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[4,5-Dihydroxy-6-[4-[3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-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 ad76a9f8-bcfa-4eb3-8749-e8ee8d0cbdc9
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [4,5-dihydroxy-6-[4-[3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]oxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)O)OC)OC(=O)C=CC7=CC(=C(C=C7)O)OC)O)O)OC
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)O)OC)OC(=O)C=CC7=CC(=C(C=C7)O)OC)O)O)OC
InChI InChI=1S/C48H52O19/c1-56-32-15-24(7-11-30(32)49)9-13-39(51)62-23-38-47(66-40(52)14-10-25-8-12-31(50)33(16-25)57-2)42(54)43(55)48(65-38)67-46-36(60-5)19-27(20-37(46)61-6)45-29-22-63-44(28(29)21-64-45)26-17-34(58-3)41(53)35(18-26)59-4/h7-20,28-29,38,42-45,47-50,53-55H,21-23H2,1-6H3
InChI Key XPBIHYWXQUQBSV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H52O19
Molecular Weight 932.90 g/mol
Exact Mass 932.31027942 g/mol
Topological Polar Surface Area (TPSA) 246.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.64
H-Bond Acceptor 19
H-Bond Donor 5
Rotatable Bonds 17

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-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-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 - 0.8628 86.28%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8586 85.86%
OATP2B1 inhibitior - 0.5768 57.68%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.9266 92.66%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9065 90.65%
P-glycoprotein inhibitior + 0.7589 75.89%
P-glycoprotein substrate - 0.6072 60.72%
CYP3A4 substrate + 0.6758 67.58%
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 + 0.8017 80.17%
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 - 0.9027 90.27%
Skin irritation - 0.8581 85.81%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7203 72.03%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8019 80.19%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.9871 98.71%
Acute Oral Toxicity (c) III 0.5629 56.29%
Estrogen receptor binding + 0.7829 78.29%
Androgen receptor binding + 0.7558 75.58%
Thyroid receptor binding + 0.6187 61.87%
Glucocorticoid receptor binding + 0.7256 72.56%
Aromatase binding + 0.5908 59.08%
PPAR gamma + 0.7328 73.28%
Honey bee toxicity - 0.7914 79.14%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
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 99.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.79% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.10% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.52% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.17% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.37% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 93.73% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.67% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.50% 89.62%
CHEMBL4208 P20618 Proteasome component C5 90.64% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.53% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.43% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.84% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 87.37% 94.73%
CHEMBL3194 P02766 Transthyretin 85.96% 90.71%
CHEMBL2581 P07339 Cathepsin D 85.15% 98.95%
CHEMBL5028 O14672 ADAM10 82.41% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.30% 95.50%

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 73409272
LOTUS LTS0102667
wikiData Q105338114