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methyl (1S,4S,5R,6S,7R,8S,10S,14S,15S,16R,18S,19R,22R,23R,25S,26S)-25-acetyloxy-7,14-dihydroxy-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 230edd3f-8876-48c0-9e23-9294cba093c2
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name methyl (1S,4S,5R,6S,7R,8S,10S,14S,15S,16R,18S,19R,22R,23R,25S,26S)-25-acetyloxy-7,14-dihydroxy-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)OC(=O)C
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)OC(=O)C
InChI InChI=1S/C35H46O14/c1-9-16(2)25(37)47-19-13-20(46-17(3)36)32-15-45-34(42-8,27(38)41-7)26(32)30(5)24(22-23(32)29(19,4)14-44-22)49-31(6)18-12-21(35(30,31)40)48-28-33(18,39)10-11-43-28/h9-11,18-24,26,28,39-40H,12-15H2,1-8H3/b16-9+/t18-,19-,20+,21+,22-,23+,24-,26+,28+,29-,30-,31-,32+,33+,34+,35+/m1/s1
InChI Key BLAIECFCUANTLG-VMBNEGJRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O14
Molecular Weight 690.70 g/mol
Exact Mass 690.28875614 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.30
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 5

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)-25-acetyloxy-7,14-dihydroxy-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 + 0.9485 94.85%
Caco-2 - 0.8239 82.39%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7617 76.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8135 81.35%
OATP1B3 inhibitior + 0.9444 94.44%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9786 97.86%
P-glycoprotein inhibitior + 0.7613 76.13%
P-glycoprotein substrate + 0.7184 71.84%
CYP3A4 substrate + 0.7351 73.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8969 89.69%
CYP3A4 inhibition - 0.8656 86.56%
CYP2C9 inhibition - 0.8946 89.46%
CYP2C19 inhibition - 0.8884 88.84%
CYP2D6 inhibition - 0.9552 95.52%
CYP1A2 inhibition - 0.8778 87.78%
CYP2C8 inhibition + 0.7424 74.24%
CYP inhibitory promiscuity - 0.9245 92.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5326 53.26%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.6528 65.28%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4432 44.32%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5716 57.16%
skin sensitisation - 0.8698 86.98%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6453 64.53%
Acute Oral Toxicity (c) I 0.6433 64.33%
Estrogen receptor binding + 0.7806 78.06%
Androgen receptor binding + 0.7535 75.35%
Thyroid receptor binding + 0.5534 55.34%
Glucocorticoid receptor binding + 0.7298 72.98%
Aromatase binding + 0.7348 73.48%
PPAR gamma + 0.7574 75.74%
Honey bee toxicity - 0.7770 77.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9799 97.99%

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 97.18% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.15% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 94.50% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.35% 94.45%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.15% 89.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.76% 92.94%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.69% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.13% 97.14%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.20% 85.30%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 86.51% 97.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.92% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.78% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.53% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.34% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.44% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.76% 95.56%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.06% 95.69%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.88% 82.69%
CHEMBL5028 O14672 ADAM10 81.27% 97.50%
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 10842349
LOTUS LTS0257345
wikiData Q104937860