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6,12-dihydroxy-8-methoxy-3-methyl-1-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-12H-benzo[a]anthracen-7-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 ee3203de-7347-492a-a100-5fd28943bef5
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 6,12-dihydroxy-8-methoxy-3-methyl-1-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-12H-benzo[a]anthracen-7-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H26O9/c1-10-7-12-9-14(27)19-20(22(29)13-5-4-6-15(33-3)18(13)23(19)30)17(12)16(8-10)35-26-25(32)24(31)21(28)11(2)34-26/h4-9,11,21-22,24-29,31-32H,1-3H3/t11-,21-,22?,24+,25+,26-/m0/s1
InChI Key RZMPVILSPGQMIZ-YYTCSLPCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H26O9
Molecular Weight 482.50 g/mol
Exact Mass 482.15768240 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.69
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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6,12-dihydroxy-8-methoxy-3-methyl-1-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-12H-benzo[a]anthracen-7-one

2D Structure

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2D Structure of 6,12-dihydroxy-8-methoxy-3-methyl-1-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-12H-benzo[a]anthracen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7758 77.58%
Caco-2 - 0.7162 71.62%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5163 51.63%
OATP2B1 inhibitior - 0.5632 56.32%
OATP1B1 inhibitior + 0.8986 89.86%
OATP1B3 inhibitior + 0.9138 91.38%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6484 64.84%
P-glycoprotein inhibitior - 0.4567 45.67%
P-glycoprotein substrate - 0.6549 65.49%
CYP3A4 substrate + 0.6579 65.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8452 84.52%
CYP3A4 inhibition - 0.8105 81.05%
CYP2C9 inhibition - 0.9921 99.21%
CYP2C19 inhibition - 0.9625 96.25%
CYP2D6 inhibition - 0.9051 90.51%
CYP1A2 inhibition + 0.6613 66.13%
CYP2C8 inhibition + 0.7060 70.60%
CYP inhibitory promiscuity - 0.7059 70.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6155 61.55%
Eye corrosion - 0.9805 98.05%
Eye irritation - 0.9121 91.21%
Skin irritation - 0.7114 71.14%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis + 0.6162 61.62%
Human Ether-a-go-go-Related Gene inhibition - 0.4608 46.08%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.5609 56.09%
skin sensitisation - 0.9182 91.82%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.4580 45.80%
Acute Oral Toxicity (c) II 0.4728 47.28%
Estrogen receptor binding + 0.7711 77.11%
Androgen receptor binding - 0.5399 53.99%
Thyroid receptor binding + 0.5442 54.42%
Glucocorticoid receptor binding + 0.6456 64.56%
Aromatase binding + 0.5626 56.26%
PPAR gamma + 0.6476 64.76%
Honey bee toxicity - 0.8109 81.09%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9188 91.88%

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 98.51% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.21% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.17% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.61% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.31% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.63% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.27% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.51% 97.36%
CHEMBL1951 P21397 Monoamine oxidase A 89.24% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.12% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 87.95% 94.73%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.67% 93.99%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.79% 92.94%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 86.57% 100.00%
CHEMBL2535 P11166 Glucose transporter 86.39% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.75% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.32% 99.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.19% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.31% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.24% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.92% 96.00%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 81.50% 94.03%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.35% 92.38%
CHEMBL1937 Q92769 Histone deacetylase 2 80.31% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.24% 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 139583697
LOTUS LTS0032207
wikiData Q105248453