1,8-Dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]anthracene-9,10-dione

Details

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Internal ID 92bf4daf-e3f9-42d2-976b-6b5e495533c2
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 1,8-dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]anthracene-9,10-dione
SMILES (Canonical) CC1C(C(C(C(O1)OCC2=CC3=C(C(=C2)O)C(=O)C4=C(C3=O)C=CC=C4O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OCC2=CC3=C(C(=C2)O)C(=O)C4=C(C3=O)C=CC=C4O)O)O)O
InChI InChI=1S/C21H20O9/c1-8-16(24)19(27)20(28)21(30-8)29-7-9-5-11-15(13(23)6-9)18(26)14-10(17(11)25)3-2-4-12(14)22/h2-6,8,16,19-24,27-28H,7H2,1H3
InChI Key NYIQJFMCDIBYIH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O9
Molecular Weight 416.40 g/mol
Exact Mass 416.11073221 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.22
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,8-Dihydroxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]anthracene-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 - 0.5906 59.06%
Caco-2 - 0.7994 79.94%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6518 65.18%
OATP2B1 inhibitior - 0.5600 56.00%
OATP1B1 inhibitior + 0.8918 89.18%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5188 51.88%
P-glycoprotein inhibitior - 0.7168 71.68%
P-glycoprotein substrate - 0.7417 74.17%
CYP3A4 substrate + 0.5875 58.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8559 85.59%
CYP3A4 inhibition - 0.8624 86.24%
CYP2C9 inhibition - 0.6543 65.43%
CYP2C19 inhibition - 0.8543 85.43%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.6482 64.82%
CYP2C8 inhibition + 0.4813 48.13%
CYP inhibitory promiscuity - 0.6575 65.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7145 71.45%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8920 89.20%
Skin irritation - 0.7767 77.67%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis + 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5249 52.49%
Micronuclear + 0.7133 71.33%
Hepatotoxicity - 0.5593 55.93%
skin sensitisation - 0.9077 90.77%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6542 65.42%
Acute Oral Toxicity (c) III 0.6516 65.16%
Estrogen receptor binding + 0.7505 75.05%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5296 52.96%
Glucocorticoid receptor binding + 0.7171 71.71%
Aromatase binding + 0.6563 65.63%
PPAR gamma + 0.7254 72.54%
Honey bee toxicity - 0.8504 85.04%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.9578 95.78%

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 98.88% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 98.64% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 97.14% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.63% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.15% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.14% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.72% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.74% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.15% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 90.50% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.30% 99.23%
CHEMBL2535 P11166 Glucose transporter 87.86% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.52% 99.15%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.43% 96.38%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.02% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.78% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.16% 95.89%
CHEMBL4208 P20618 Proteasome component C5 83.51% 90.00%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 80.25% 88.00%

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.
Spatholobus suberectus

Cross-Links

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PubChem 14211228
LOTUS LTS0002718
wikiData Q105187519