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1,3,5-trihydroxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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 958ea6a9-0edc-4bed-8923-de7e74c8c24c
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 1,3,5-trihydroxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
SMILES (Canonical) CC1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C(=C(C=C3)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)O)O
SMILES (Isomeric) CC1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O)O)O
InChI InChI=1S/C26H28O15/c1-7-10(27)4-9-15(16(7)29)17(30)8-2-3-12(20(33)14(8)18(9)31)40-26-24(37)22(35)21(34)13(41-26)6-39-25-23(36)19(32)11(28)5-38-25/h2-4,11,13,19,21-29,32-37H,5-6H2,1H3/t11-,13-,19+,21-,22+,23-,24-,25+,26-/m1/s1
InChI Key PKMOIGNFEUALIL-UHCLWRNRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O15
Molecular Weight 580.50 g/mol
Exact Mass 580.14282018 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.47
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,3,5-trihydroxy-2-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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 - 0.6161 61.61%
Caco-2 - 0.8994 89.94%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6071 60.71%
OATP2B1 inhibitior - 0.5765 57.65%
OATP1B1 inhibitior + 0.8722 87.22%
OATP1B3 inhibitior + 0.9548 95.48%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5139 51.39%
P-glycoprotein inhibitior - 0.6483 64.83%
P-glycoprotein substrate - 0.6092 60.92%
CYP3A4 substrate + 0.6419 64.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8559 85.59%
CYP3A4 inhibition - 0.9401 94.01%
CYP2C9 inhibition - 0.9501 95.01%
CYP2C19 inhibition - 0.9203 92.03%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.8602 86.02%
CYP2C8 inhibition + 0.4592 45.92%
CYP inhibitory promiscuity - 0.9545 95.45%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6810 68.10%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9179 91.79%
Skin irritation - 0.8528 85.28%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6688 66.88%
Micronuclear + 0.5274 52.74%
Hepatotoxicity - 0.6974 69.74%
skin sensitisation - 0.8989 89.89%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.9041 90.41%
Acute Oral Toxicity (c) III 0.6200 62.00%
Estrogen receptor binding + 0.8119 81.19%
Androgen receptor binding - 0.5546 55.46%
Thyroid receptor binding - 0.5291 52.91%
Glucocorticoid receptor binding - 0.4884 48.84%
Aromatase binding + 0.6509 65.09%
PPAR gamma + 0.6690 66.90%
Honey bee toxicity - 0.8665 86.65%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7750 77.50%
Fish aquatic toxicity + 0.9104 91.04%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.78% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.61% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.80% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.34% 89.00%
CHEMBL220 P22303 Acetylcholinesterase 94.14% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.31% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.91% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.76% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.41% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.27% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.25% 89.62%
CHEMBL4208 P20618 Proteasome component C5 88.34% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 87.14% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.93% 96.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.42% 96.90%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.91% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.00% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 84.75% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.73% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.44% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.20% 86.92%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.98% 95.83%
CHEMBL3194 P02766 Transthyretin 80.55% 90.71%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.21% 96.67%

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.
Morinda citrifolia

Cross-Links

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PubChem 163078831
LOTUS LTS0188907
wikiData Q105210498