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[(2S,3R,4R)-2-(4-acetyloxy-3-methoxyphenyl)-4-[[3-methoxy-4-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-3-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 47127b93-46a8-4d9d-8817-44887ecc4063
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2S,3R,4R)-2-(4-acetyloxy-3-methoxyphenyl)-4-[[3-methoxy-4-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-3-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(COC1C2=CC(=C(C=C2)OC(=O)C)OC)CC3=CC(=C(C=C3)OC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC
SMILES (Isomeric) CC(=O)OC[C@H]1[C@H](CO[C@@H]1C2=CC(=C(C=C2)OC(=O)C)OC)CC3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC
InChI InChI=1S/C38H46O17/c1-19(39)47-17-28-27(16-49-34(28)26-10-12-29(50-21(3)41)32(15-26)46-8)13-25-9-11-30(31(14-25)45-7)54-38-37(53-24(6)44)36(52-23(5)43)35(51-22(4)42)33(55-38)18-48-20(2)40/h9-12,14-15,27-28,33-38H,13,16-18H2,1-8H3/t27-,28-,33+,34+,35+,36-,37+,38+/m0/s1
InChI Key MQYUPFADGZFBJL-SKDYSQMKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H46O17
Molecular Weight 774.80 g/mol
Exact Mass 774.27349999 g/mol
Topological Polar Surface Area (TPSA) 204.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.20
H-Bond Acceptor 17
H-Bond Donor 0
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R)-2-(4-acetyloxy-3-methoxyphenyl)-4-[[3-methoxy-4-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-3-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 + 0.9673 96.73%
Caco-2 - 0.8235 82.35%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8787 87.87%
OATP2B1 inhibitior - 0.5605 56.05%
OATP1B1 inhibitior + 0.8316 83.16%
OATP1B3 inhibitior + 0.9067 90.67%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9755 97.55%
P-glycoprotein inhibitior + 0.8563 85.63%
P-glycoprotein substrate - 0.5744 57.44%
CYP3A4 substrate + 0.6910 69.10%
CYP2C9 substrate - 0.7962 79.62%
CYP2D6 substrate - 0.8682 86.82%
CYP3A4 inhibition - 0.6045 60.45%
CYP2C9 inhibition - 0.6593 65.93%
CYP2C19 inhibition + 0.6496 64.96%
CYP2D6 inhibition - 0.9294 92.94%
CYP1A2 inhibition - 0.7229 72.29%
CYP2C8 inhibition + 0.7293 72.93%
CYP inhibitory promiscuity + 0.7515 75.15%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6159 61.59%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9085 90.85%
Skin irritation - 0.8970 89.70%
Skin corrosion - 0.9743 97.43%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8737 87.37%
Micronuclear - 0.5126 51.26%
Hepatotoxicity - 0.6167 61.67%
skin sensitisation - 0.8413 84.13%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity - 0.8737 87.37%
Acute Oral Toxicity (c) III 0.6923 69.23%
Estrogen receptor binding + 0.8106 81.06%
Androgen receptor binding + 0.6847 68.47%
Thyroid receptor binding + 0.5464 54.64%
Glucocorticoid receptor binding + 0.8292 82.92%
Aromatase binding + 0.6373 63.73%
PPAR gamma + 0.7500 75.00%
Honey bee toxicity - 0.6960 69.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9880 98.80%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.21% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.49% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.73% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.26% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.84% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.53% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.22% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.30% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.39% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.22% 95.89%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 87.56% 85.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.95% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.55% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.15% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.27% 95.89%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.57% 83.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.67% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 82.66% 94.73%
CHEMBL4208 P20618 Proteasome component C5 82.00% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.63% 97.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.47% 86.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.46% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.98% 96.95%
CHEMBL5255 O00206 Toll-like receptor 4 80.41% 92.50%

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.
Arum italicum
Sarcandra glabra

Cross-Links

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PubChem 15719883
NPASS NPC247583
LOTUS LTS0062799
wikiData Q105170343