PlantaeDB Logo
Login Sign-up

methyl (2S)-2-[(1R,3R,4R,5R,10S,12R,14S,15S,16R,18S,19R,20S,22S)-3,22-diacetyloxy-5-(furan-3-yl)-16-hydroxy-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-19-yl]-2-hydroxyacetate

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 e58ba68b-fa47-4dd9-b5a8-34b441307a3b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-[(1R,3R,4R,5R,10S,12R,14S,15S,16R,18S,19R,20S,22S)-3,22-diacetyloxy-5-(furan-3-yl)-16-hydroxy-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-19-yl]-2-hydroxyacetate
SMILES (Canonical) CC(=O)OC1CC23C4(C(C5(CC4(C(C5OC(=O)C)C6C2(C7=CC(=O)OC(C17C)C8=COC=C8)OC(O6)(O3)C)O)C)C(C(=O)OC)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@]23[C@]4([C@@H]([C@@]5(C[C@]4([C@@H]([C@@H]5OC(=O)C)[C@H]6[C@]2(C7=CC(=O)O[C@@H]([C@@]17C)C8=COC=C8)O[C@](O6)(O3)C)O)C)[C@@H](C(=O)OC)O)C
InChI InChI=1S/C33H38O14/c1-14(34)42-18-11-32-29(5)22(21(37)26(38)40-7)27(3)13-31(29,39)20(24(27)43-15(2)35)25-33(32,47-30(6,45-25)46-32)17-10-19(36)44-23(28(17,18)4)16-8-9-41-12-16/h8-10,12,18,20-25,37,39H,11,13H2,1-7H3/t18-,20+,21+,22-,23-,24+,25+,27+,28-,29+,30-,31-,32-,33+/m1/s1
InChI Key YDVNUBTYKJEBMX-KKVUXXKASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H38O14
Molecular Weight 658.60 g/mol
Exact Mass 658.22615588 g/mol
Topological Polar Surface Area (TPSA) 187.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.62
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (2S)-2-[(1R,3R,4R,5R,10S,12R,14S,15S,16R,18S,19R,20S,22S)-3,22-diacetyloxy-5-(furan-3-yl)-16-hydroxy-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-19-yl]-2-hydroxyacetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9880 98.80%
Caco-2 - 0.8180 81.80%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7095 70.95%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.7287 72.87%
OATP1B3 inhibitior + 0.8518 85.18%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9442 94.42%
P-glycoprotein inhibitior + 0.7790 77.90%
P-glycoprotein substrate + 0.6686 66.86%
CYP3A4 substrate + 0.7287 72.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition + 0.6607 66.07%
CYP2C9 inhibition - 0.8261 82.61%
CYP2C19 inhibition - 0.8572 85.72%
CYP2D6 inhibition - 0.9078 90.78%
CYP1A2 inhibition - 0.8135 81.35%
CYP2C8 inhibition + 0.7355 73.55%
CYP inhibitory promiscuity - 0.7494 74.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.5113 51.13%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8835 88.35%
Skin irritation - 0.6391 63.91%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6650 66.50%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.5073 50.73%
skin sensitisation - 0.8387 83.87%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.5908 59.08%
Acute Oral Toxicity (c) I 0.6239 62.39%
Estrogen receptor binding + 0.7995 79.95%
Androgen receptor binding + 0.7748 77.48%
Thyroid receptor binding + 0.6512 65.12%
Glucocorticoid receptor binding + 0.7602 76.02%
Aromatase binding + 0.7244 72.44%
PPAR gamma + 0.7520 75.20%
Honey bee toxicity - 0.7207 72.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9860 98.60%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.87% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.40% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.70% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.13% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.64% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 89.81% 83.82%
CHEMBL2581 P07339 Cathepsin D 88.81% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 87.47% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.34% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.72% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.17% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.30% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.10% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.93% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.83% 95.56%
CHEMBL2535 P11166 Glucose transporter 82.41% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.93% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 81.83% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.35% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.26% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 81.12% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.64% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.15% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.05% 96.61%

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.
Xylocarpus granatum

Cross-Links

Top
PubChem 154497706
LOTUS LTS0195980
wikiData Q105347060