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methyl (1S,4S,5R,6S,7R,8S,10S,14S,15S,16R,18S,19R,22R,23R,25S,26S)-7,14,25-trihydroxy-4-methoxy-6,16,22-trimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate

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 4d40de0b-26f9-40a9-95fb-d26958da2873
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name methyl (1S,4S,5R,6S,7R,8S,10S,14S,15S,16R,18S,19R,22R,23R,25S,26S)-7,14,25-trihydroxy-4-methoxy-6,16,22-trimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C23COC(C2C4(C(C5C3C1(CO5)C)OC6(C4(C7CC6C8(C=COC8O7)O)O)C)C)(C(=O)OC)OC)O
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1C[C@@H]([C@]23CO[C@@]([C@H]2[C@]4([C@@H]([C@H]5[C@H]3[C@@]1(CO5)C)O[C@]6([C@@]4([C@@H]7C[C@H]6[C@]8(C=CO[C@H]8O7)O)O)C)C)(C(=O)OC)OC)O
InChI InChI=1S/C33H44O13/c1-8-15(2)23(35)44-18-12-17(34)30-14-43-32(40-7,25(36)39-6)24(30)28(4)22(20-21(30)27(18,3)13-42-20)46-29(5)16-11-19(33(28,29)38)45-26-31(16,37)9-10-41-26/h8-10,16-22,24,26,34,37-38H,11-14H2,1-7H3/b15-8+/t16-,17+,18-,19+,20-,21+,22-,24+,26+,27-,28-,29-,30+,31+,32+,33+/m1/s1
InChI Key FZBWVXCNRRALKQ-BYFQJWACSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O13
Molecular Weight 648.70 g/mol
Exact Mass 648.27819145 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.73
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,4S,5R,6S,7R,8S,10S,14S,15S,16R,18S,19R,22R,23R,25S,26S)-7,14,25-trihydroxy-4-methoxy-6,16,22-trimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9576 95.76%
Caco-2 - 0.8162 81.62%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7134 71.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8263 82.63%
OATP1B3 inhibitior + 0.9613 96.13%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8896 88.96%
P-glycoprotein inhibitior + 0.7141 71.41%
P-glycoprotein substrate + 0.7452 74.52%
CYP3A4 substrate + 0.7352 73.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8801 88.01%
CYP3A4 inhibition - 0.8168 81.68%
CYP2C9 inhibition - 0.8979 89.79%
CYP2C19 inhibition - 0.9034 90.34%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.8969 89.69%
CYP2C8 inhibition + 0.7197 71.97%
CYP inhibitory promiscuity - 0.9575 95.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5134 51.34%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9171 91.71%
Skin irritation - 0.6146 61.46%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis + 0.6163 61.63%
Human Ether-a-go-go-Related Gene inhibition - 0.4379 43.79%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8694 86.94%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5688 56.88%
Acute Oral Toxicity (c) I 0.6787 67.87%
Estrogen receptor binding + 0.7511 75.11%
Androgen receptor binding + 0.7545 75.45%
Thyroid receptor binding + 0.5408 54.08%
Glucocorticoid receptor binding + 0.7120 71.20%
Aromatase binding + 0.7503 75.03%
PPAR gamma + 0.7309 73.09%
Honey bee toxicity - 0.7306 73.06%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9699 96.99%

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 97.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.84% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 93.23% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.81% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.75% 92.94%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.95% 97.28%
CHEMBL221 P23219 Cyclooxygenase-1 88.49% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.47% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.07% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.43% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.11% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.02% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.80% 99.23%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.46% 97.47%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.18% 89.50%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.10% 85.30%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.59% 95.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.37% 92.62%
CHEMBL5028 O14672 ADAM10 84.09% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.76% 95.56%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.66% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.01% 97.09%

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.
Melia azedarach

Cross-Links

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PubChem 163046935
LOTUS LTS0062516
wikiData Q105004849