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(E)-4-[(2R,4S,5R,6S)-4-hydroxy-2-[(2S,3R,4S)-3-hydroxy-4-[(3S,4E,6E,9S,10R,11R,12E,14E)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl]-5-methyl-6-propan-2-yloxan-2-yl]oxy-4-oxobut-2-enoic acid

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 1d894643-c7f8-4aef-abd4-afbae8465603
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (E)-4-[(2R,4S,5R,6S)-4-hydroxy-2-[(2S,3R,4S)-3-hydroxy-4-[(3S,4E,6E,9S,10R,11R,12E,14E)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl]-5-methyl-6-propan-2-yloxan-2-yl]oxy-4-oxobut-2-enoic acid
SMILES (Canonical) CC1CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C2(CC(C(C(O2)C(C)C)C)O)OC(=O)C=CC(=O)O)O)OC)C
SMILES (Isomeric) C[C@H]1C/C(=C/C=C/[C@@H](C(OC(=O)/C(=C\C(=C\[C@H]([C@@H]1O)C)\C)/OC)[C@@H](C)[C@H]([C@H](C)[C@@]2(C[C@@H]([C@H]([C@@H](O2)C(C)C)C)O)OC(=O)/C=C/C(=O)O)O)OC)/C
InChI InChI=1S/C39H60O12/c1-21(2)36-26(7)29(40)20-39(51-36,50-33(43)16-15-32(41)42)28(9)35(45)27(8)37-30(47-10)14-12-13-22(3)17-24(5)34(44)25(6)18-23(4)19-31(48-11)38(46)49-37/h12-16,18-19,21,24-30,34-37,40,44-45H,17,20H2,1-11H3,(H,41,42)/b14-12+,16-15+,22-13+,23-18+,31-19+/t24-,25+,26+,27-,28-,29-,30-,34+,35+,36-,37?,39-/m0/s1
InChI Key HAFSSGYIYXVYSC-SHWWRQFGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H60O12
Molecular Weight 720.90 g/mol
Exact Mass 720.40847734 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 4.88
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-4-[(2R,4S,5R,6S)-4-hydroxy-2-[(2S,3R,4S)-3-hydroxy-4-[(3S,4E,6E,9S,10R,11R,12E,14E)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl]-5-methyl-6-propan-2-yloxan-2-yl]oxy-4-oxobut-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8285 82.85%
Caco-2 - 0.8502 85.02%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6435 64.35%
OATP2B1 inhibitior - 0.7079 70.79%
OATP1B1 inhibitior + 0.8319 83.19%
OATP1B3 inhibitior + 0.9258 92.58%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9033 90.33%
P-glycoprotein inhibitior + 0.7716 77.16%
P-glycoprotein substrate + 0.7319 73.19%
CYP3A4 substrate + 0.7074 70.74%
CYP2C9 substrate - 0.6440 64.40%
CYP2D6 substrate - 0.8879 88.79%
CYP3A4 inhibition - 0.8892 88.92%
CYP2C9 inhibition - 0.8825 88.25%
CYP2C19 inhibition - 0.8524 85.24%
CYP2D6 inhibition - 0.9199 91.99%
CYP1A2 inhibition - 0.9313 93.13%
CYP2C8 inhibition + 0.7116 71.16%
CYP inhibitory promiscuity - 0.9701 97.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.5901 59.01%
Eye corrosion - 0.9812 98.12%
Eye irritation - 0.9143 91.43%
Skin irritation - 0.6775 67.75%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6453 64.53%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7825 78.25%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7343 73.43%
Acute Oral Toxicity (c) III 0.5471 54.71%
Estrogen receptor binding + 0.7971 79.71%
Androgen receptor binding + 0.6542 65.42%
Thyroid receptor binding + 0.6140 61.40%
Glucocorticoid receptor binding + 0.8088 80.88%
Aromatase binding + 0.6115 61.15%
PPAR gamma + 0.7368 73.68%
Honey bee toxicity - 0.6611 66.11%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.8197 81.97%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.45% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.85% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.95% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.39% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.19% 94.80%
CHEMBL2535 P11166 Glucose transporter 90.49% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.39% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.91% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.45% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.24% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.04% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 87.02% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.57% 93.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.92% 94.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.96% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.04% 97.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.80% 97.21%
CHEMBL2581 P07339 Cathepsin D 83.78% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.22% 97.36%
CHEMBL1902 P62942 FK506-binding protein 1A 80.99% 97.05%
CHEMBL5028 O14672 ADAM10 80.83% 97.50%
CHEMBL4208 P20618 Proteasome component C5 80.61% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.10% 93.00%

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 163190986
LOTUS LTS0219773
wikiData Q105024846