PlantaeDB Logo
Login Sign-up

[4-Acetyloxy-3-(4-acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl)oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl] 3-hydroxy-3-(hydroxymethyl)-5'-methyl-4'-(3-phenylprop-2-enoyloxy)spiro[3a,4,5,6,7,7a-hexahydro-1-benzofuran-2,2'-oxane]-6-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 847daff0-3b81-4ffd-9a00-8df8aa596aa5
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name [4-acetyloxy-3-(4-acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl)oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl] 3-hydroxy-3-(hydroxymethyl)-5'-methyl-4'-(3-phenylprop-2-enoyloxy)spiro[3a,4,5,6,7,7a-hexahydro-1-benzofuran-2,2'-oxane]-6-carboxylate
SMILES (Canonical) CC1COC2(CC1OC(=O)C=CC3=CC=CC=C3)C(C4CCC(CC4O2)C(=O)OC5C(C(C(C(O5)CO)O)OC(=O)C)OC6C(C(C(C(O6)C)O)OC(=O)C)O)(CO)O
SMILES (Isomeric) CC1COC2(CC1OC(=O)C=CC3=CC=CC=C3)C(C4CCC(CC4O2)C(=O)OC5C(C(C(C(O5)CO)O)OC(=O)C)OC6C(C(C(C(O6)C)O)OC(=O)C)O)(CO)O
InChI InChI=1S/C40H54O19/c1-19-17-51-40(15-27(19)55-29(45)13-10-23-8-6-5-7-9-23)39(50,18-42)25-12-11-24(14-26(25)59-40)36(49)58-38-35(34(54-22(4)44)31(47)28(16-41)56-38)57-37-32(48)33(53-21(3)43)30(46)20(2)52-37/h5-10,13,19-20,24-28,30-35,37-38,41-42,46-48,50H,11-12,14-18H2,1-4H3
InChI Key UJMDTGKCUNJUPM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C40H54O19
Molecular Weight 838.80 g/mol
Exact Mass 838.32592949 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.76
H-Bond Acceptor 19
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [4-Acetyloxy-3-(4-acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl)oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl] 3-hydroxy-3-(hydroxymethyl)-5'-methyl-4'-(3-phenylprop-2-enoyloxy)spiro[3a,4,5,6,7,7a-hexahydro-1-benzofuran-2,2'-oxane]-6-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7255 72.55%
Caco-2 - 0.8732 87.32%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7806 78.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8297 82.97%
OATP1B3 inhibitior + 0.9278 92.78%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9027 90.27%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.8486 84.86%
CYP3A4 substrate + 0.7300 73.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition - 0.8244 82.44%
CYP2C9 inhibition - 0.9317 93.17%
CYP2C19 inhibition - 0.9146 91.46%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.9204 92.04%
CYP2C8 inhibition + 0.7709 77.09%
CYP inhibitory promiscuity - 0.9455 94.55%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5932 59.32%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.6482 64.82%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7759 77.59%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6842 68.42%
skin sensitisation - 0.9266 92.66%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9300 93.00%
Acute Oral Toxicity (c) I 0.6822 68.22%
Estrogen receptor binding + 0.8031 80.31%
Androgen receptor binding + 0.7239 72.39%
Thyroid receptor binding + 0.5361 53.61%
Glucocorticoid receptor binding + 0.7088 70.88%
Aromatase binding + 0.5920 59.20%
PPAR gamma + 0.7707 77.07%
Honey bee toxicity - 0.6507 65.07%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9703 97.03%

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 99.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.35% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.85% 96.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 97.57% 94.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.71% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.70% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.55% 86.33%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 95.18% 94.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.02% 94.62%
CHEMBL226 P30542 Adenosine A1 receptor 94.14% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.32% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.84% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.04% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 90.93% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.29% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.02% 95.50%
CHEMBL5028 O14672 ADAM10 87.45% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.67% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.62% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.57% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.32% 93.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.07% 89.67%

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.
Phyllanthus acuminatus

Cross-Links

Top
PubChem 162916357
LOTUS LTS0255081
wikiData Q105274038