PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6S,6aR)-3a-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 eaa8e8ee-287c-4fdb-8237-2c6cf3ead0ee
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6S,6aR)-3a-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C3(COC(C3CO2)C4=CC(=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)[C@@H]2[C@]3(CO[C@@H]([C@H]3CO2)C4=CC(=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC)O
InChI InChI=1S/C27H34O13/c1-34-16-6-12(4-5-15(16)39-26-23(32)22(31)21(30)19(9-28)40-26)24-14-10-37-25(27(14,33)11-38-24)13-7-17(35-2)20(29)18(8-13)36-3/h4-8,14,19,21-26,28-33H,9-11H2,1-3H3/t14-,19-,21-,22+,23-,24-,25-,26-,27-/m1/s1
InChI Key OTMTZTOMTOXZLO-GDNCAEEVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C27H34O13
Molecular Weight 566.50 g/mol
Exact Mass 566.19994113 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.21
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6S,6aR)-3a-hydroxy-3-(4-hydroxy-3,5-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6337 63.37%
Caco-2 - 0.8534 85.34%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6442 64.42%
OATP2B1 inhibitior - 0.8617 86.17%
OATP1B1 inhibitior + 0.8478 84.78%
OATP1B3 inhibitior + 0.9624 96.24%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5952 59.52%
P-glycoprotein inhibitior + 0.6070 60.70%
P-glycoprotein substrate - 0.6012 60.12%
CYP3A4 substrate + 0.6369 63.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8030 80.30%
CYP3A4 inhibition - 0.9153 91.53%
CYP2C9 inhibition - 0.9090 90.90%
CYP2C19 inhibition - 0.8462 84.62%
CYP2D6 inhibition - 0.9151 91.51%
CYP1A2 inhibition - 0.8895 88.95%
CYP2C8 inhibition + 0.7347 73.47%
CYP inhibitory promiscuity - 0.8079 80.79%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5628 56.28%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9124 91.24%
Skin irritation - 0.8198 81.98%
Skin corrosion - 0.9522 95.22%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7010 70.10%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9010 90.10%
Acute Oral Toxicity (c) III 0.5101 51.01%
Estrogen receptor binding + 0.7916 79.16%
Androgen receptor binding + 0.6007 60.07%
Thyroid receptor binding + 0.6091 60.91%
Glucocorticoid receptor binding + 0.6336 63.36%
Aromatase binding + 0.5319 53.19%
PPAR gamma + 0.6912 69.12%
Honey bee toxicity - 0.8023 80.23%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.8704 87.04%

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 99.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.98% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.97% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.83% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.13% 92.94%
CHEMBL2581 P07339 Cathepsin D 92.57% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.57% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.44% 94.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.48% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.65% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.59% 89.00%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 85.96% 85.49%
CHEMBL4208 P20618 Proteasome component C5 85.92% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.38% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.14% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.62% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.55% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.30% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.25% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.85% 95.89%

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.
Valeriana prionophylla

Cross-Links

Top
PubChem 11353576
LOTUS LTS0012982
wikiData Q105199701