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Karsoside

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID eb88e613-2a87-477f-a7b4-42bb9e1c1667
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name 2-[[2-(hydroxymethyl)-5-methoxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) COC1C2C=COC(C2C3(C1O3)CO)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
SMILES (Isomeric) COC1C2C=COC(C2C3(C1O3)CO)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
InChI InChI=1S/C21H32O14/c1-29-16-7-2-3-30-18(10(7)21(6-22)17(16)35-21)34-20-15(28)13(26)12(25)9(33-20)5-32-19-14(27)11(24)8(23)4-31-19/h2-3,7-20,22-28H,4-6H2,1H3
InChI Key LOKOJGZZDJOXCS-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H32O14
Molecular Weight 508.50 g/mol
Exact Mass 508.17920569 g/mol
Topological Polar Surface Area (TPSA) 210.00 Ų
XlogP -4.80
Atomic LogP (AlogP) -4.47
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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149155-50-0
2-[[2-(hydroxymethyl)-5-methoxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol
6'-O-(beta-D-Xylopyranosyl)methylcatalpol
DTXSID00933561
AKOS040752236
(1aS-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha))-1a,1b,2,5a,6,6a-Hexahydro-1a-(hydroxymethyl)-6-methoxyoxireno(4,5)cyclopenta(1,2-c)pyran-2-yl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside
1a,1b,2,5a,6,6a-Hexahydro-1a-(hydroxymethyl)-6-methoxyoxireno(4,5)cyclopenta(1,2-c)pyran-2-yl 6-O-beta-D-xylopyranosyl-beta-D-Glucopyranoside (1aS-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha))-
1a-(Hydroxymethyl)-6-methoxy-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-2-yl 6-O-pentopyranosylhexopyranoside
beta-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)-6-methoxyoxireno(4,5)cyclopenta(1,2-c)pyran-2-yl 6-O-beta-D-xylopyranosyl-, (1aS-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha))-

2D Structure

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2D Structure of Karsoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6427 64.27%
Caco-2 - 0.8939 89.39%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5085 50.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8597 85.97%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.9308 93.08%
P-glycoprotein inhibitior - 0.6954 69.54%
P-glycoprotein substrate - 0.6115 61.15%
CYP3A4 substrate + 0.6712 67.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8339 83.39%
CYP3A4 inhibition - 0.9653 96.53%
CYP2C9 inhibition - 0.9170 91.70%
CYP2C19 inhibition - 0.8231 82.31%
CYP2D6 inhibition - 0.9043 90.43%
CYP1A2 inhibition - 0.9042 90.42%
CYP2C8 inhibition - 0.6213 62.13%
CYP inhibitory promiscuity - 0.9236 92.36%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6359 63.59%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9555 95.55%
Skin irritation - 0.7945 79.45%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7646 76.46%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8990 89.90%
skin sensitisation - 0.8569 85.69%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8489 84.89%
Acute Oral Toxicity (c) I 0.3750 37.50%
Estrogen receptor binding + 0.5493 54.93%
Androgen receptor binding - 0.5610 56.10%
Thyroid receptor binding - 0.4922 49.22%
Glucocorticoid receptor binding - 0.5413 54.13%
Aromatase binding + 0.6442 64.42%
PPAR gamma + 0.6013 60.13%
Honey bee toxicity - 0.7664 76.64%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity - 0.7452 74.52%

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 97.42% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.59% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.32% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.11% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.13% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.59% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.65% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.53% 92.94%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.41% 95.83%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.80% 86.92%
CHEMBL226 P30542 Adenosine A1 receptor 87.63% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.62% 94.45%
CHEMBL2581 P07339 Cathepsin D 87.47% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 87.11% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.86% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.13% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 83.53% 94.75%
CHEMBL3820 P35557 Hexokinase type IV 83.36% 91.96%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.13% 97.28%
CHEMBL5255 O00206 Toll-like receptor 4 81.07% 92.50%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.88% 92.32%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.13% 83.57%

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.
Scrophularia ilwensis

Cross-Links

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PubChem 3083436
LOTUS LTS0239133
wikiData Q82909387