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2-[4-[6-[3,5-Dimethoxy-4-(3,4,5-trihydroxy-6-methoxyoxan-2-yl)oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-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

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Internal ID 48ea8506-0c33-4b82-8495-a63fa1ea605f
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 2-[4-[6-[3,5-dimethoxy-4-(3,4,5-trihydroxy-6-methoxyoxan-2-yl)oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1C(C(C(C(O1)OC2=C(C=C(C=C2OC)C3C4COC(C4CO3)C5=CC(=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)OC)OC)O)O)O
SMILES (Isomeric) COC1C(C(C(C(O1)OC2=C(C=C(C=C2OC)C3C4COC(C4CO3)C5=CC(=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)OC)OC)O)O)O
InChI InChI=1S/C33H44O17/c1-41-18-7-13(5-6-17(18)47-32-26(39)23(36)22(35)21(10-34)48-32)28-15-11-46-29(16(15)12-45-28)14-8-19(42-2)30(20(9-14)43-3)49-33-27(40)24(37)25(38)31(44-4)50-33/h5-9,15-16,21-29,31-40H,10-12H2,1-4H3
InChI Key DWNDGEHIRFNJHS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O17
Molecular Weight 712.70 g/mol
Exact Mass 712.25784993 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -1.24
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4-[6-[3,5-Dimethoxy-4-(3,4,5-trihydroxy-6-methoxyoxan-2-yl)oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5448 54.48%
Caco-2 - 0.8504 85.04%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7094 70.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8930 89.30%
OATP1B3 inhibitior + 0.9657 96.57%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8043 80.43%
P-glycoprotein inhibitior + 0.6724 67.24%
P-glycoprotein substrate - 0.7365 73.65%
CYP3A4 substrate + 0.6148 61.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7831 78.31%
CYP3A4 inhibition - 0.8850 88.50%
CYP2C9 inhibition - 0.8524 85.24%
CYP2C19 inhibition - 0.7622 76.22%
CYP2D6 inhibition - 0.9085 90.85%
CYP1A2 inhibition - 0.8720 87.20%
CYP2C8 inhibition + 0.6642 66.42%
CYP inhibitory promiscuity - 0.5471 54.71%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5993 59.93%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9084 90.84%
Skin irritation - 0.8460 84.60%
Skin corrosion - 0.9592 95.92%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8730 87.30%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9554 95.54%
Acute Oral Toxicity (c) III 0.6521 65.21%
Estrogen receptor binding + 0.7842 78.42%
Androgen receptor binding + 0.5862 58.62%
Thyroid receptor binding + 0.5433 54.33%
Glucocorticoid receptor binding + 0.6685 66.85%
Aromatase binding - 0.4898 48.98%
PPAR gamma + 0.6573 65.73%
Honey bee toxicity - 0.8195 81.95%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.9093 90.93%

Targets

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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 98.96% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.17% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.14% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.91% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.97% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.40% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.96% 99.17%
CHEMBL2581 P07339 Cathepsin D 88.06% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.85% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.50% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 85.81% 85.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.08% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.08% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.92% 86.92%
CHEMBL4208 P20618 Proteasome component C5 82.00% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.70% 92.62%
CHEMBL220 P22303 Acetylcholinesterase 81.39% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.81% 95.89%
CHEMBL2535 P11166 Glucose transporter 80.53% 98.75%

Plants that contains it

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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.
Eucommia ulmoides

Cross-Links

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PubChem 163078464
LOTUS LTS0136109
wikiData Q104990622