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[(3S,4R,5S)-5-[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-4-(hydroxymethyl)oxolan-3-yl]-(4-hydroxy-3,5-dimethoxyphenyl)methanone

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 91e08c5b-c38d-4c63-a133-c1551e8b0c13
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
IUPAC Name [(3S,4R,5S)-5-[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-4-(hydroxymethyl)oxolan-3-yl]-(4-hydroxy-3,5-dimethoxyphenyl)methanone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H38O13/c1-39-22-8-16(6-7-21(22)35)29(37)27(14-34)45-32-25(42-4)11-18(12-26(32)43-5)31-19(13-33)20(15-44-31)28(36)17-9-23(40-2)30(38)24(10-17)41-3/h6-12,19-20,27,29,31,33-35,37-38H,13-15H2,1-5H3/t19-,20+,27-,29+,31+/m0/s1
InChI Key ZYYQHSFCDFPVRW-AGQTVUPXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38O13
Molecular Weight 630.60 g/mol
Exact Mass 630.23124126 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.79
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5S)-5-[4-[(1R,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-4-(hydroxymethyl)oxolan-3-yl]-(4-hydroxy-3,5-dimethoxyphenyl)methanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8857 88.57%
Caco-2 - 0.8112 81.12%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8384 83.84%
OATP2B1 inhibitior - 0.7165 71.65%
OATP1B1 inhibitior + 0.8276 82.76%
OATP1B3 inhibitior + 0.9388 93.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7497 74.97%
P-glycoprotein inhibitior + 0.8085 80.85%
P-glycoprotein substrate + 0.5605 56.05%
CYP3A4 substrate + 0.6159 61.59%
CYP2C9 substrate - 0.8103 81.03%
CYP2D6 substrate - 0.7507 75.07%
CYP3A4 inhibition + 0.6052 60.52%
CYP2C9 inhibition - 0.5845 58.45%
CYP2C19 inhibition + 0.5215 52.15%
CYP2D6 inhibition - 0.9116 91.16%
CYP1A2 inhibition - 0.6121 61.21%
CYP2C8 inhibition + 0.7446 74.46%
CYP inhibitory promiscuity + 0.8101 81.01%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6537 65.37%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.8596 85.96%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3893 38.93%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8599 85.99%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9445 94.45%
Acute Oral Toxicity (c) III 0.6480 64.80%
Estrogen receptor binding + 0.8444 84.44%
Androgen receptor binding + 0.7562 75.62%
Thyroid receptor binding + 0.6457 64.57%
Glucocorticoid receptor binding + 0.7826 78.26%
Aromatase binding + 0.5247 52.47%
PPAR gamma + 0.6550 65.50%
Honey bee toxicity - 0.8149 81.49%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9332 93.32%

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 98.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.64% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.62% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.95% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.86% 89.00%
CHEMBL2535 P11166 Glucose transporter 89.08% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.89% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.55% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.64% 89.62%
CHEMBL2581 P07339 Cathepsin D 87.63% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.00% 92.62%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.72% 89.44%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.10% 96.61%
CHEMBL4208 P20618 Proteasome component C5 84.07% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.92% 99.15%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.04% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.69% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.68% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.51% 98.75%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.87% 85.49%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.92% 95.89%

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.
Senna occidentalis

Cross-Links

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PubChem 102052100
LOTUS LTS0007137
wikiData Q105386565