PlantaeDB Logo
Login Sign-up

[(3R,3aS,6S,6aR)-6-(3,4-dimethoxyphenyl)-3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl] acetate

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 36e8f430-0038-4ba2-aead-df7c638e979e
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(3R,3aS,6S,6aR)-6-(3,4-dimethoxyphenyl)-3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl] acetate
SMILES (Canonical) CC(=O)OC12COC(C1COC2C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)C5=CC(=C(C=C5)OC)OC
SMILES (Isomeric) CC(=O)O[C@]12CO[C@@H]([C@H]1CO[C@@H]2C3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)C5=CC(=C(C=C5)OC)OC
InChI InChI=1S/C29H36O13/c1-14(31)42-29-13-39-26(15-5-7-18(35-2)20(9-15)36-3)17(29)12-38-27(29)16-6-8-19(21(10-16)37-4)40-28-25(34)24(33)23(32)22(11-30)41-28/h5-10,17,22-28,30,32-34H,11-13H2,1-4H3/t17-,22-,23-,24+,25-,26-,27-,28-,29-/m1/s1
InChI Key ZKCRENDTQNGLGO-DTPVXQQTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H36O13
Molecular Weight 592.60 g/mol
Exact Mass 592.21559120 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.65
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3R,3aS,6S,6aR)-6-(3,4-dimethoxyphenyl)-3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6144 61.44%
Caco-2 - 0.8337 83.37%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7458 74.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8709 87.09%
OATP1B3 inhibitior + 0.9527 95.27%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6899 68.99%
P-glycoprotein inhibitior + 0.7008 70.08%
P-glycoprotein substrate - 0.5901 59.01%
CYP3A4 substrate + 0.6578 65.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition - 0.8246 82.46%
CYP2C9 inhibition - 0.8701 87.01%
CYP2C19 inhibition - 0.8026 80.26%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.8830 88.30%
CYP2C8 inhibition + 0.6007 60.07%
CYP inhibitory promiscuity - 0.7114 71.14%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5942 59.42%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9343 93.43%
Skin irritation - 0.8260 82.60%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8496 84.96%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.8069 80.69%
skin sensitisation - 0.8948 89.48%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7268 72.68%
Acute Oral Toxicity (c) III 0.4116 41.16%
Estrogen receptor binding + 0.8340 83.40%
Androgen receptor binding + 0.6709 67.09%
Thyroid receptor binding + 0.5779 57.79%
Glucocorticoid receptor binding + 0.7148 71.48%
Aromatase binding + 0.5309 53.09%
PPAR gamma + 0.6531 65.31%
Honey bee toxicity - 0.7646 76.46%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6607 66.07%
Fish aquatic toxicity + 0.9408 94.08%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.65% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.48% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.72% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.06% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.49% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.28% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.51% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.51% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.99% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.88% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.66% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.49% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.02% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.02% 95.56%
CHEMBL5028 O14672 ADAM10 83.13% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.11% 95.89%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.83% 85.49%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.31% 89.44%

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.
Olea europaea

Cross-Links

Top
PubChem 21722934
LOTUS LTS0276101
wikiData Q105378374