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[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[[6-[[(3R,4E)-4-(1,3-benzodioxol-5-ylmethylidene)-5-oxooxolan-3-yl]methyl]-1,3-benzodioxol-5-yl]oxy]oxan-2-yl]methyl acetate

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 a8751ed8-1c0a-4513-906e-0660705fc1ac
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[[6-[[(3R,4E)-4-(1,3-benzodioxol-5-ylmethylidene)-5-oxooxolan-3-yl]methyl]-1,3-benzodioxol-5-yl]oxy]oxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2CC4COC(=O)C4=CC5=CC6=C(C=C5)OCO6)OCO3)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC3=C(C=C2C[C@H]\4COC(=O)/C4=C/C5=CC6=C(C=C5)OCO6)OCO3)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C34H34O16/c1-16(35)40-13-29-30(46-17(2)36)31(47-18(3)37)32(48-19(4)38)34(50-29)49-25-11-28-27(44-15-45-28)10-21(25)9-22-12-41-33(39)23(22)7-20-5-6-24-26(8-20)43-14-42-24/h5-8,10-11,22,29-32,34H,9,12-15H2,1-4H3/b23-7+/t22-,29+,30+,31-,32+,34+/m0/s1
InChI Key VAYFBSBIQPGZJU-SKIDZWLESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H34O16
Molecular Weight 698.60 g/mol
Exact Mass 698.18468499 g/mol
Topological Polar Surface Area (TPSA) 187.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 16
H-Bond Donor 0
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[[6-[[(3R,4E)-4-(1,3-benzodioxol-5-ylmethylidene)-5-oxooxolan-3-yl]methyl]-1,3-benzodioxol-5-yl]oxy]oxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9876 98.76%
Caco-2 - 0.8150 81.50%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7374 73.74%
OATP2B1 inhibitior - 0.5688 56.88%
OATP1B1 inhibitior + 0.8802 88.02%
OATP1B3 inhibitior + 0.9224 92.24%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9877 98.77%
P-glycoprotein inhibitior + 0.8873 88.73%
P-glycoprotein substrate - 0.7229 72.29%
CYP3A4 substrate + 0.6448 64.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8919 89.19%
CYP3A4 inhibition + 0.7379 73.79%
CYP2C9 inhibition - 0.5332 53.32%
CYP2C19 inhibition + 0.8827 88.27%
CYP2D6 inhibition - 0.7995 79.95%
CYP1A2 inhibition + 0.5433 54.33%
CYP2C8 inhibition + 0.5126 51.26%
CYP inhibitory promiscuity + 0.8839 88.39%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5711 57.11%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9155 91.55%
Skin irritation - 0.7924 79.24%
Skin corrosion - 0.9484 94.84%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7117 71.17%
Micronuclear + 0.5433 54.33%
Hepatotoxicity + 0.5056 50.56%
skin sensitisation - 0.5720 57.20%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.5161 51.61%
Acute Oral Toxicity (c) III 0.5776 57.76%
Estrogen receptor binding + 0.8394 83.94%
Androgen receptor binding + 0.6649 66.49%
Thyroid receptor binding + 0.5169 51.69%
Glucocorticoid receptor binding + 0.7963 79.63%
Aromatase binding + 0.5270 52.70%
PPAR gamma + 0.7829 78.29%
Honey bee toxicity - 0.7752 77.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9912 99.12%

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
CHEMBL4481 P35228 Nitric oxide synthase, inducible 98.83% 94.80%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.40% 91.11%
CHEMBL2039 P27338 Monoamine oxidase B 96.80% 92.51%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.49% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.96% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.09% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.57% 91.49%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.59% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.04% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 90.94% 95.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.88% 92.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.47% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 89.80% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.48% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.50% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.25% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.18% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.23% 97.25%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.14% 83.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.71% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.69% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.85% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.49% 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.
Taiwania cryptomerioides

Cross-Links

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PubChem 163195390
LOTUS LTS0142335
wikiData Q105283073