(15R,16Z,17R)-16-ethylidene-4-hydroxy-15-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10,14,20-tetraoxatetracyclo[21.2.2.13,7.012,17]octacosa-1(25),3,5,7(28),12,23,26-heptaene-11,19-dione

Details

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Internal ID a5a12c48-f97a-465c-9f4c-37f90c44c640
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (15R,16Z,17R)-16-ethylidene-4-hydroxy-15-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10,14,20-tetraoxatetracyclo[21.2.2.13,7.012,17]octacosa-1(25),3,5,7(28),12,23,26-heptaene-11,19-dione
SMILES (Canonical) CC=C1C2CC(=O)OCCC3=CC=C(C=C3)OC4=C(C=CC(=C4)CCOC(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)O
SMILES (Isomeric) C/C=C\1/[C@H]2CC(=O)OCCC3=CC=C(C=C3)OC4=C(C=CC(=C4)CCOC(=O)C2=CO[C@@H]1O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)CO)O)O)O)O
InChI InChI=1S/C32H36O13/c1-2-20-21-14-26(35)40-11-9-17-3-6-19(7-4-17)43-24-13-18(5-8-23(24)34)10-12-41-30(39)22(21)16-42-31(20)45-32-29(38)28(37)27(36)25(15-33)44-32/h2-8,13,16,21,25,27-29,31-34,36-38H,9-12,14-15H2,1H3/b20-2-/t21-,25+,27+,28-,29+,31-,32-/m1/s1
InChI Key YRQNFHSTTZXQBU-DSJXSXFNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H36O13
Molecular Weight 628.60 g/mol
Exact Mass 628.21559120 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.38
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (15R,16Z,17R)-16-ethylidene-4-hydroxy-15-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10,14,20-tetraoxatetracyclo[21.2.2.13,7.012,17]octacosa-1(25),3,5,7(28),12,23,26-heptaene-11,19-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5907 59.07%
Caco-2 - 0.8999 89.99%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8723 87.23%
OATP2B1 inhibitior - 0.8558 85.58%
OATP1B1 inhibitior + 0.8420 84.20%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8849 88.49%
P-glycoprotein inhibitior + 0.6573 65.73%
P-glycoprotein substrate - 0.5528 55.28%
CYP3A4 substrate + 0.6833 68.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.9099 90.99%
CYP2C9 inhibition - 0.8165 81.65%
CYP2C19 inhibition - 0.7362 73.62%
CYP2D6 inhibition - 0.8779 87.79%
CYP1A2 inhibition - 0.6461 64.61%
CYP2C8 inhibition + 0.6544 65.44%
CYP inhibitory promiscuity - 0.8888 88.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6602 66.02%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9251 92.51%
Skin irritation - 0.7973 79.73%
Skin corrosion - 0.9522 95.22%
Ames mutagenesis + 0.6163 61.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7008 70.08%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7216 72.16%
skin sensitisation - 0.8395 83.95%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5168 51.68%
Acute Oral Toxicity (c) III 0.5766 57.66%
Estrogen receptor binding + 0.8015 80.15%
Androgen receptor binding + 0.7367 73.67%
Thyroid receptor binding - 0.5235 52.35%
Glucocorticoid receptor binding + 0.6713 67.13%
Aromatase binding - 0.5496 54.96%
PPAR gamma + 0.6902 69.02%
Honey bee toxicity - 0.7279 72.79%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9783 97.83%

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 99.08% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.71% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.77% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.21% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.65% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.36% 94.45%
CHEMBL220 P22303 Acetylcholinesterase 89.37% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.36% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.30% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.51% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 86.59% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.30% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 86.09% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.10% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.72% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.13% 99.15%

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.
Fraxinus uhdei

Cross-Links

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PubChem 133556426
LOTUS LTS0263913
wikiData Q105352992