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(1R,3'R,4S,5'S,6S,6'S,8R,10Z,12R,13S,14Z,16Z,20R,21R,24S)-6'-[(E)-but-2-en-2-yl]-3',12,24-trihydroxy-21-methoxy-5',11,13,22-tetramethylspiro[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 e60c5dac-0764-4ee7-bdbf-224eccb91497
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues > Milbemycins
IUPAC Name (1R,3'R,4S,5'S,6S,6'S,8R,10Z,12R,13S,14Z,16Z,20R,21R,24S)-6'-[(E)-but-2-en-2-yl]-3',12,24-trihydroxy-21-methoxy-5',11,13,22-tetramethylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one
SMILES (Canonical) CC=C(C)C1C(CC(C2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5OC)C)C(=O)O3)O)C)O)C)O)C
SMILES (Isomeric) C/C=C(\C)/[C@@H]1[C@H](C[C@H]([C@@]2(O1)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]5OC)C)C(=O)O3)O)C)O)/C)O)C
InChI InChI=1S/C35H50O9/c1-8-19(2)30-23(6)15-28(36)34(44-30)17-26-16-25(43-34)13-12-21(4)29(37)20(3)10-9-11-24-18-41-32-31(40-7)22(5)14-27(33(38)42-26)35(24,32)39/h8-12,14,20,23,25-32,36-37,39H,13,15-18H2,1-7H3/b10-9-,19-8+,21-12-,24-11-/t20-,23-,25+,26-,27-,28+,29+,30+,31+,32+,34-,35+/m0/s1
InChI Key GDYDDJBUQFLUBD-FZGXGROBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H50O9
Molecular Weight 614.80 g/mol
Exact Mass 614.34548317 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 4.08
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3'R,4S,5'S,6S,6'S,8R,10Z,12R,13S,14Z,16Z,20R,21R,24S)-6'-[(E)-but-2-en-2-yl]-3',12,24-trihydroxy-21-methoxy-5',11,13,22-tetramethylspiro[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 + 0.9838 98.38%
Caco-2 - 0.8191 81.91%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7879 78.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8534 85.34%
OATP1B3 inhibitior + 0.9641 96.41%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9102 91.02%
P-glycoprotein inhibitior + 0.8086 80.86%
P-glycoprotein substrate + 0.8007 80.07%
CYP3A4 substrate + 0.7311 73.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.8162 81.62%
CYP2C9 inhibition - 0.9259 92.59%
CYP2C19 inhibition - 0.9369 93.69%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.8709 87.09%
CYP2C8 inhibition + 0.6875 68.75%
CYP inhibitory promiscuity - 0.9188 91.88%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4637 46.37%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9376 93.76%
Skin irritation - 0.5204 52.04%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4311 43.11%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.7198 71.98%
skin sensitisation - 0.8772 87.72%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6316 63.16%
Acute Oral Toxicity (c) I 0.6399 63.99%
Estrogen receptor binding + 0.7509 75.09%
Androgen receptor binding + 0.7903 79.03%
Thyroid receptor binding - 0.5291 52.91%
Glucocorticoid receptor binding + 0.7498 74.98%
Aromatase binding + 0.6158 61.58%
PPAR gamma + 0.6838 68.38%
Honey bee toxicity + 0.6462 64.62%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9658 96.58%

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 96.64% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.56% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.60% 96.77%
CHEMBL4040 P28482 MAP kinase ERK2 92.89% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.76% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.88% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.18% 96.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.13% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.00% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.00% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.48% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 86.10% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.25% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.07% 97.09%
CHEMBL1871 P10275 Androgen Receptor 85.05% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.05% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.54% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.32% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.63% 93.40%

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 139585159
LOTUS LTS0206496
wikiData Q77384981