6Beta,7Beta-Epoxy-8-Epi-Splendoside

Details

Top
Internal ID d396de18-f4bc-4584-83cf-7a09f0926706
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name methyl (1S,2S,4S,5S,6S,7S)-5-hydroxy-5-(hydroxymethyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-10-carboxylate
SMILES (Canonical) COC(=O)C1=COC(C2C1C3C(C2(CO)O)O3)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=CO[C@H]([C@H]2[C@@H]1[C@H]3[C@@H]([C@]2(CO)O)O3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C17H24O12/c1-25-14(23)5-3-26-15(8-7(5)12-13(28-12)17(8,24)4-19)29-16-11(22)10(21)9(20)6(2-18)27-16/h3,6-13,15-16,18-22,24H,2,4H2,1H3/t6-,7-,8-,9-,10+,11-,12+,13+,15+,16+,17-/m1/s1
InChI Key ZHTGZWDWDCHEOX-HWCJXECGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C17H24O12
Molecular Weight 420.40 g/mol
Exact Mass 420.12677620 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP -3.60
Atomic LogP (AlogP) -4.05
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

Top
CHEMBL514583
Methyl (1S,2S,4S,5S,6S,7S)-5-hydroxy-5-(hydroxymethyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-10-carboxylate

2D Structure

Top
2D Structure of 6Beta,7Beta-Epoxy-8-Epi-Splendoside

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5745 57.45%
Caco-2 - 0.8671 86.71%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6069 60.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7696 76.96%
OATP1B3 inhibitior + 0.9557 95.57%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9476 94.76%
P-glycoprotein inhibitior - 0.8514 85.14%
P-glycoprotein substrate - 0.7435 74.35%
CYP3A4 substrate + 0.6280 62.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.9578 95.78%
CYP2C9 inhibition - 0.8953 89.53%
CYP2C19 inhibition - 0.8276 82.76%
CYP2D6 inhibition - 0.8959 89.59%
CYP1A2 inhibition - 0.8827 88.27%
CYP2C8 inhibition - 0.6512 65.12%
CYP inhibitory promiscuity - 0.8691 86.91%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6387 63.87%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9552 95.52%
Skin irritation - 0.7532 75.32%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.5537 55.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5677 56.77%
Micronuclear - 0.6741 67.41%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8274 82.74%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.7348 73.48%
Acute Oral Toxicity (c) I 0.4026 40.26%
Estrogen receptor binding + 0.6384 63.84%
Androgen receptor binding - 0.5063 50.63%
Thyroid receptor binding - 0.5439 54.39%
Glucocorticoid receptor binding - 0.5983 59.83%
Aromatase binding + 0.6391 63.91%
PPAR gamma + 0.5293 52.93%
Honey bee toxicity - 0.8087 80.87%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity - 0.6944 69.44%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.43% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.96% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 86.86% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.82% 85.14%
CHEMBL4208 P20618 Proteasome component C5 84.61% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.79% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.33% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.78% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.19% 96.90%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.42% 97.21%

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.
Morinda citrifolia

Cross-Links

Top
PubChem 11166049
NPASS NPC193741
LOTUS LTS0193411
wikiData Q105375995