[(2S,3R,4S,5S)-2,5-bis(4-hydroxy-3-methoxyphenyl)-4-[2-(4-hydroxyphenyl)ethylcarbamoyl]oxolan-3-yl]methyl acetate

Details

Top
Internal ID 067b865a-ef33-4b97-8655-011bcedbb4a3
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
IUPAC Name [(2S,3R,4S,5S)-2,5-bis(4-hydroxy-3-methoxyphenyl)-4-[2-(4-hydroxyphenyl)ethylcarbamoyl]oxolan-3-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(OC1C2=CC(=C(C=C2)O)OC)C3=CC(=C(C=C3)O)OC)C(=O)NCCC4=CC=C(C=C4)O
SMILES (Isomeric) CC(=O)OC[C@H]1[C@@H]([C@H](O[C@@H]1C2=CC(=C(C=C2)O)OC)C3=CC(=C(C=C3)O)OC)C(=O)NCCC4=CC=C(C=C4)O
InChI InChI=1S/C30H33NO9/c1-17(32)39-16-22-27(30(36)31-13-12-18-4-8-21(33)9-5-18)29(20-7-11-24(35)26(15-20)38-3)40-28(22)19-6-10-23(34)25(14-19)37-2/h4-11,14-15,22,27-29,33-35H,12-13,16H2,1-3H3,(H,31,36)/t22-,27-,28+,29+/m0/s1
InChI Key QJCJQOHFWDDBIP-KITINDFRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H33NO9
Molecular Weight 551.60 g/mol
Exact Mass 551.21553163 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.79
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4S,5S)-2,5-bis(4-hydroxy-3-methoxyphenyl)-4-[2-(4-hydroxyphenyl)ethylcarbamoyl]oxolan-3-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9126 91.26%
Caco-2 - 0.7953 79.53%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7382 73.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8743 87.43%
OATP1B3 inhibitior + 0.9305 93.05%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9927 99.27%
P-glycoprotein inhibitior + 0.8307 83.07%
P-glycoprotein substrate + 0.5774 57.74%
CYP3A4 substrate + 0.6486 64.86%
CYP2C9 substrate + 0.5981 59.81%
CYP2D6 substrate - 0.8035 80.35%
CYP3A4 inhibition + 0.7756 77.56%
CYP2C9 inhibition - 0.5721 57.21%
CYP2C19 inhibition - 0.6156 61.56%
CYP2D6 inhibition - 0.7541 75.41%
CYP1A2 inhibition - 0.7308 73.08%
CYP2C8 inhibition + 0.8322 83.22%
CYP inhibitory promiscuity + 0.5520 55.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6533 65.33%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9337 93.37%
Skin irritation - 0.7955 79.55%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8164 81.64%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.6323 63.23%
skin sensitisation - 0.8997 89.97%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7825 78.25%
Acute Oral Toxicity (c) III 0.6858 68.58%
Estrogen receptor binding + 0.7995 79.95%
Androgen receptor binding + 0.7924 79.24%
Thyroid receptor binding + 0.6816 68.16%
Glucocorticoid receptor binding + 0.7955 79.55%
Aromatase binding - 0.6376 63.76%
PPAR gamma + 0.7389 73.89%
Honey bee toxicity - 0.8132 81.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.7419 74.19%

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 99.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.13% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.06% 85.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 96.91% 97.21%
CHEMBL2581 P07339 Cathepsin D 96.10% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.95% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.79% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.45% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 91.39% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.05% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.94% 95.89%
CHEMBL2535 P11166 Glucose transporter 88.25% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 87.47% 91.19%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 87.12% 92.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.81% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.27% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.21% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.87% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.34% 94.45%
CHEMBL4208 P20618 Proteasome component C5 81.63% 90.00%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 80.12% 97.03%

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.
Jacquemontia paniculata

Cross-Links

Top
PubChem 101678876
LOTUS LTS0024747
wikiData Q105222549