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[(2R,3R,4S,5R,6S)-6-[4-[(3S,3aR,6S,6aR)-6-(4-acetyloxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-3,4,5-triacetyloxyoxan-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 005d0d17-899c-4407-b778-8a7640757ec4
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-6-[4-[(3S,3aR,6S,6aR)-6-(4-acetyloxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-3,4,5-triacetyloxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3C4COC(C4CO3)C5=CC(=C(C=C5)OC(=O)C)OC)OC)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=C(C=C(C=C2)[C@@H]3[C@H]4CO[C@@H]([C@H]4CO3)C5=CC(=C(C=C5)OC(=O)C)OC)OC)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C36H42O16/c1-17(37)44-16-30-33(48-19(3)39)34(49-20(4)40)35(50-21(5)41)36(52-30)51-27-11-9-23(13-29(27)43-7)32-25-15-45-31(24(25)14-46-32)22-8-10-26(47-18(2)38)28(12-22)42-6/h8-13,24-25,30-36H,14-16H2,1-7H3/t24-,25-,30+,31+,32+,33+,34-,35+,36+/m0/s1
InChI Key IVTDVPBEFUNMCO-ANHVYHQPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H42O16
Molecular Weight 730.70 g/mol
Exact Mass 730.24728525 g/mol
Topological Polar Surface Area (TPSA) 187.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.17
H-Bond Acceptor 16
H-Bond Donor 0
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-6-[4-[(3S,3aR,6S,6aR)-6-(4-acetyloxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-3,4,5-triacetyloxyoxan-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 + 0.9818 98.18%
Caco-2 - 0.8181 81.81%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8159 81.59%
OATP2B1 inhibitior + 0.5733 57.33%
OATP1B1 inhibitior + 0.8476 84.76%
OATP1B3 inhibitior + 0.9226 92.26%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9614 96.14%
P-glycoprotein inhibitior + 0.8572 85.72%
P-glycoprotein substrate - 0.7443 74.43%
CYP3A4 substrate + 0.6435 64.35%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8625 86.25%
CYP3A4 inhibition - 0.7065 70.65%
CYP2C9 inhibition - 0.6785 67.85%
CYP2C19 inhibition + 0.6125 61.25%
CYP2D6 inhibition - 0.9355 93.55%
CYP1A2 inhibition - 0.7949 79.49%
CYP2C8 inhibition + 0.5918 59.18%
CYP inhibitory promiscuity + 0.6496 64.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6112 61.12%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9059 90.59%
Skin irritation - 0.8828 88.28%
Skin corrosion - 0.9698 96.98%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8408 84.08%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.7667 76.67%
skin sensitisation - 0.7691 76.91%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8971 89.71%
Acute Oral Toxicity (c) III 0.6175 61.75%
Estrogen receptor binding + 0.8261 82.61%
Androgen receptor binding + 0.7023 70.23%
Thyroid receptor binding + 0.5496 54.96%
Glucocorticoid receptor binding + 0.8278 82.78%
Aromatase binding + 0.6029 60.29%
PPAR gamma + 0.7477 74.77%
Honey bee toxicity - 0.7568 75.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9896 98.96%

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 99.01% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.63% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.80% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.38% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.44% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.48% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.95% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.55% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.13% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.25% 94.45%
CHEMBL4208 P20618 Proteasome component C5 84.57% 90.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.02% 83.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.64% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 83.45% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 83.23% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.04% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.73% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.40% 91.19%
CHEMBL5028 O14672 ADAM10 81.56% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.26% 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.
Arum italicum
Sarcandra glabra

Cross-Links

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PubChem 13916138
NPASS NPC257955
LOTUS LTS0062497
wikiData Q105121283