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(3R,4aS,6aR,12aS,12bR)-3,4a,8,12a-tetrahydroxy-12b-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-3-methyl-4,5,6,6a-tetrahydro-2H-benzo[a]anthracene-1,7,12-trione

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 f805d388-24d9-4e73-8a61-ad3da06cf678
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Anthraquinone glycosides
IUPAC Name (3R,4aS,6aR,12aS,12bR)-3,4a,8,12a-tetrahydroxy-12b-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-3-methyl-4,5,6,6a-tetrahydro-2H-benzo[a]anthracene-1,7,12-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H30O10/c1-12-15(26)6-7-18(34-12)35-25-17(28)10-22(2,31)11-23(25,32)9-8-14-20(29)19-13(4-3-5-16(19)27)21(30)24(14,25)33/h3-5,12,14-15,18,26-27,31-33H,6-11H2,1-2H3/t12-,14-,15-,18-,22-,23-,24+,25+/m0/s1
InChI Key BDZBETDENXLJSX-GDSCQXIYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30O10
Molecular Weight 490.50 g/mol
Exact Mass 490.18389715 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.40
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4aS,6aR,12aS,12bR)-3,4a,8,12a-tetrahydroxy-12b-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-3-methyl-4,5,6,6a-tetrahydro-2H-benzo[a]anthracene-1,7,12-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8955 89.55%
Caco-2 - 0.7604 76.04%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7093 70.93%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8765 87.65%
OATP1B3 inhibitior + 0.8598 85.98%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8643 86.43%
BSEP inhibitior + 0.7155 71.55%
P-glycoprotein inhibitior - 0.5986 59.86%
P-glycoprotein substrate + 0.6313 63.13%
CYP3A4 substrate + 0.7058 70.58%
CYP2C9 substrate - 0.6537 65.37%
CYP2D6 substrate - 0.8558 85.58%
CYP3A4 inhibition - 0.7309 73.09%
CYP2C9 inhibition - 0.9142 91.42%
CYP2C19 inhibition - 0.8817 88.17%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition + 0.6127 61.27%
CYP2C8 inhibition + 0.4935 49.35%
CYP inhibitory promiscuity - 0.9680 96.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7041 70.41%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9273 92.73%
Skin irritation - 0.6216 62.16%
Skin corrosion - 0.9048 90.48%
Ames mutagenesis + 0.5746 57.46%
Human Ether-a-go-go-Related Gene inhibition - 0.6857 68.57%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9005 90.05%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5939 59.39%
Acute Oral Toxicity (c) III 0.4130 41.30%
Estrogen receptor binding + 0.8474 84.74%
Androgen receptor binding + 0.7827 78.27%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7488 74.88%
Aromatase binding + 0.7870 78.70%
PPAR gamma + 0.6533 65.33%
Honey bee toxicity - 0.8436 84.36%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9838 98.38%

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 98.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.26% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.89% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 95.34% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.93% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.74% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.44% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 90.69% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.65% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.51% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.68% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.45% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.16% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.62% 94.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.53% 96.38%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.19% 83.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.18% 93.03%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.89% 85.11%
CHEMBL1944 P08473 Neprilysin 81.78% 92.63%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.77% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.29% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.20% 92.94%

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 163008471
LOTUS LTS0167195
wikiData Q104932523