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1,3-benzodioxol-5-yl-[(3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-4-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]oxolan-3-yl]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 abfcb18e-df15-4c6e-8ee3-f55080eb6e27
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 1,3-benzodioxol-5-yl-[(3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-4-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]oxolan-3-yl]methanone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H38O17/c33-7-21-24(36)26(38)28(40)31(47-21)49-30-27(39)25(37)22(8-34)48-32(30)42-10-16-15(23(35)13-1-3-17-19(5-13)45-11-43-17)9-41-29(16)14-2-4-18-20(6-14)46-12-44-18/h1-6,15-16,21-22,24-34,36-40H,7-12H2/t15-,16-,21+,22+,24+,25+,26-,27-,28+,29+,30+,31-,32+/m0/s1
InChI Key DLXLJSCTMBEGCD-RXRLFJGYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38O17
Molecular Weight 694.60 g/mol
Exact Mass 694.21089974 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -2.03
H-Bond Acceptor 17
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,3-benzodioxol-5-yl-[(3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-4-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]oxolan-3-yl]methanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6469 64.69%
Caco-2 - 0.8970 89.70%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7153 71.53%
OATP2B1 inhibitior - 0.8545 85.45%
OATP1B1 inhibitior + 0.8728 87.28%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8015 80.15%
P-glycoprotein inhibitior + 0.5789 57.89%
P-glycoprotein substrate - 0.7784 77.84%
CYP3A4 substrate + 0.6287 62.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8463 84.63%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8891 88.91%
CYP2C19 inhibition - 0.7339 73.39%
CYP2D6 inhibition - 0.8262 82.62%
CYP1A2 inhibition - 0.8504 85.04%
CYP2C8 inhibition + 0.5480 54.80%
CYP inhibitory promiscuity - 0.5565 55.65%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6244 62.44%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.8133 81.33%
Skin corrosion - 0.9568 95.68%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8558 85.58%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.8377 83.77%
skin sensitisation - 0.8756 87.56%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8436 84.36%
Acute Oral Toxicity (c) III 0.5230 52.30%
Estrogen receptor binding + 0.8213 82.13%
Androgen receptor binding + 0.7243 72.43%
Thyroid receptor binding - 0.5210 52.10%
Glucocorticoid receptor binding - 0.6473 64.73%
Aromatase binding + 0.5241 52.41%
PPAR gamma + 0.7238 72.38%
Honey bee toxicity - 0.7614 76.14%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9534 95.34%

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 99.05% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.27% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.72% 94.80%
CHEMBL226 P30542 Adenosine A1 receptor 93.60% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.87% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.55% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.90% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.50% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 86.37% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.97% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.80% 99.17%
CHEMBL2581 P07339 Cathepsin D 84.84% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.79% 96.61%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.35% 95.83%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.01% 96.00%
CHEMBL4208 P20618 Proteasome component C5 83.55% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.07% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.67% 89.67%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.36% 85.49%

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.
Sesamum indicum

Cross-Links

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PubChem 101417417
LOTUS LTS0207198
wikiData Q104984845