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1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4-hydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione

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 b585c077-d81e-4081-b480-89dda8e7f53c
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4-hydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
SMILES (Canonical) CC1=CC(=C2C(=C1C3=C(C(=C(C=C3O)OC)C(=O)C)O)C(=O)C4=C(C2=O)C(=CC=C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O
SMILES (Isomeric) CC1=CC(=C2C(=C1C3=C(C(=C(C=C3O)OC)C(=O)C)O)C(=O)C4=C(C2=O)C(=CC=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O
InChI InChI=1S/C36H38O18/c1-11-7-14(39)24-25(20(11)23-15(40)8-17(50-3)21(12(2)38)29(23)44)26(41)13-5-4-6-16(22(13)30(24)45)52-36-34(49)32(47)28(43)19(54-36)10-51-35-33(48)31(46)27(42)18(9-37)53-35/h4-8,18-19,27-28,31-37,39-40,42-44,46-49H,9-10H2,1-3H3/t18-,19-,27-,28-,31+,32+,33-,34-,35-,36-/m1/s1
InChI Key FGCBCWLAWZHNTO-CSESPSSKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H38O18
Molecular Weight 758.70 g/mol
Exact Mass 758.20581436 g/mol
Topological Polar Surface Area (TPSA) 300.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -1.23
H-Bond Acceptor 18
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-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4-hydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6454 64.54%
Caco-2 - 0.8862 88.62%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5304 53.04%
OATP2B1 inhibitior - 0.5701 57.01%
OATP1B1 inhibitior + 0.8598 85.98%
OATP1B3 inhibitior + 0.9682 96.82%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9012 90.12%
P-glycoprotein inhibitior + 0.6183 61.83%
P-glycoprotein substrate + 0.5399 53.99%
CYP3A4 substrate + 0.6768 67.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8576 85.76%
CYP3A4 inhibition - 0.9560 95.60%
CYP2C9 inhibition - 0.9176 91.76%
CYP2C19 inhibition - 0.9401 94.01%
CYP2D6 inhibition - 0.9681 96.81%
CYP1A2 inhibition - 0.9381 93.81%
CYP2C8 inhibition + 0.7022 70.22%
CYP inhibitory promiscuity - 0.8513 85.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6895 68.95%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.8634 86.34%
Skin corrosion - 0.9596 95.96%
Ames mutagenesis + 0.7336 73.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7748 77.48%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9325 93.25%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5310 53.10%
Acute Oral Toxicity (c) III 0.6579 65.79%
Estrogen receptor binding + 0.7908 79.08%
Androgen receptor binding - 0.5862 58.62%
Thyroid receptor binding - 0.5084 50.84%
Glucocorticoid receptor binding + 0.5475 54.75%
Aromatase binding + 0.5434 54.34%
PPAR gamma + 0.7101 71.01%
Honey bee toxicity - 0.7963 79.63%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.7925 79.25%

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 99.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.68% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.16% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.76% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.36% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.52% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.33% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 92.57% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.11% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.05% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.00% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.91% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.78% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.96% 97.21%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.83% 99.15%
CHEMBL2535 P11166 Glucose transporter 83.02% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.83% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.73% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.82% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.61% 96.90%
CHEMBL3194 P02766 Transthyretin 80.31% 90.71%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.03% 96.39%

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.
Bulbine narcissifolia

Cross-Links

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PubChem 11018134
LOTUS LTS0254273
wikiData Q104994801