[7-(acetyloxymethyl)-7-hydroxy-4-[[3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate

Details

Top
Internal ID 943f5ed0-3be6-4ea3-b214-3961cfbe5c96
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [7-(acetyloxymethyl)-7-hydroxy-4-[[3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1C2C(CCC2(COC(=O)C)O)C(=CO1)COC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)O)O
SMILES (Isomeric) CC(C)CC(=O)OC1C2C(CCC2(COC(=O)C)O)C(=CO1)COC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)O)O)O)O
InChI InChI=1S/C32H42O14/c1-17(2)12-25(36)46-30-26-22(10-11-32(26,40)16-44-18(3)33)20(13-42-30)14-43-31-29(39)28(38)27(37)23(45-31)15-41-24(35)9-6-19-4-7-21(34)8-5-19/h4-9,13,17,22-23,26-31,34,37-40H,10-12,14-16H2,1-3H3
InChI Key USYGRXORRSAVFG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H42O14
Molecular Weight 650.70 g/mol
Exact Mass 650.25745601 g/mol
Topological Polar Surface Area (TPSA) 208.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [7-(acetyloxymethyl)-7-hydroxy-4-[[3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxymethyl]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8831 88.31%
Caco-2 - 0.8760 87.60%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.8150 81.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7987 79.87%
OATP1B3 inhibitior + 0.8602 86.02%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8026 80.26%
BSEP inhibitior + 0.7040 70.40%
P-glycoprotein inhibitior + 0.6637 66.37%
P-glycoprotein substrate + 0.5674 56.74%
CYP3A4 substrate + 0.7029 70.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8765 87.65%
CYP3A4 inhibition - 0.9007 90.07%
CYP2C9 inhibition - 0.7977 79.77%
CYP2C19 inhibition - 0.7949 79.49%
CYP2D6 inhibition - 0.9025 90.25%
CYP1A2 inhibition - 0.7939 79.39%
CYP2C8 inhibition + 0.7138 71.38%
CYP inhibitory promiscuity - 0.9119 91.19%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6170 61.70%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9264 92.64%
Skin irritation - 0.6641 66.41%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6469 64.69%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6298 62.98%
skin sensitisation - 0.8739 87.39%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6508 65.08%
Acute Oral Toxicity (c) I 0.5426 54.26%
Estrogen receptor binding + 0.7959 79.59%
Androgen receptor binding + 0.7367 73.67%
Thyroid receptor binding - 0.5574 55.74%
Glucocorticoid receptor binding + 0.6898 68.98%
Aromatase binding + 0.6170 61.70%
PPAR gamma + 0.6898 68.98%
Honey bee toxicity - 0.7402 74.02%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9929 99.29%

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 99.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.34% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.43% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.47% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.01% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.27% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.93% 96.00%
CHEMBL2581 P07339 Cathepsin D 93.69% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 93.65% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.23% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.05% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.76% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.43% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.53% 89.67%
CHEMBL206 P03372 Estrogen receptor alpha 85.89% 97.64%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.73% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.63% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.62% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 85.49% 92.50%
CHEMBL221 P23219 Cyclooxygenase-1 84.66% 90.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.26% 97.21%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.82% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.99% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.22% 97.25%
CHEMBL5028 O14672 ADAM10 81.86% 97.50%
CHEMBL242 Q92731 Estrogen receptor beta 81.49% 98.35%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.23% 85.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.93% 94.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.55% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 80.30% 94.73%

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.
Viburnum furcatum
Viburnum japonicum

Cross-Links

Top
PubChem 162983510
LOTUS LTS0247100
wikiData Q105278592