2-(Hydroxymethyl)-6-[8-hydroxy-6-methyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]oxyoxane-3,4,5-triol

Details

Top
Internal ID 04914b1d-fdd8-4b59-ab97-675cdcf41303
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 2-(hydroxymethyl)-6-[8-hydroxy-6-methyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1=CC2=C(C(=CC=C2)OC3C(C(C(C(O3)CO)O)O)O)C(=C1OC4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric) CC1=CC2=C(C(=CC=C2)OC3C(C(C(C(O3)CO)O)O)O)C(=C1OC4C(C(C(C(O4)CO)O)O)O)O
InChI InChI=1S/C23H30O13/c1-8-5-9-3-2-4-10(33-22-19(31)17(29)14(26)11(6-24)34-22)13(9)16(28)21(8)36-23-20(32)18(30)15(27)12(7-25)35-23/h2-5,11-12,14-15,17-20,22-32H,6-7H2,1H3
InChI Key OTUBYPWVGQENIK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H30O13
Molecular Weight 514.50 g/mol
Exact Mass 514.16864101 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -2.79
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-(Hydroxymethyl)-6-[8-hydroxy-6-methyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-1-yl]oxyoxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7144 71.44%
Caco-2 - 0.8887 88.87%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5436 54.36%
OATP2B1 inhibitior - 0.8488 84.88%
OATP1B1 inhibitior + 0.8794 87.94%
OATP1B3 inhibitior + 0.9732 97.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5858 58.58%
P-glycoprotein inhibitior - 0.6945 69.45%
P-glycoprotein substrate - 0.8644 86.44%
CYP3A4 substrate + 0.5590 55.90%
CYP2C9 substrate - 0.8106 81.06%
CYP2D6 substrate - 0.8047 80.47%
CYP3A4 inhibition - 0.9651 96.51%
CYP2C9 inhibition - 0.9282 92.82%
CYP2C19 inhibition - 0.8558 85.58%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.8628 86.28%
CYP2C8 inhibition + 0.5610 56.10%
CYP inhibitory promiscuity - 0.7598 75.98%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6140 61.40%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.8374 83.74%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7720 77.20%
Micronuclear + 0.5559 55.59%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9056 90.56%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7877 78.77%
Acute Oral Toxicity (c) III 0.5721 57.21%
Estrogen receptor binding + 0.6325 63.25%
Androgen receptor binding - 0.5906 59.06%
Thyroid receptor binding + 0.5729 57.29%
Glucocorticoid receptor binding + 0.6138 61.38%
Aromatase binding + 0.6102 61.02%
PPAR gamma + 0.5355 53.55%
Honey bee toxicity - 0.8994 89.94%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.6847 68.47%

Targets

Top

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 98.06% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 95.70% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.78% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.46% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 91.87% 94.73%
CHEMBL2581 P07339 Cathepsin D 90.10% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.01% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.48% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.11% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.79% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.20% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.85% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.08% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.93% 89.62%

Plants that contains it

Top
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.
Aloe plicatilis

Cross-Links

Top
PubChem 162913704
LOTUS LTS0204657
wikiData Q105199837