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[(1R)-1-[(1R,10R,11S,12S)-5-[5-[(1R)-1-acetyloxyethyl]-1,8-dihydroxy-6-methyl-9,10-dioxoanthracen-2-yl]-2,4,12-trihydroxy-12-methyl-9,14-dioxo-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3(8),4,6-trien-11-yl]ethyl] acetate

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 13c6015a-dfa9-452e-ab73-3f439aa980c8
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name [(1R)-1-[(1R,10R,11S,12S)-5-[5-[(1R)-1-acetyloxyethyl]-1,8-dihydroxy-6-methyl-9,10-dioxoanthracen-2-yl]-2,4,12-trihydroxy-12-methyl-9,14-dioxo-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3(8),4,6-trien-11-yl]ethyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H34O14/c1-13-11-22(41)27-28(24(13)14(2)50-16(4)39)31(45)20-9-7-18(29(43)25(20)32(27)46)19-8-10-21-26(30(19)44)35(48)37-23(42)12-36(6,49)33(15(3)51-17(5)40)38(37,52-37)34(21)47/h7-11,14-15,33,35,41,43-44,48-49H,12H2,1-6H3/t14-,15-,33+,35?,36+,37-,38+/m1/s1
InChI Key UAASTADBBAWQPM-BOXNTOFOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H34O14
Molecular Weight 714.70 g/mol
Exact Mass 714.19485575 g/mol
Topological Polar Surface Area (TPSA) 235.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R)-1-[(1R,10R,11S,12S)-5-[5-[(1R)-1-acetyloxyethyl]-1,8-dihydroxy-6-methyl-9,10-dioxoanthracen-2-yl]-2,4,12-trihydroxy-12-methyl-9,14-dioxo-15-oxatetracyclo[8.4.1.01,10.03,8]pentadeca-3(8),4,6-trien-11-yl]ethyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9061 90.61%
Caco-2 - 0.8500 85.00%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4801 48.01%
OATP2B1 inhibitior - 0.5560 55.60%
OATP1B1 inhibitior + 0.8634 86.34%
OATP1B3 inhibitior + 0.8486 84.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8423 84.23%
P-glycoprotein inhibitior + 0.7548 75.48%
P-glycoprotein substrate + 0.6567 65.67%
CYP3A4 substrate + 0.7036 70.36%
CYP2C9 substrate - 0.5920 59.20%
CYP2D6 substrate - 0.8592 85.92%
CYP3A4 inhibition + 0.5120 51.20%
CYP2C9 inhibition - 0.8226 82.26%
CYP2C19 inhibition - 0.8782 87.82%
CYP2D6 inhibition - 0.8973 89.73%
CYP1A2 inhibition - 0.7888 78.88%
CYP2C8 inhibition + 0.6155 61.55%
CYP inhibitory promiscuity - 0.8575 85.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5145 51.45%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.7567 75.67%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis + 0.6877 68.77%
Human Ether-a-go-go-Related Gene inhibition + 0.7166 71.66%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.5393 53.93%
skin sensitisation - 0.8580 85.80%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7210 72.10%
Acute Oral Toxicity (c) III 0.3528 35.28%
Estrogen receptor binding + 0.8302 83.02%
Androgen receptor binding + 0.7520 75.20%
Thyroid receptor binding + 0.6204 62.04%
Glucocorticoid receptor binding + 0.7654 76.54%
Aromatase binding + 0.7048 70.48%
PPAR gamma + 0.7430 74.30%
Honey bee toxicity - 0.7659 76.59%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9829 98.29%

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 99.42% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 99.23% 96.38%
CHEMBL2581 P07339 Cathepsin D 98.09% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.61% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.29% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.17% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.01% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.99% 99.15%
CHEMBL1951 P21397 Monoamine oxidase A 93.57% 91.49%
CHEMBL1937 Q92769 Histone deacetylase 2 93.22% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.51% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.05% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.06% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.36% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 85.30% 94.73%
CHEMBL284 P27487 Dipeptidyl peptidase IV 85.29% 95.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.13% 100.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 85.10% 96.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.99% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.32% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.42% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.17% 92.94%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.73% 93.04%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.24% 85.00%
CHEMBL4040 P28482 MAP kinase ERK2 82.04% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.98% 97.09%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.52% 85.11%
CHEMBL4208 P20618 Proteasome component C5 80.44% 90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163186920
LOTUS LTS0101238
wikiData Q105268532