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(4R)-4-acetyl-10-[(1S,2R)-1-acetyl-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-9-yl]-8,9-dihydroxy-3-methyl-4H-anthracen-1-one

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 35a6e2c2-9b65-4732-9db4-416aca6c1a1f
Taxonomy Lignans, neolignans and related compounds > Arylnaphthalene lignans
IUPAC Name (4R)-4-acetyl-10-[(1S,2R)-1-acetyl-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-9-yl]-8,9-dihydroxy-3-methyl-4H-anthracen-1-one
SMILES (Canonical) CC1=CC(=O)C2=C(C3=C(C=CC=C3O)C(=C2C1C(=O)C)C4=C5C(C(CC(=O)C5=C(C6=C4C=CC=C6O)O)(C)O)C(=O)C)O
SMILES (Isomeric) CC1=CC(=O)C2=C(C3=C(C=CC=C3O)C(=C2[C@@H]1C(=O)C)C4=C5[C@@H]([C@](CC(=O)C5=C(C6=C4C=CC=C6O)O)(C)O)C(=O)C)O
InChI InChI=1S/C34H28O9/c1-13-11-20(39)27-29(22(13)14(2)35)25(16-7-5-9-18(37)23(16)32(27)41)26-17-8-6-10-19(38)24(17)33(42)28-21(40)12-34(4,43)31(15(3)36)30(26)28/h5-11,22,31,37-38,41-43H,12H2,1-4H3/t22-,31-,34+/m0/s1
InChI Key BIEJOJJMQZEKED-SVNBWRNGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H28O9
Molecular Weight 580.60 g/mol
Exact Mass 580.17333247 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 5.31
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 (4R)-4-acetyl-10-[(1S,2R)-1-acetyl-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-9-yl]-8,9-dihydroxy-3-methyl-4H-anthracen-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9907 99.07%
Caco-2 - 0.7234 72.34%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7034 70.34%
OATP2B1 inhibitior + 0.5687 56.87%
OATP1B1 inhibitior + 0.8314 83.14%
OATP1B3 inhibitior + 0.9196 91.96%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8077 80.77%
P-glycoprotein inhibitior + 0.5851 58.51%
P-glycoprotein substrate + 0.5678 56.78%
CYP3A4 substrate + 0.7067 70.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8656 86.56%
CYP3A4 inhibition - 0.6128 61.28%
CYP2C9 inhibition + 0.5631 56.31%
CYP2C19 inhibition - 0.5428 54.28%
CYP2D6 inhibition - 0.8754 87.54%
CYP1A2 inhibition + 0.5473 54.73%
CYP2C8 inhibition + 0.5317 53.17%
CYP inhibitory promiscuity + 0.5489 54.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9111 91.11%
Carcinogenicity (trinary) Non-required 0.5034 50.34%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.7632 76.32%
Skin irritation - 0.6901 69.01%
Skin corrosion - 0.9301 93.01%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8278 82.78%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.7024 70.24%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7156 71.56%
Acute Oral Toxicity (c) III 0.3947 39.47%
Estrogen receptor binding + 0.7412 74.12%
Androgen receptor binding + 0.6925 69.25%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7418 74.18%
Aromatase binding + 0.5538 55.38%
PPAR gamma + 0.7668 76.68%
Honey bee toxicity - 0.8671 86.71%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9961 99.61%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.48% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.06% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.56% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.52% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.77% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 95.75% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.25% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.11% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.82% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.57% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.36% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.68% 99.15%
CHEMBL240 Q12809 HERG 83.00% 89.76%
CHEMBL340 P08684 Cytochrome P450 3A4 82.39% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.34% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.75% 90.08%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.50% 92.68%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.00% 85.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.75% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.10% 93.03%

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 124464540
LOTUS LTS0149704
wikiData Q104936408