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2-chloro-1,8-dihydroxy-6-[(2S)-2-hydroxypropyl]-3-methoxyanthracene-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 3db04424-b870-4ba8-b37d-1e4843be81d5
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 2-chloro-1,8-dihydroxy-6-[(2S)-2-hydroxypropyl]-3-methoxyanthracene-9,10-dione
SMILES (Canonical) CC(CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)OC)Cl)O)O
SMILES (Isomeric) C[C@@H](CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)OC)Cl)O)O
InChI InChI=1S/C18H15ClO6/c1-7(20)3-8-4-9-13(11(21)5-8)17(23)14-10(16(9)22)6-12(25-2)15(19)18(14)24/h4-7,20-21,24H,3H2,1-2H3/t7-/m0/s1
InChI Key FKVUTJLGAVQJOM-ZETCQYMHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H15ClO6
Molecular Weight 362.80 g/mol
Exact Mass 362.0557159 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.46
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-chloro-1,8-dihydroxy-6-[(2S)-2-hydroxypropyl]-3-methoxyanthracene-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 + 0.9853 98.53%
Caco-2 + 0.6850 68.50%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7073 70.73%
OATP2B1 inhibitior - 0.7122 71.22%
OATP1B1 inhibitior + 0.8887 88.87%
OATP1B3 inhibitior + 0.9198 91.98%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4931 49.31%
P-glycoprotein inhibitior - 0.8197 81.97%
P-glycoprotein substrate - 0.7961 79.61%
CYP3A4 substrate + 0.5853 58.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7645 76.45%
CYP3A4 inhibition - 0.5115 51.15%
CYP2C9 inhibition + 0.5228 52.28%
CYP2C19 inhibition - 0.5348 53.48%
CYP2D6 inhibition - 0.6496 64.96%
CYP1A2 inhibition + 0.7257 72.57%
CYP2C8 inhibition - 0.6770 67.70%
CYP inhibitory promiscuity + 0.5399 53.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7248 72.48%
Carcinogenicity (trinary) Non-required 0.5530 55.30%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.6165 61.65%
Skin irritation - 0.7319 73.19%
Skin corrosion - 0.9224 92.24%
Ames mutagenesis + 0.6546 65.46%
Human Ether-a-go-go-Related Gene inhibition - 0.6961 69.61%
Micronuclear + 0.6133 61.33%
Hepatotoxicity + 0.6177 61.77%
skin sensitisation - 0.8750 87.50%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4622 46.22%
Acute Oral Toxicity (c) III 0.3688 36.88%
Estrogen receptor binding + 0.7805 78.05%
Androgen receptor binding + 0.5539 55.39%
Thyroid receptor binding + 0.5364 53.64%
Glucocorticoid receptor binding + 0.7982 79.82%
Aromatase binding + 0.7061 70.61%
PPAR gamma + 0.8513 85.13%
Honey bee toxicity - 0.8598 85.98%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9931 99.31%

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
CHEMBL2581 P07339 Cathepsin D 98.57% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.68% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.16% 94.45%
CHEMBL4208 P20618 Proteasome component C5 91.97% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.84% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.51% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.39% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.15% 95.56%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 87.75% 95.34%
CHEMBL2535 P11166 Glucose transporter 87.65% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.17% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.10% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 85.91% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.76% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.56% 96.00%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 85.08% 95.52%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 84.08% 96.67%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.69% 90.24%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.57% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.50% 95.89%
CHEMBL5314 Q06418 Tyrosine-protein kinase receptor TYRO3 81.98% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.91% 96.90%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.43% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.72% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.27% 96.38%

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.
There are no matching plants.

Cross-Links

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PubChem 92470524
LOTUS LTS0045666
wikiData Q104996845