6-Methyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undec-1(10)-en-2-one

Details

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Internal ID 56a28572-f9ba-40e3-86a1-0ba047ea23ed
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name 6-methyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undec-1(10)-en-2-one
SMILES (Canonical) CC1CC2C3C1C(OC=C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) CC1CC2C3C1C(OC=C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
InChI InChI=1S/C16H22O9/c1-5-2-7-10-6(14(21)23-7)4-22-15(9(5)10)25-16-13(20)12(19)11(18)8(3-17)24-16/h4-5,7-13,15-20H,2-3H2,1H3
InChI Key QFPBGXPLBMXTBI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H22O9
Molecular Weight 358.34 g/mol
Exact Mass 358.12638228 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.76
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-Methyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undec-1(10)-en-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7840 78.40%
Caco-2 - 0.8786 87.86%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7372 73.72%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8186 81.86%
OATP1B3 inhibitior + 0.9500 95.00%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8421 84.21%
P-glycoprotein inhibitior - 0.8901 89.01%
P-glycoprotein substrate - 0.8562 85.62%
CYP3A4 substrate + 0.5763 57.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition - 0.9121 91.21%
CYP2C9 inhibition - 0.8598 85.98%
CYP2C19 inhibition - 0.8433 84.33%
CYP2D6 inhibition - 0.8868 88.68%
CYP1A2 inhibition - 0.8216 82.16%
CYP2C8 inhibition - 0.8475 84.75%
CYP inhibitory promiscuity - 0.6233 62.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6019 60.19%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9699 96.99%
Skin irritation - 0.7517 75.17%
Skin corrosion - 0.9493 94.93%
Ames mutagenesis - 0.6291 62.91%
Human Ether-a-go-go-Related Gene inhibition - 0.5500 55.00%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8739 87.39%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5847 58.47%
Acute Oral Toxicity (c) III 0.4851 48.51%
Estrogen receptor binding + 0.5831 58.31%
Androgen receptor binding - 0.5059 50.59%
Thyroid receptor binding - 0.5075 50.75%
Glucocorticoid receptor binding - 0.6622 66.22%
Aromatase binding - 0.5000 50.00%
PPAR gamma - 0.5124 51.24%
Honey bee toxicity - 0.8429 84.29%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8051 80.51%

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 96.05% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.03% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.17% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.54% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.06% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.03% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.79% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.30% 89.00%
CHEMBL2581 P07339 Cathepsin D 82.47% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 80.25% 92.50%

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.
Gelsemium sempervirens

Cross-Links

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PubChem 72757252
LOTUS LTS0224968
wikiData Q105219696