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1-[5-[6-acetyl-5-hydroxy-7-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]-1-hydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone

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 00f5da5c-a10e-4d6d-a9ef-3c1abc52a25c
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 1-[5-[6-acetyl-5-hydroxy-7-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]-1-hydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone
SMILES (Canonical) CC1=CC2=C(C=CC(=C2C(=C1C(=O)C)O)OC3C(C(C(C(O3)CO)O)O)O)C4=C5C=C(C(=C(C5=C(C=C4)OC6C(C(C(C(O6)CO)O)O)O)O)C(=O)C)C
SMILES (Isomeric) CC1=CC2=C(C=CC(=C2C(=C1C(=O)C)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=C5C=C(C(=C(C5=C(C=C4)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C(=O)C)C
InChI InChI=1S/C38H42O16/c1-13-9-19-17(5-7-21(27(19)31(45)25(13)15(3)41)51-37-35(49)33(47)29(43)23(11-39)53-37)18-6-8-22(28-20(18)10-14(2)26(16(4)42)32(28)46)52-38-36(50)34(48)30(44)24(12-40)54-38/h5-10,23-24,29-30,33-40,43-50H,11-12H2,1-4H3/t23-,24-,29-,30-,33+,34+,35-,36-,37-,38-/m1/s1
InChI Key VNVKFFMGRBLOQQ-UOTQIRRWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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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

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There are no found synonyms.

2D Structure

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2D Structure of 1-[5-[6-acetyl-5-hydroxy-7-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]-1-hydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6371 63.71%
Caco-2 - 0.8863 88.63%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6123 61.23%
OATP2B1 inhibitior - 0.5668 56.68%
OATP1B1 inhibitior + 0.8593 85.93%
OATP1B3 inhibitior + 0.9551 95.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9632 96.32%
P-glycoprotein inhibitior + 0.6773 67.73%
P-glycoprotein substrate - 0.7317 73.17%
CYP3A4 substrate + 0.6050 60.50%
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 + 0.6058 60.58%
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 - 0.9028 90.28%
Skin irritation - 0.8665 86.65%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8830 88.30%
Micronuclear + 0.6233 62.33%
Hepatotoxicity - 0.6268 62.68%
skin sensitisation - 0.9321 93.21%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7722 77.22%
Acute Oral Toxicity (c) III 0.5982 59.82%
Estrogen receptor binding + 0.8321 83.21%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5379 53.79%
Glucocorticoid receptor binding + 0.5587 55.87%
Aromatase binding + 0.5947 59.47%
PPAR gamma + 0.6809 68.09%
Honey bee toxicity - 0.8457 84.57%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.8836 88.36%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.66% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 95.26% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.77% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 93.73% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 93.24% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.91% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.73% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.47% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.28% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.50% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.83% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.05% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.05% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.10% 96.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.44% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.48% 95.89%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.47% 93.65%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.68% 97.21%

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.
Rumex patientia

Cross-Links

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PubChem 162921574
LOTUS LTS0118200
wikiData Q105289964