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(1S,2R)-2-[4-[(2R,3aR,5S,6aR)-5-[4-[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-2-yl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

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 075fe131-5adb-4697-a74c-0b4aeecbef60
Taxonomy Lignans, neolignans and related compounds
IUPAC Name (1S,2R)-2-[4-[(2R,3aR,5S,6aR)-5-[4-[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-2-yl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol
SMILES (Canonical) COC1=CC(=CC(=C1OC(CO)C(C2=CC(=C(C=C2)O)OC)O)OC)C3CC4C(O3)CC(O4)C5=CC(=C(C(=C5)OC)OC(CO)C(C6=CC(=C(C=C6)O)OC)O)OC
SMILES (Isomeric) COC1=CC(=CC(=C1O[C@H](CO)[C@H](C2=CC(=C(C=C2)O)OC)O)OC)[C@H]3C[C@@H]4[C@H](O3)C[C@H](O4)C5=CC(=C(C(=C5)OC)O[C@@H](CO)[C@H](C6=CC(=C(C=C6)O)OC)O)OC
InChI InChI=1S/C42H50O16/c1-49-29-11-21(7-9-25(29)45)39(47)37(19-43)57-41-33(51-3)13-23(14-34(41)52-4)27-17-31-32(55-27)18-28(56-31)24-15-35(53-5)42(36(16-24)54-6)58-38(20-44)40(48)22-8-10-26(46)30(12-22)50-2/h7-16,27-28,31-32,37-40,43-48H,17-20H2,1-6H3/t27-,28+,31-,32-,37-,38+,39+,40+/m1/s1
InChI Key ICJLKGOMLSZCEN-UCTWHJNISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H50O16
Molecular Weight 810.80 g/mol
Exact Mass 810.30988550 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.46
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R)-2-[4-[(2R,3aR,5S,6aR)-5-[4-[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-2-yl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9551 95.51%
Caco-2 - 0.8531 85.31%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7419 74.19%
OATP2B1 inhibitior + 0.5613 56.13%
OATP1B1 inhibitior + 0.9090 90.90%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7978 79.78%
P-glycoprotein inhibitior + 0.7647 76.47%
P-glycoprotein substrate - 0.6816 68.16%
CYP3A4 substrate + 0.5157 51.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4336 43.36%
CYP3A4 inhibition - 0.6110 61.10%
CYP2C9 inhibition - 0.6315 63.15%
CYP2C19 inhibition - 0.5539 55.39%
CYP2D6 inhibition - 0.9114 91.14%
CYP1A2 inhibition - 0.7664 76.64%
CYP2C8 inhibition - 0.6795 67.95%
CYP inhibitory promiscuity + 0.7224 72.24%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5644 56.44%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9021 90.21%
Skin irritation - 0.8466 84.66%
Skin corrosion - 0.9618 96.18%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7874 78.74%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8150 81.50%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8502 85.02%
Acute Oral Toxicity (c) III 0.6511 65.11%
Estrogen receptor binding + 0.7593 75.93%
Androgen receptor binding + 0.7380 73.80%
Thyroid receptor binding + 0.5785 57.85%
Glucocorticoid receptor binding + 0.6882 68.82%
Aromatase binding + 0.6049 60.49%
PPAR gamma + 0.6898 68.98%
Honey bee toxicity - 0.8948 89.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8938 89.38%

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 99.39% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.30% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.09% 91.11%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 95.15% 89.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.20% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.28% 99.15%
CHEMBL4208 P20618 Proteasome component C5 90.81% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.31% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.59% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.14% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.80% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.20% 99.17%
CHEMBL2581 P07339 Cathepsin D 83.15% 98.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.11% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.10% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.07% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.05% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.63% 92.62%

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.
Pluchea indica

Cross-Links

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PubChem 163028410
LOTUS LTS0039733
wikiData Q105111023