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[4,5-Dihydroxy-6-[4-[3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

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 b62a0143-ad63-4b1b-ad32-d8696e4b7f57
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [4,5-dihydroxy-6-[4-[3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)C4C5COC(C5CO4)C6=CC(=C(C=C6)O)OC)OC)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)OC)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)C4C5COC(C5CO4)C6=CC(=C(C=C6)O)OC)OC)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)OC)O
InChI InChI=1S/C46H48O17/c1-54-34-17-24(5-11-30(34)47)7-15-39(50)58-23-38-45(63-40(51)16-8-25-6-12-31(48)35(18-25)55-2)41(52)42(53)46(62-38)61-33-14-10-27(20-37(33)57-4)44-29-22-59-43(28(29)21-60-44)26-9-13-32(49)36(19-26)56-3/h5-20,28-29,38,41-49,52-53H,21-23H2,1-4H3
InChI Key IKOMYZTZWSQHKE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H48O17
Molecular Weight 872.90 g/mol
Exact Mass 872.28915006 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.62
H-Bond Acceptor 17
H-Bond Donor 5
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4,5-Dihydroxy-6-[4-[3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8070 80.70%
Caco-2 - 0.8650 86.50%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8586 85.86%
OATP2B1 inhibitior + 0.5624 56.24%
OATP1B1 inhibitior + 0.8669 86.69%
OATP1B3 inhibitior + 0.9266 92.66%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9005 90.05%
P-glycoprotein inhibitior + 0.7645 76.45%
P-glycoprotein substrate - 0.6605 66.05%
CYP3A4 substrate + 0.6653 66.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.7947 79.47%
CYP2C9 inhibition - 0.6473 64.73%
CYP2C19 inhibition - 0.5619 56.19%
CYP2D6 inhibition - 0.9111 91.11%
CYP1A2 inhibition - 0.8724 87.24%
CYP2C8 inhibition + 0.7535 75.35%
CYP inhibitory promiscuity - 0.5296 52.96%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5251 52.51%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.8581 85.81%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7238 72.38%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8019 80.19%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.9786 97.86%
Acute Oral Toxicity (c) III 0.5629 56.29%
Estrogen receptor binding + 0.7880 78.80%
Androgen receptor binding + 0.7326 73.26%
Thyroid receptor binding + 0.6140 61.40%
Glucocorticoid receptor binding + 0.7138 71.38%
Aromatase binding + 0.5355 53.55%
PPAR gamma + 0.7257 72.57%
Honey bee toxicity - 0.7993 79.93%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9906 99.06%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.95% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 98.16% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.76% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.18% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.91% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.52% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.35% 95.56%
CHEMBL4208 P20618 Proteasome component C5 89.77% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.40% 99.17%
CHEMBL3194 P02766 Transthyretin 88.13% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.90% 92.94%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.25% 89.62%
CHEMBL2581 P07339 Cathepsin D 85.56% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.78% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 84.66% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.29% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.10% 85.14%
CHEMBL5028 O14672 ADAM10 83.06% 97.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.01% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 82.96% 92.50%
CHEMBL2535 P11166 Glucose transporter 80.01% 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.
Brucea javanica

Cross-Links

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PubChem 73409220
LOTUS LTS0085537
wikiData Q105114843