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(1S,2R,5S,7R,9R,10S,14R,15S,19R)-19-[(E)-but-1-enyl]-15-hydroxy-7-[(2R,3R,4R,5R,6S)-4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl]oxy-14-methyl-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-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 833faf6e-0023-4973-95bd-01ac05df49ad
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,2R,5S,7R,9R,10S,14R,15S,19R)-19-[(E)-but-1-enyl]-15-hydroxy-7-[(2R,3R,4R,5R,6S)-4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl]oxy-14-methyl-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione
SMILES (Canonical) CCC=CC1CCCC(C(C(=O)C2=CC3C4CC(CC4C=CC3C2CC(=O)O1)OC5C(C(C(C(O5)C)OC)O)OC)C)O
SMILES (Isomeric) CC/C=C/[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C=C[C@H]3[C@@H]2CC(=O)O1)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)O)OC)C)O
InChI InChI=1S/C34H50O9/c1-6-7-9-21-10-8-11-28(35)18(2)30(37)27-16-25-23(26(27)17-29(36)42-21)13-12-20-14-22(15-24(20)25)43-34-33(40-5)31(38)32(39-4)19(3)41-34/h7,9,12-13,16,18-26,28,31-35,38H,6,8,10-11,14-15,17H2,1-5H3/b9-7+/t18-,19+,20-,21+,22-,23-,24-,25-,26+,28+,31-,32+,33-,34+/m1/s1
InChI Key AWOCISVPXCEUEW-RGIPFUDLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O9
Molecular Weight 602.80 g/mol
Exact Mass 602.34548317 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.91
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5S,7R,9R,10S,14R,15S,19R)-19-[(E)-but-1-enyl]-15-hydroxy-7-[(2R,3R,4R,5R,6S)-4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl]oxy-14-methyl-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9668 96.68%
Caco-2 - 0.8132 81.32%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8042 80.42%
OATP2B1 inhibitior - 0.8660 86.60%
OATP1B1 inhibitior + 0.7750 77.50%
OATP1B3 inhibitior + 0.9173 91.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9183 91.83%
P-glycoprotein inhibitior + 0.7089 70.89%
P-glycoprotein substrate + 0.6519 65.19%
CYP3A4 substrate + 0.7027 70.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9038 90.38%
CYP3A4 inhibition - 0.6715 67.15%
CYP2C9 inhibition - 0.9003 90.03%
CYP2C19 inhibition - 0.8622 86.22%
CYP2D6 inhibition - 0.9062 90.62%
CYP1A2 inhibition - 0.8743 87.43%
CYP2C8 inhibition + 0.6422 64.22%
CYP inhibitory promiscuity - 0.8836 88.36%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5730 57.30%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9387 93.87%
Skin irritation - 0.5422 54.22%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7417 74.17%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5945 59.45%
skin sensitisation - 0.8875 88.75%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7506 75.06%
Acute Oral Toxicity (c) II 0.3999 39.99%
Estrogen receptor binding + 0.8090 80.90%
Androgen receptor binding + 0.6394 63.94%
Thyroid receptor binding - 0.6216 62.16%
Glucocorticoid receptor binding + 0.6409 64.09%
Aromatase binding + 0.5245 52.45%
PPAR gamma + 0.5886 58.86%
Honey bee toxicity - 0.5066 50.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9537 95.37%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.78% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.05% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.44% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.16% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.17% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.10% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.32% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.65% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.92% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.92% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.91% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.95% 89.34%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.79% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 82.48% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.42% 99.17%
CHEMBL1902 P62942 FK506-binding protein 1A 82.37% 97.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.95% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 81.24% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.11% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.99% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.63% 95.89%
CHEMBL3974 P25116 Proteinase-activated receptor 1 80.16% 97.78%

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 162902014
LOTUS LTS0165822
wikiData Q104920153