(1R,3R,4Z)-4-ethylidene-1-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-1H-pyrano[3,4-c]pyran-8-one

Details

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Internal ID 112d54d0-26f3-4c1e-8c4e-be0532ebf184
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (1R,3R,4Z)-4-ethylidene-1-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-1H-pyrano[3,4-c]pyran-8-one
SMILES (Canonical) CC=C1C(OC(C2=C1CCOC2=O)OC)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) C/C=C/1\[C@H](O[C@H](C2=C1CCOC2=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI InChI=1S/C17H24O10/c1-3-7-8-4-5-24-14(22)10(8)16(23-2)26-15(7)27-17-13(21)12(20)11(19)9(6-18)25-17/h3,9,11-13,15-21H,4-6H2,1-2H3/b7-3-/t9-,11-,12+,13-,15-,16-,17+/m1/s1
InChI Key AJENETGXVIBLQY-NMHOFLCMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H24O10
Molecular Weight 388.40 g/mol
Exact Mass 388.13694696 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -1.68
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,4Z)-4-ethylidene-1-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-1H-pyrano[3,4-c]pyran-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5967 59.67%
Caco-2 - 0.8211 82.11%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7914 79.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8744 87.44%
OATP1B3 inhibitior + 0.9197 91.97%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5066 50.66%
P-glycoprotein inhibitior - 0.8397 83.97%
P-glycoprotein substrate - 0.8678 86.78%
CYP3A4 substrate + 0.6056 60.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8796 87.96%
CYP3A4 inhibition - 0.9597 95.97%
CYP2C9 inhibition - 0.8978 89.78%
CYP2C19 inhibition - 0.8756 87.56%
CYP2D6 inhibition - 0.8887 88.87%
CYP1A2 inhibition - 0.8568 85.68%
CYP2C8 inhibition - 0.7329 73.29%
CYP inhibitory promiscuity - 0.8438 84.38%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6311 63.11%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9575 95.75%
Skin irritation - 0.7661 76.61%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5572 55.72%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6933 69.33%
skin sensitisation - 0.8766 87.66%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.5732 57.32%
Acute Oral Toxicity (c) III 0.6254 62.54%
Estrogen receptor binding + 0.6288 62.88%
Androgen receptor binding + 0.5932 59.32%
Thyroid receptor binding - 0.5126 51.26%
Glucocorticoid receptor binding + 0.6190 61.90%
Aromatase binding - 0.6526 65.26%
PPAR gamma + 0.6057 60.57%
Honey bee toxicity - 0.7811 78.11%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity - 0.6647 66.47%

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 95.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.15% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.09% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.31% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.20% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.36% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.21% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 85.73% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.71% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.19% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 83.20% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.10% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.56% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.09% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.16% 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.
Swertia japonica

Cross-Links

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PubChem 162905690
LOTUS LTS0215099
wikiData Q104913138