5',11,13-trimethyl-2-oxospiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-22-yl]methyl (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H56O10/c1-9-25(5)34-27(7)17-33(41)39(50-34)20-31-19-30(49-39)15-14-24(4)16-23(3)12-11-13-29-22-46-36-35(45-8)28(21-47-37(42)26(6)10-2)18-32(38(43)48-31)40(29,36)44/h9-14,18,23,27,30-36,41,44H,15-17,19-22H2,1-8H3/b12-11+,24-14+,25-9+,26-10+,29-13+/t23-,27-,30+,31-,32?,33+,34+,35+,36+,39-,40+/m0/s1
InChI Key NSZTYARPRNHEHV-HLBMIVEKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O10
Molecular Weight 696.90 g/mol
Exact Mass 696.38734798 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.59
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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VM-44865
[(3'R,4S,5'S,6S,6'S,8R,10E,13R,14E,16E,20R,21R,24S)-6'-[(E)-But-2-en-2-yl]-3',24-dihydroxy-21-methoxy-5',11,13-trimethyl-2-oxospiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-22-yl]methyl (E)-2-methylbut-2-enoate
VM 44865
Milbemycin B, 28-deoxy-6,28-epoxy-22-hydroxy-26-((2-methyl-1-oxo-2-butenyl)oxy)-25-(1-methyl-1-propenyl)-

2D Structure

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2D Structure of [(3'R,4S,5'S,6S,6'S,8R,10E,13R,14E,16E,20R,21R,24S)-6'-[(E)-But-2-en-2-yl]-3',24-dihydroxy-21-methoxy-5',11,13-trimethyl-2-oxospiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-22-yl]methyl (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9637 96.37%
Caco-2 - 0.8376 83.76%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8079 80.79%
OATP2B1 inhibitior - 0.7214 72.14%
OATP1B1 inhibitior + 0.8257 82.57%
OATP1B3 inhibitior + 0.9585 95.85%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9815 98.15%
P-glycoprotein inhibitior + 0.8411 84.11%
P-glycoprotein substrate + 0.8350 83.50%
CYP3A4 substrate + 0.7482 74.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8995 89.95%
CYP3A4 inhibition - 0.7885 78.85%
CYP2C9 inhibition - 0.9237 92.37%
CYP2C19 inhibition - 0.9359 93.59%
CYP2D6 inhibition - 0.9560 95.60%
CYP1A2 inhibition - 0.9276 92.76%
CYP2C8 inhibition + 0.7838 78.38%
CYP inhibitory promiscuity - 0.9307 93.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Danger 0.4411 44.11%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9285 92.85%
Skin irritation - 0.5332 53.32%
Skin corrosion - 0.9421 94.21%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6622 66.22%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.7093 70.93%
skin sensitisation - 0.8926 89.26%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6110 61.10%
Acute Oral Toxicity (c) I 0.7236 72.36%
Estrogen receptor binding + 0.8144 81.44%
Androgen receptor binding + 0.7873 78.73%
Thyroid receptor binding + 0.5332 53.32%
Glucocorticoid receptor binding + 0.8154 81.54%
Aromatase binding + 0.6547 65.47%
PPAR gamma + 0.7822 78.22%
Honey bee toxicity + 0.5957 59.57%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9715 97.15%

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 98.29% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.22% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.24% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.79% 96.95%
CHEMBL1902 P62942 FK506-binding protein 1A 92.00% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.57% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.04% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.78% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.40% 97.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.03% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.41% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.97% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.49% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.48% 85.14%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.65% 85.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.87% 99.23%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.52% 86.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.16% 94.00%
CHEMBL1871 P10275 Androgen Receptor 82.10% 96.43%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.17% 90.93%
CHEMBL340 P08684 Cytochrome P450 3A4 80.75% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.43% 99.17%

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 6441186
LOTUS LTS0149869
wikiData Q105185323