[(2S,3S,4R,5R,6S)-6-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl] benzoate

Details

Top
Internal ID 8d8461fa-c204-4bb6-9772-a7481c181c5e
Taxonomy Benzenoids > Anthracenes
IUPAC Name [(2S,3S,4R,5R,6S)-6-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl] benzoate
SMILES (Canonical) C1=CC=C(C=C1)C(=O)OC2C(C(C(C(O2)C3C4=C(C(=CC=C4)O)C(=O)C5=C3C=C(C=C5O)CO)O)O)O
SMILES (Isomeric) C1=CC=C(C=C1)C(=O)O[C@H]2[C@H]([C@@H]([C@H]([C@@H](O2)[C@@H]3C4=C(C(=CC=C4)O)C(=O)C5=C3C=C(C=C5O)CO)O)O)O
InChI InChI=1S/C27H24O10/c28-11-12-9-15-18(14-7-4-8-16(29)19(14)21(31)20(15)17(30)10-12)25-23(33)22(32)24(34)27(36-25)37-26(35)13-5-2-1-3-6-13/h1-10,18,22-25,27-30,32-34H,11H2/t18-,22-,23-,24+,25+,27+/m1/s1
InChI Key ONFRLXXHGVGGCD-OCFOFQISSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H24O10
Molecular Weight 508.50 g/mol
Exact Mass 508.13694696 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 0.93
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3S,4R,5R,6S)-6-[(9R)-4,5-dihydroxy-2-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5531 55.31%
Caco-2 - 0.9221 92.21%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5656 56.56%
OATP2B1 inhibitior - 0.5495 54.95%
OATP1B1 inhibitior - 0.3497 34.97%
OATP1B3 inhibitior + 0.9264 92.64%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6033 60.33%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.7391 73.91%
CYP3A4 substrate + 0.6383 63.83%
CYP2C9 substrate - 0.8052 80.52%
CYP2D6 substrate - 0.8558 85.58%
CYP3A4 inhibition - 0.8343 83.43%
CYP2C9 inhibition - 0.7364 73.64%
CYP2C19 inhibition - 0.8995 89.95%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.8272 82.72%
CYP2C8 inhibition + 0.8097 80.97%
CYP inhibitory promiscuity - 0.6452 64.52%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7387 73.87%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.7706 77.06%
Skin irritation - 0.7777 77.77%
Skin corrosion - 0.9601 96.01%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4715 47.15%
Micronuclear + 0.7174 71.74%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9089 90.89%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6133 61.33%
Acute Oral Toxicity (c) III 0.3500 35.00%
Estrogen receptor binding + 0.7126 71.26%
Androgen receptor binding + 0.6199 61.99%
Thyroid receptor binding - 0.5606 56.06%
Glucocorticoid receptor binding + 0.6058 60.58%
Aromatase binding - 0.5856 58.56%
PPAR gamma + 0.7274 72.74%
Honey bee toxicity - 0.8195 81.95%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9379 93.79%

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
CHEMBL2581 P07339 Cathepsin D 98.29% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.62% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 92.22% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.02% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.07% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 90.68% 89.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.40% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.94% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.23% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.34% 94.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.03% 99.23%
CHEMBL2535 P11166 Glucose transporter 85.98% 98.75%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 84.89% 97.53%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.90% 83.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.89% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.20% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.03% 99.15%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.24% 85.31%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.82% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.63% 94.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.51% 96.37%
CHEMBL3194 P02766 Transthyretin 80.46% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.10% 96.95%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.09% 92.67%

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.
Picramnia antidesma
Picramnia sellowii

Cross-Links

Top
PubChem 101915965
LOTUS LTS0228506
wikiData Q105194656