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(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'S,24'S)-24'-hydroxy-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethyl-2-propan-2-ylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2',21'-dione

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 8ba23a0d-936e-488c-8273-46ff06a94867
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'S,24'S)-24'-hydroxy-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethyl-2-propan-2-ylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2',21'-dione
SMILES (Canonical) CC1C=CC=C2COC3C2(C(C=C(C3=O)C)C(=O)OC4CC(CC=C(C1OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)O)OC)OC)C)OC7(C4)C=CC(C(O7)C(C)C)C)O
SMILES (Isomeric) C[C@H]1/C=C/C=C/2\CO[C@H]3[C@@]2([C@@H](C=C(C3=O)C)C(=O)O[C@H]4C[C@@H](C/C=C(/[C@H]1O[C@H]5C[C@@H]([C@H]([C@@H](O5)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O)OC)OC)\C)O[C@]7(C4)C=C[C@@H]([C@H](O7)C(C)C)C)O
InChI InChI=1S/C47H68O14/c1-24(2)41-27(5)16-17-46(61-41)22-33-19-32(60-46)15-14-26(4)42(25(3)12-11-13-31-23-54-44-39(48)28(6)18-34(45(50)57-33)47(31,44)51)58-38-21-36(53-10)43(30(8)56-38)59-37-20-35(52-9)40(49)29(7)55-37/h11-14,16-18,24-25,27,29-30,32-38,40-44,49,51H,15,19-23H2,1-10H3/b12-11+,26-14+,31-13+/t25-,27-,29-,30-,32+,33-,34-,35-,36-,37-,38-,40-,41+,42-,43-,44+,46+,47+/m0/s1
InChI Key WCXULYIAZPKYRQ-FOHZVXMDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H68O14
Molecular Weight 857.00 g/mol
Exact Mass 856.46090684 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.20
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9743 97.43%
Caco-2 - 0.8659 86.59%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8593 85.93%
OATP2B1 inhibitior - 0.8749 87.49%
OATP1B1 inhibitior + 0.8723 87.23%
OATP1B3 inhibitior + 0.8724 87.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8114 81.14%
BSEP inhibitior + 0.9853 98.53%
P-glycoprotein inhibitior + 0.7835 78.35%
P-glycoprotein substrate + 0.8970 89.70%
CYP3A4 substrate + 0.7391 73.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8985 89.85%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8419 84.19%
CYP2C19 inhibition - 0.9042 90.42%
CYP2D6 inhibition - 0.9204 92.04%
CYP1A2 inhibition - 0.8548 85.48%
CYP2C8 inhibition + 0.6869 68.69%
CYP inhibitory promiscuity - 0.8490 84.90%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4858 48.58%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9113 91.13%
Skin irritation - 0.6497 64.97%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6821 68.21%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.7073 70.73%
skin sensitisation - 0.8177 81.77%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7496 74.96%
Acute Oral Toxicity (c) I 0.5234 52.34%
Estrogen receptor binding + 0.8556 85.56%
Androgen receptor binding + 0.8099 80.99%
Thyroid receptor binding + 0.5456 54.56%
Glucocorticoid receptor binding + 0.7747 77.47%
Aromatase binding + 0.6006 60.06%
PPAR gamma + 0.7668 76.68%
Honey bee toxicity + 0.7983 79.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9482 94.82%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.54% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.99% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.65% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.86% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.54% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.32% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.15% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.04% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.75% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.32% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.19% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.34% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.10% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.39% 86.33%
CHEMBL1871 P10275 Androgen Receptor 86.30% 96.43%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.67% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.58% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.53% 97.36%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.99% 96.47%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.72% 97.21%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.71% 92.78%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.49% 96.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.41% 96.00%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 83.28% 92.67%
CHEMBL2581 P07339 Cathepsin D 83.27% 98.95%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 81.93% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.50% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.25% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.04% 97.28%
CHEMBL4208 P20618 Proteasome component C5 81.04% 90.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.85% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.65% 100.00%

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 163059766
LOTUS LTS0238084
wikiData Q105302161