1-[4-[3-Acetyl-4-hydroxy-2-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]-1-hydroxy-3-methyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone

Details

Top
Internal ID c75ef8ea-f896-4ab0-b74c-a9ef222247bc
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 1-[4-[3-acetyl-4-hydroxy-2-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]-1-hydroxy-3-methyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone
SMILES (Canonical) CC1=C(C2=C(C(=CC=C2)OC3C(C(C(C(O3)CO)O)O)O)C(=C1C(=O)C)O)C4=C(C(=C(C5=C4C=CC=C5OC6C(C(C(C(O6)CO)O)O)O)O)C(=O)C)C
SMILES (Isomeric) CC1=C(C2=C(C(=CC=C2)OC3C(C(C(C(O3)CO)O)O)O)C(=C1C(=O)C)O)C4=C(C(=C(C5=C4C=CC=C5OC6C(C(C(C(O6)CO)O)O)O)O)C(=O)C)C
InChI InChI=1S/C38H42O16/c1-13-23(15(3)41)31(45)27-17(7-5-9-19(27)51-37-35(49)33(47)29(43)21(11-39)53-37)25(13)26-14(2)24(16(4)42)32(46)28-18(26)8-6-10-20(28)52-38-36(50)34(48)30(44)22(12-40)54-38/h5-10,21-22,29-30,33-40,43-50H,11-12H2,1-4H3
InChI Key IPWCRHGLKMYWOK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H42O16
Molecular Weight 754.70 g/mol
Exact Mass 754.24728525 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 0.45
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1-[4-[3-Acetyl-4-hydroxy-2-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]-1-hydroxy-3-methyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6371 63.71%
Caco-2 - 0.8808 88.08%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6123 61.23%
OATP2B1 inhibitior - 0.5676 56.76%
OATP1B1 inhibitior + 0.8305 83.05%
OATP1B3 inhibitior + 0.9551 95.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9234 92.34%
P-glycoprotein inhibitior + 0.6626 66.26%
P-glycoprotein substrate - 0.7540 75.40%
CYP3A4 substrate + 0.6424 64.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.9595 95.95%
CYP2C9 inhibition - 0.9267 92.67%
CYP2C19 inhibition - 0.9425 94.25%
CYP2D6 inhibition - 0.9741 97.41%
CYP1A2 inhibition - 0.9176 91.76%
CYP2C8 inhibition + 0.5330 53.30%
CYP inhibitory promiscuity - 0.8400 84.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6971 69.71%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9046 90.46%
Skin irritation - 0.8665 86.65%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8487 84.87%
Micronuclear + 0.6233 62.33%
Hepatotoxicity - 0.6768 67.68%
skin sensitisation - 0.9321 93.21%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6307 63.07%
Acute Oral Toxicity (c) III 0.5982 59.82%
Estrogen receptor binding + 0.8223 82.23%
Androgen receptor binding - 0.6247 62.47%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.4877 48.77%
Aromatase binding + 0.5779 57.79%
PPAR gamma + 0.7207 72.07%
Honey bee toxicity - 0.7872 78.72%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6505 65.05%
Fish aquatic toxicity + 0.8836 88.36%

Targets

Top

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 98.39% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 98.17% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.95% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.51% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.21% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.13% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.96% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.65% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.90% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.05% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.45% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.29% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.60% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.24% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.58% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.25% 95.50%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.13% 93.65%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.96% 93.56%

Plants that contains it

Top
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.
Rumex patientia

Cross-Links

Top
PubChem 163042090
LOTUS LTS0124003
wikiData Q105117541