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1-[3-acetyl-2,4-dihydroxy-6-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-4,5-dihydroxy-2-methylanthracene-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 9b078d16-83b3-4a9e-871e-349c062ea07e
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 1-[3-acetyl-2,4-dihydroxy-6-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-4,5-dihydroxy-2-methylanthracene-9,10-dione
SMILES (Canonical) CC1=CC(=C2C(=C1C3=C(C=C(C(=C3O)C(=O)C)O)OC4C(C(C(CO4)O)O)O)C(=O)C5=C(C2=O)C(=CC=C5)O)O
SMILES (Isomeric) CC1=CC(=C2C(=C1C3=C(C=C(C(=C3O)C(=O)C)O)O[C@H]4[C@@H]([C@@H]([C@@H](CO4)O)O)O)C(=O)C5=C(C2=O)C(=CC=C5)O)O
InChI InChI=1S/C28H24O12/c1-9-6-13(31)20-22(23(34)11-4-3-5-12(30)19(11)26(20)37)17(9)21-16(7-14(32)18(10(2)29)25(21)36)40-28-27(38)24(35)15(33)8-39-28/h3-7,15,24,27-28,30-33,35-36,38H,8H2,1-2H3/t15-,24-,27-,28+/m1/s1
InChI Key CDSKQDYWXLYLCQ-SWEJXJAISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H24O12
Molecular Weight 552.50 g/mol
Exact Mass 552.12677620 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.28
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[3-acetyl-2,4-dihydroxy-6-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-4,5-dihydroxy-2-methylanthracene-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 + 0.6581 65.81%
Caco-2 - 0.8811 88.11%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6237 62.37%
OATP2B1 inhibitior - 0.5593 55.93%
OATP1B1 inhibitior + 0.9089 90.89%
OATP1B3 inhibitior + 0.9364 93.64%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9308 93.08%
P-glycoprotein inhibitior - 0.4873 48.73%
P-glycoprotein substrate + 0.5055 50.55%
CYP3A4 substrate + 0.6698 66.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.8942 89.42%
CYP2C9 inhibition - 0.8981 89.81%
CYP2C19 inhibition - 0.9395 93.95%
CYP2D6 inhibition - 0.9349 93.49%
CYP1A2 inhibition - 0.7884 78.84%
CYP2C8 inhibition + 0.5998 59.98%
CYP inhibitory promiscuity - 0.9275 92.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6993 69.93%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.8920 89.20%
Skin irritation - 0.8211 82.11%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis + 0.7958 79.58%
Human Ether-a-go-go-Related Gene inhibition + 0.7391 73.91%
Micronuclear + 0.7733 77.33%
Hepatotoxicity - 0.5448 54.48%
skin sensitisation - 0.9291 92.91%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7536 75.36%
Acute Oral Toxicity (c) III 0.5713 57.13%
Estrogen receptor binding + 0.8307 83.07%
Androgen receptor binding + 0.5590 55.90%
Thyroid receptor binding - 0.5466 54.66%
Glucocorticoid receptor binding + 0.6972 69.72%
Aromatase binding - 0.6075 60.75%
PPAR gamma + 0.6857 68.57%
Honey bee toxicity - 0.8168 81.68%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9311 93.11%

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 99.31% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.76% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.49% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.09% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.89% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.53% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 91.50% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.99% 99.15%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.75% 96.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.38% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.34% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.83% 97.21%
CHEMBL2535 P11166 Glucose transporter 86.45% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.71% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.34% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.34% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.21% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.99% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.43% 99.17%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.92% 93.65%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.51% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 80.70% 91.49%
CHEMBL4208 P20618 Proteasome component C5 80.63% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.45% 90.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.31% 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.
Bulbinella floribunda

Cross-Links

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PubChem 163074232
LOTUS LTS0120329
wikiData Q104955131