1-hydroxy-3-methyl-8,10-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-10H-anthracen-9-one

Details

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Internal ID 5ba7e4c5-d0a2-47f0-84f8-a71f106015a0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 1-hydroxy-3-methyl-8,10-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-10H-anthracen-9-one
SMILES (Canonical) CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2OC4C(C(C(C(O4)CO)O)O)O)C=CC=C3OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2OC4C(C(C(C(O4)CO)O)O)O)C=CC=C3OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C27H32O14/c1-9-5-11-16(12(30)6-9)20(33)17-10(25(11)41-27-24(37)22(35)19(32)15(8-29)40-27)3-2-4-13(17)38-26-23(36)21(34)18(31)14(7-28)39-26/h2-6,14-15,18-19,21-32,34-37H,7-8H2,1H3
InChI Key XFLRIYOCHOPGEQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O14
Molecular Weight 580.50 g/mol
Exact Mass 580.17920569 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -2.67
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-hydroxy-3-methyl-8,10-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-10H-anthracen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6187 61.87%
Caco-2 - 0.8971 89.71%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5999 59.99%
OATP2B1 inhibitior - 0.8482 84.82%
OATP1B1 inhibitior + 0.8925 89.25%
OATP1B3 inhibitior + 0.9688 96.88%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5334 53.34%
P-glycoprotein inhibitior - 0.5670 56.70%
P-glycoprotein substrate - 0.8119 81.19%
CYP3A4 substrate + 0.6366 63.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8589 85.89%
CYP3A4 inhibition - 0.9550 95.50%
CYP2C9 inhibition - 0.9447 94.47%
CYP2C19 inhibition - 0.9085 90.85%
CYP2D6 inhibition - 0.9477 94.77%
CYP1A2 inhibition - 0.8774 87.74%
CYP2C8 inhibition + 0.5073 50.73%
CYP inhibitory promiscuity - 0.7874 78.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6689 66.89%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9223 92.23%
Skin irritation - 0.8354 83.54%
Skin corrosion - 0.9655 96.55%
Ames mutagenesis + 0.6808 68.08%
Human Ether-a-go-go-Related Gene inhibition + 0.8542 85.42%
Micronuclear + 0.5733 57.33%
Hepatotoxicity + 0.5766 57.66%
skin sensitisation - 0.9063 90.63%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.5775 57.75%
Acute Oral Toxicity (c) III 0.5924 59.24%
Estrogen receptor binding + 0.7761 77.61%
Androgen receptor binding - 0.4875 48.75%
Thyroid receptor binding - 0.5357 53.57%
Glucocorticoid receptor binding + 0.6368 63.68%
Aromatase binding + 0.5508 55.08%
PPAR gamma + 0.5586 55.86%
Honey bee toxicity - 0.8121 81.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.7571 75.71%

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 97.68% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.58% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 97.28% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.84% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.14% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.10% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.96% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.85% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.54% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.20% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.49% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.62% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.11% 96.00%

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.
Rheum australe

Cross-Links

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PubChem 163009033
LOTUS LTS0108768
wikiData Q105327094