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1,3,6,8-Tetrahydroxy-2-[1-[2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylphenyl]hexyl]anthracene-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 84bb7737-893e-485c-9064-1d4c851c1f34
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
IUPAC Name 1,3,6,8-tetrahydroxy-2-[1-[2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylphenyl]hexyl]anthracene-9,10-dione
SMILES (Canonical) CCCCCC(C1=C(C=C(C=C1C)OC2=CC(=CC(=C2)O)C)O)C3=C(C=C4C(=C3O)C(=O)C5=C(C4=O)C=C(C=C5O)O)O
SMILES (Isomeric) CCCCCC(C1=C(C=C(C=C1C)OC2=CC(=CC(=C2)O)C)O)C3=C(C=C4C(=C3O)C(=O)C5=C(C4=O)C=C(C=C5O)O)O
InChI InChI=1S/C34H32O9/c1-4-5-6-7-22(28-17(3)10-21(14-26(28)38)43-20-9-16(2)8-18(35)11-20)29-27(39)15-24-31(33(29)41)34(42)30-23(32(24)40)12-19(36)13-25(30)37/h8-15,22,35-39,41H,4-7H2,1-3H3
InChI Key PBHGSIRHKIBKSJ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H32O9
Molecular Weight 584.60 g/mol
Exact Mass 584.20463259 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 8.00
Atomic LogP (AlogP) 6.82
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,3,6,8-Tetrahydroxy-2-[1-[2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylphenyl]hexyl]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 + 0.9729 97.29%
Caco-2 - 0.7905 79.05%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8103 81.03%
OATP2B1 inhibitior - 0.5706 57.06%
OATP1B1 inhibitior + 0.8461 84.61%
OATP1B3 inhibitior + 0.8547 85.47%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9605 96.05%
P-glycoprotein inhibitior + 0.7979 79.79%
P-glycoprotein substrate - 0.7482 74.82%
CYP3A4 substrate + 0.6427 64.27%
CYP2C9 substrate - 0.8009 80.09%
CYP2D6 substrate - 0.7987 79.87%
CYP3A4 inhibition - 0.6425 64.25%
CYP2C9 inhibition - 0.5084 50.84%
CYP2C19 inhibition - 0.6296 62.96%
CYP2D6 inhibition - 0.7614 76.14%
CYP1A2 inhibition + 0.7688 76.88%
CYP2C8 inhibition + 0.6193 61.93%
CYP inhibitory promiscuity + 0.6550 65.50%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8711 87.11%
Carcinogenicity (trinary) Non-required 0.6931 69.31%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8765 87.65%
Skin irritation - 0.7323 73.23%
Skin corrosion - 0.8554 85.54%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8754 87.54%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.5710 57.10%
skin sensitisation - 0.8540 85.40%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6133 61.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6067 60.67%
Acute Oral Toxicity (c) III 0.5899 58.99%
Estrogen receptor binding + 0.8568 85.68%
Androgen receptor binding + 0.8196 81.96%
Thyroid receptor binding + 0.5707 57.07%
Glucocorticoid receptor binding + 0.8438 84.38%
Aromatase binding + 0.5897 58.97%
PPAR gamma + 0.7137 71.37%
Honey bee toxicity - 0.8118 81.18%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6520 65.20%
Fish aquatic toxicity + 1.0000 100.00%

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 99.47% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.06% 91.11%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 96.86% 92.68%
CHEMBL1951 P21397 Monoamine oxidase A 96.17% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.92% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.55% 96.21%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 94.23% 91.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.27% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.75% 93.56%
CHEMBL1907 P15144 Aminopeptidase N 92.31% 93.31%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.20% 95.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.06% 99.23%
CHEMBL1929 P47989 Xanthine dehydrogenase 90.98% 96.12%
CHEMBL4581 P52732 Kinesin-like protein 1 90.64% 93.18%
CHEMBL3401 O75469 Pregnane X receptor 90.38% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.23% 90.71%
CHEMBL240 Q12809 HERG 89.18% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.62% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.41% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.32% 96.38%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.23% 99.15%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 87.18% 95.52%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.83% 86.33%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.36% 97.29%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 82.52% 83.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.20% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.59% 96.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.17% 92.08%

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 137639888
LOTUS LTS0191663
wikiData Q104194200