PlantaeDB Logo
Login Sign-up

methyl (1R,4S,5R,6R,7R,8S,10S,14S,15S,16R,18S,19S,22S,23S,26S)-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-23-(2-methylprop-2-enoyloxy)-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

Top
Internal ID 8ce78b9e-d4ff-4cb6-8f42-c4c593014f20
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name methyl (1R,4S,5R,6R,7R,8S,10S,14S,15S,16R,18S,19S,22S,23S,26S)-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-23-(2-methylprop-2-enoyloxy)-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(=O)OC1CCC23COC(C2C4(C(C5C3C1(CO5)C)OC6(C4(C7CC6C8(C=COC8O7)O)O)C)C)(C(=O)OC)OC
SMILES (Isomeric) CC(=C)C(=O)O[C@H]1CC[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
InChI InChI=1S/C32H42O12/c1-15(2)22(33)42-17-8-9-29-14-41-31(38-7,24(34)37-6)23(29)27(4)21(19-20(29)26(17,3)13-40-19)44-28(5)16-12-18(32(27,28)36)43-25-30(16,35)10-11-39-25/h10-11,16-21,23,25,35-36H,1,8-9,12-14H2,2-7H3/t16-,17+,18+,19+,20-,21-,23+,25+,26+,27+,28-,29-,30+,31+,32+/m1/s1
InChI Key BEIWMOACIUFCEW-XNBRBXNESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H42O12
Molecular Weight 618.70 g/mol
Exact Mass 618.26762677 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.37
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1R,4S,5R,6R,7R,8S,10S,14S,15S,16R,18S,19S,22S,23S,26S)-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-23-(2-methylprop-2-enoyloxy)-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9259 92.59%
Caco-2 - 0.7956 79.56%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7938 79.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8376 83.76%
OATP1B3 inhibitior + 0.9287 92.87%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.9130 91.30%
P-glycoprotein inhibitior + 0.6977 69.77%
P-glycoprotein substrate + 0.7253 72.53%
CYP3A4 substrate + 0.7436 74.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8696 86.96%
CYP3A4 inhibition - 0.8833 88.33%
CYP2C9 inhibition - 0.8724 87.24%
CYP2C19 inhibition - 0.8700 87.00%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.8233 82.33%
CYP2C8 inhibition + 0.7678 76.78%
CYP inhibitory promiscuity - 0.9487 94.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5394 53.94%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.5761 57.61%
Skin corrosion - 0.9315 93.15%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4017 40.17%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8859 88.59%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5628 56.28%
Acute Oral Toxicity (c) I 0.5237 52.37%
Estrogen receptor binding + 0.7597 75.97%
Androgen receptor binding + 0.7544 75.44%
Thyroid receptor binding + 0.5411 54.11%
Glucocorticoid receptor binding + 0.6862 68.62%
Aromatase binding + 0.7661 76.61%
PPAR gamma + 0.7191 71.91%
Honey bee toxicity - 0.7401 74.01%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9856 98.56%

Targets

Top

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 96.33% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 94.24% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.49% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.48% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.54% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.05% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.32% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.58% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.05% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 88.75% 91.49%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.27% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.29% 100.00%
CHEMBL4072 P07858 Cathepsin B 86.28% 93.67%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.25% 89.50%
CHEMBL233 P35372 Mu opioid receptor 86.02% 97.93%
CHEMBL5028 O14672 ADAM10 85.50% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.73% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.02% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.80% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.20% 94.08%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.87% 92.88%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.33% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.09% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.68% 91.07%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.13% 96.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.32% 98.99%

Plants that contains it

Top
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
Salvia pubescens

Cross-Links

Top
PubChem 162987821
LOTUS LTS0028790
wikiData Q104915166